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11 Best Small Sailboat Brands: How to Choose Your Next Daysailer or Pocket Cruiser

12th oct 2023 by samantha wilson.

Sailing is a relaxing, invigorating pastime that allows you to harness wind and waves in a unique and historic way without requiring a 50-foot yacht to enjoy what’s special about the experience. In fact, small sailboats allow a delightful back-to-basics experience that often gets lost on larger, systems-heavy sailboats.

On a small sailboat you can connect with the sea, feeling the boat move beneath you. The boat is typically easy to rig, simple to sail, and can even be sailed solo. Small sailboats give you the freedom to trailer your or car-top your boat and go anywhere, and they’re perfect for learning the nuances of sailing. There are many excellent brands and models of small sailboat, each with their own appeal, and here we narrow down some of our favorite in the daysailer and pocket cruiser categories under 30 feet. 

Difference Between a Daysailer and a Pocket Cruiser

While there are many different types of sailboat on the market and there is no single definition of either a daysailer or a pocket cruiser, they are used in a particular way, as the names imply. The term daysailer covers a huge array of sailboats, smaller and sometimes larger, and is generally defined as any day boat used for local sailing, with a simple rig, and easy to get underway. A pocket cruiser typically offers a cabin and head, and adequate accommodations for an overnight stay and sometimes longer cruises. Having said that, there is a large overlap between the two in many instances, so the lines may become blurred. 

What Size is a Small Sailboat?

Small is a relative term of course, but in general—and for the purposes of this article—a small sailboat is one that could be sailed by a small crew, often with one or two people aboard. It will have a simple rig and be trailerable, and it might be either a daysailer or pocket-cruiser style vessel as above. Within those categories, there are many models and styles, but when it comes to length we consider a sailboat as small when it’s under 30 feet in overall length. 

The Best Sailboats Under 30 Feet

Pocket cruiser: Beneteau First 27.  The Beneteau First 27 is a modern example of a pocket cruiser, earning Cruising World ’s Boat of the Year award in the Pocket Cruiser category in 2022. With space for up to six people accommodated in a separated bow-cabin and open saloon, it offers families the chance to go farther, explore more, and cruise in comfort. There is a galley with freshwater and a head, adding to the interior home comforts. The sailboat itself is modern, fast, and stable, designed by Sam Manuard, and has been designed to be incredibly safe and almost unsinkable thanks to its three watertight chambers. The handling is also refreshingly intuitive, with a well-designed cockpit, simple deck controls, and double winches allowing it to be sailed solo, by two people, or a small crew. 

Photo credit: Beneteau

Daysailer: Alerion 28.  You’ll certainly turn heads cruising along in an Alerion 28, a daysailer whose forerunner by the same name was designed by Nathanael Herreshoff in 1912 and then updated with a modern underbody for fiberglass production by Carl Schumacher in the late 1980s. This pretty daysailer manages to combine a traditional silhouette and classic feel, with very modern engineering creating an excellent package. Over 470 of these sailboats were built and sold in the past 30 years, making it one of the most popular modern daysailers on the water. With a small cabin and saloon, complete with miniature galley area, it offers respite from the sun or wind and the option for a night aboard. The cockpit offers a beautiful sailing experience, with plenty of space for the whole family. 

Photo credit: Alerion Yachts

The Best Sailboats Under 25 Feet

Pocket cruiser: Cornish Crabber 24.  British manufacturer Cornish Crabber has been producing beautiful, traditional style small sailboats for decades, ensuring they honor their heritage both in the construction style and appearance of their boats. The Cornish Crabber 24 is the most iconic of their range and dates back to the 1980s. It offers a simple yet surprisingly spacious interior layout with cabin, galley, and head, and a good sized cockpit, as well as seating for up to six people. It’s the perfect family sailboat, with clever use of storage as well as just under 5000 pounds of displacement providing stability and easy tacking. Aesthetically the 24 is simply beautiful, with a traditional silhouette (combined with modern engineering), finished in hardwood trims. 

Photo credit: Cornish Crabber

Daysailer: Catalina 22 Capri.  Catalina sailboats need little introduction, and are one of the world’s best-known, most-respected brands building small sailboats. The Catalina 22 Capri (also available in a sport model) is a great example of what Catalina does so well. While we’ve classified it as a daysailer, it could easily cross into the pocket cruiser category, as it offers excellent sailing performance in almost all conditions as well as having a small cabin, galley, and head. Loved for its safety, stability, ease of handling and simple maintenance, it makes for a good first family boat for getting out onto the bay or lake. 

Photo credit: Catalina

The Best Sailboats Under 20 Feet

Pocket cruiser: CapeCutter 19.  This is another model that combines the beauty of the traditional silhouettes with modern-day advancements. The design originates from the classic gaff cutter work boats, but today offers excellent performance—in fact it’s one of the fastest small gaffers in the world. The interior is cleverly spacious, with four berths, two of which convert into a saloon, as well as a simple galley area. With quick rigging, it can be sailed solo, but is also able to accommodate small groups, making it a capable and hugely versatile pocket cruiser. 

Photo credit: Cape Cutter 19

Daysailer: Swallow Yachts’ BayRaider 20.  Classic looks with modern performance are combined in Swallow Yachts’ beautiful BayRaider 20. This is one of the most capable and safest daysailers we’ve seen, but also incredibly versatile thanks to the choices of ballast. Keep the ballast tank empty and it’s light and fast. Fill the tank up and you’ve got a stable and safe boat perfect for beginners and families. While it’s got an eye-catching traditional style, the engineering is modern, with a strong carbon mast and construction. While this is a true daysailer, you can use the optional spray hood and camping accessories to create an overnight adventure. 

Photo credit: Swallow Yachts

The Best Sailboats Under 15 Feet

Pocket Cruiser: NorseBoat 12.5.  Can we truly call the NorseBoat 12.5 a pocket cruiser? Yes we can! The sheer versatility of this excellent little sailboat has convinced us. These beautiful hand-crafted sailboats offer exceptional performance and are described by the manufacturer as ‘the Swiss Army Knives of sailboats’. The traditionally styled 12.5 can be sailed, rowed, and motored. It can be trailered, easily beached, and even used as a camp cruiser, allowing for overnight adventures. There is no end to the fun that can be had with this easy-to-sail and easy-to-handle boat, which makes it a dream to learn in. With positive flotation, lots of clever storage, and a full-size double berth for camp cruising, it really is the perfect mini pocket cruiser. 

Photo credit: NorseBoats

Daysailer: Original Beetle Cat Boat 12: All across the bays of the US east coast cat boats have long been part of the ocean landscape. Able to access shallow rocky coves yet also withstand the strong coastal winds, these traditional New England fishing boats have an iconic shape and gaff-rigged mainsails. Beetle Cat have been producing elegant wooden cat boats for over 100 years – in fact they’ve made and sold over 4,000 boats to date. Their 12 foot Cat Boat 12 is one of their finest models, offering lovely daysailing opportunities. It has a wide beam and centerboard that lifts up, allowing it to access shallow waters, as well as a forward mast and single sail gaff rig in keeping with the traditional cat boats. To sail one of these is to be part of the heritage of New England and Cape Cod, and to honor the ancient art of hand-made boat building. 

Beetle Cat official website

Photo credit: Beetle Cat

The Best Small Sailboats for Beginners

When it comes to learning to sail, it’s important to have a boat that is easy to handle. There’s no quicker way to put yourself or your family off sailing than to start off with a boat that is either too big or too complicated. When choosing your first boat we recommend the following characteristics:

• Small: The benefits of starting off with a small boat are many, as we’ve seen above. They’re easier to control as well as to moor, and they react more quickly to steering and sails. They can be trailered and launched easily, and the loads generated are much lower than on bigger, heavier boats.
• Easy to sail: You want a boat that is stable and forgiving of mistakes, doesn’t capsize easily, and isn’t too overpowered in a stronger breeze. Keep things simple and learn as you go.
• Simple sail configuration: Choosing a boat that can be rigged by one person in a few minutes, and easily sailed solo, makes it easier to take along inexperienced crews. With regards to the rig, all you need are a halyard to hoist the mainsail and a sheet to control the mainsail.
• Tiller steering: We recommend boats with tiller steering over wheel steering when starting out. The tiller allows you to get a real feel for the boat and how the rudder works as it moves through the water. 

For more information on choosing the best beginner sailboat check out our full guide. There are many popular brands of beginner boats including Sunfish, Laser, and Hunter Marlow. Some of our favorites include;

Hobie 16: The classic Hobie catamaran has been a well-loved beginner sailboat for years, and the Hobie 16 started life back in 1969. Since then they’ve made and sold over a staggering 100,000 of the 16s. It has twin fiberglass and foam hulls, a large trampoline, and a pull-up rudder so it can be sailed straight onto the beach. The basic package comes with an easy to handle main and jib with plenty of extras available too such as a spinnaker and trailer. The Hobie 16 promises a great learning experience and lots of fun in a very nifty and inexpensive package. 

Photo credit: Hobie

Paine 14: You’ll immediately fall in love with sailing when you step into a beautiful Paine 14. Made from seamless epoxy cold-molded wood, the P-14 is simply beautiful and offers the classic sailing experience with the design and innovation of a more modern hull and rig. Two people will be able to enjoy getting out on the water together and learning the ropes. The Paine 14 has a lead ballast keel that accounts for nearly half her weight, giving her the feel of a much larger boat, but is still trailerable and easy to manage offering the best of both worlds.

Photo credit: Chuck Paine

High-Performance Small Sailboats

Small sailboats generally become high performers if they are light, have a lot of sail area, or they have more than one hull. More recently, some of have been designed with foiling surfaces, as well. For the purposes of this article, we’d like to close by pointing out one model that is super fast and has versatile pocket-cruising capabilities.

Corsair 880 trimaran : The Corsair 880 trimaran is the grandchild of the company’s F27, a model that launched the popularity of trailerable leisure trimarans about 40 years ago. The 880 has taken the model to new heights and exemplifies the incredible space benefits you can achieve in a 29-foot sailboat. We’re talking an aft cabin, room to sleep 5 people, an enclosed head, and standing headroom in the galley and main saloon. It brings many of the opportunities that a much larger yacht plus the ability to cruise in extremely shallow water. Whether you want to cruise to the Bahamas or enjoy a high-adrenaline race, the Corsair 880 offers incredible performance and unlimited adventures in a truly pocket size. 

Photo credit: Corsair

Written By: Samantha Wilson

Samantha Wilson has spent her entire life on and around boats, from tiny sailing dinghies all the way up to superyachts. She writes for many boating and yachting publications, top charter agencies, and some of the largest travel businesses in the industry, combining her knowledge and passion of boating, travel and writing to create topical, useful and engaging content.

More from: Samantha Wilson

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20 Best Small Sailboats for the Weekender

• By Mark Pillsbury
• Updated: May 24, 2024

In order to go cruising, most of us require a sailboat with a head, a galley, and bunks. The boat, likely a 30-footer and more often a 40-footer, will have electronics for navigation and entertainment, refrigeration if the trip is longer than a coastal hop, an engine for light wind, and, depending on our appetites for food and fun, perhaps a genset to power our toys and appliances.

To go sailing , however, all we really need is a hull, mast, rudder, and sail. To experience the pure joy of sheeting in and scooting off across a lake, bay, or even the open ocean, there’s nothing better than a small sailboat – we’re talking sailboats under 25 feet. You can literally reach out and touch the water as it flows past. You instantly feel every puff of breeze and sense every change in trim.

Some of the boats in this list are new designs, others are time-tested models from small sailboat manufacturers, but every one is easy to rig, simple to sail, and looks like a whole lot of fun either for a solo outing on a breezy afternoon or to keep family and friends entertained throughout your entire sailing season. This list is made up of all types of sailboats , and if you’re looking for a list of some of the best small sailboats for beginners, you’ll find exactly that here.

Any one of these popular boats could be labeled as a trailerable sailboat, daysailer, or even a weekender sailboat. And while most would be labeled as a one or two person sailboat, some could comfortably fit three or even four people.

– CHECK THE WEATHER – The weather changes all the time. Always check the forecast and prepare for the worst case. Safety Tip Provided by the U.S. Coast Guard

Marblehead 22 Daysailer

If you have an eye for elegant lines and your heart goes pitter-patter over just the right amount of overhang beneath a counter transom, the Marblehead 22 daysailer, designed by Doug Zurn and built by Samoset Boatworks in Boothbay, Maine, will definitely raise your pulse. Traditional-looking above the waterline and modern beneath, the cold-molded hull sports a deep bulb keel and a Hall Spars carbon-fiber mast with a wishbone rig and square-top main. The 11-foot-9-inch cockpit can seat a crowd, and a small cuddy forward will let you stow your friends’ gear for the day. samosetboatworks.com

Catalina 22 Sport

Many a harbor plays host to an active fleet of Catalina 22s, one of the most popular small sailboats over the years, given its basic amenities and retractable keel, which allows it to be easily trailered. Recently, the company introduced the Catalina 22 Sport, an updated design that can compete with the older 22s. The boat features a retractable lead keel; a cabin that can sleep four, with a forward hatch for ventilation; and a fractional rig with a mainsail and a roller-furling jib. Lifelines, a swim ladder, and an engine are options, as are cloth cushions; vinyl cushions are standard. The large cockpit will seat a crowd or let a mom-and-pop crew stretch out and enjoy their sail. It’s clear why the Catalina 22 is one of the best sailboats under 25 feet. catalinayachts.com

With its large, open-transom cockpit and sloop rig, the Hunter 22 makes a comfortable daysailer for family and friends. But with its cuddy cabin, twin bunks, optional electrical system, opening screened ports, and portable toilet, a parent and child or a couple could comfortably slip away for an overnight or weekend. Add in the optional performance package, which includes an asymmetric spinnaker, a pole, and a mainsheet traveler, and you could be off to the races. The boat features a laminated fiberglass hull and deck, molded-in nonskid, and a hydraulic lifting centerboard. Mount a small outboard on the stern bracket, and you’re set to go. marlow-hunter.com

Not sure whether you want to race, cruise or just go out for an afternoon sail? Since 1958, sailors have been having a ball aboard the Uffa Fox/George O’Day-designed Daysailer. Fox, who in the 1950s was on the cutting edge of planning-dinghy design, collaborated with Fall River, Massachusetts boatbuilder O’Day Corp. to build the 16-foot Daysailer, a boat that features a slippery hull and a small cuddy cabin that covers the boat roughly from the mast forward. Thousands of Daysailers were built by various builders, and they can be found used for quite affordable prices. There are active racing fleets around the US, and new Daysailers are still in production today, built by Cape Cod Ship Building. capecodshipbuilding.com

BayRaider from Swallow Boats

Easy to rig and trailer, the BayRaider from England’s Swallow Yachts is a relative newcomer to the small-boat market in the United States. Nearly all of its 19 feet 9 inches is open cockpit, though a spray hood can be added to keep the forward sections dry. The BayRaider is ketch-rigged with a gunter-style mainmast. The topmast and mizzen are both carbon-fiber, which is an option for the mainmast as well. The BayRaider can be sailed with a dry hull in lighter conditions or with 300 pounds of water ballast to increase its stability. With the centerboard and hinged rudder raised, the boat can maneuver in even the thinnest water.

$28,900, (904) 234-8779, swallowyachts.com

Big fun can come in small packages, especially if your vessel of choice happens to be the 12 ½-foot Beetle Cat. Designed by John Beetle and first built in 1921, the wooden shallow draft sailboat is still in production today in Wareham, Massachusetts at the Beetle Boat Shop. With a draft of just 2 feet, the boat is well-suited for shallow bays, but equally at home in open coastal waters. The single gaff-rigged sail provides plenty of power in light air and can be quickly reefed down to handle a blow. In a word, sailing a Beetle Cat is fun. beetlecat.com

– LEARN THE NAVIGATION RULES – Know the “Rules of the Road” that govern all boat traffic. Be courteous and never assume other boaters can see you. Safety Tip Provided by the U.S. Coast Guard

West Wight Potter P 19

With berths for four and a workable galley featuring a cooler, a sink, and a stove, West Wight Potter has packed a lot into its 19-foot-long P 19. First launched in 1971, this is a line of boats that’s attracted a true following among trailer-sailors. The P 19′s fully retractable keel means that you can pull up just about anywhere and go exploring. Closed-cell foam fore and aft makes the boat unsinkable, and thanks to its hard chine, the boat is reportedly quite stable under way. westwightpotter.com

NorseBoat 17.5

Designed for rowing and sailing (a motor mount is optional), the Canadian-built NorseBoat 17.5—one of which was spotted by a CW editor making its way through the Northwest Passage with a two-man crew—features an open cockpit, a carbon-fiber mast, and a curved-gaff rig, with an optional furling headsail set on a sprit. The lapstrake hull is fiberglass; the interior is ply and epoxy. The boat comes standard with two rowing stations and one set of 9-foot oars. The boat is designed with positive flotation and offers good load-carrying capacity, which you could put to use if you added the available canvas work and camping tent. NorseBoats offers a smaller sibling, the 12.5, as well; both are available in kit form.

$19,000, (902) 659-2790, norseboat.com

Montgomery 17

Billed as a trailerable pocket cruiser, the Montgomery 17 is a stout-looking sloop designed by Lyle Hess and built out of fiberglass in Ontario, California, by Montgomery Boats. With a keel and centerboard, the boat draws just under 2 feet with the board up and can be easily beached when you’re gunkholing. In the cuddy cabin you’ll find sitting headroom, a pair of bunks, a portable toilet, optional shore and DC power, and an impressive amount of storage space. The deck-stepped mast can be easily raised using a four-part tackle. The builder reports taking his own boat on trips across the Golfo de California and on visits to California’s coastal islands. Montgomery makes 15-foot and 23-foot models, as well. If you’re in search of a small sailboat with a cabin, the Montgomery 17 has to be on your wish list.

With long overhangs and shiny brightwork, the CW Hood 32 is on the larger end of the daysailer spectrum. Designers Chris Hood and Ben Stoddard made a conscious decision to forego a cabin and head in favor of an open cockpit big enough to bring 4 or 5 friends or family out for an afternoon on the water. The CW Hood 32 is sleek and graceful through the water and quick enough to do some racing, but keeps things simple with a self-tacking jib and controls that can be lead back to a single-handed skipper. A top-furling asymmetrical, electric sail drive and Torqeedo outboard are all optional. The CW Hood 32 makes for a great small family sailboat.  cwhoodyachts.com

Sun Cat from Com-Pac

Shallow U.S. East Coast bays and rock-strewn coasts have long been graced by cat boats, whose large, gaff-rigged mainsails proved simple and powerful both on the wind and, better yet, when reaching and running. The 17-foot-4-inch Sun Cat, built by Com-Pac Yachts, updates the classic wooden cat with its fiberglass hull and deck and the easy-to-step Mastender Rigging System, which incorporates a hinged tabernacle to make stepping the mast a one-person job. If you want a personal sailboat ideal for solo sailing, the Sun Can is a great choice. Belowdecks, the twin 6-foot-5-inch berths and many other features and amenities make this cat a willing weekender.

$19,800, (727) 443-4408, com-pacyachts.com

Catalina 16.5

The Catalina 16.5 sits right in the middle of Catalina Yachts’ line of small sailboats, which range from the 12.5 to the 22 Capri and Sport, and it comes in both an easy-to-trailer centerboard model and a shoal-draft fixed-keel configuration. With the fiberglass board up, the 17-foot-2-inch boat draws just 5 inches of water; with the board down, the 4-foot-5-inch draft suggests good windward performance. Hull and deck are hand-laminated fiberglass. The roomy cockpit is self-bailing, and the bow harbors a good-sized storage area with a waterproof hatch. catalinayachts.com

No roundup of best small sailboats (trailerable and fun too) would be complete without a mention of the venerable Hobie 16, which made its debut in Southern California way back in 1969. The company has introduced many other multihulls since, but more than 100,000 of the 16s have been launched, a remarkable figure. The Hobie’s asymmetric fiberglass-and-foam hulls eliminate the need for daggerboards, and with its kick-up rudders, the 16 can be sailed right up to the beach. Its large trampoline offers lots of space to move about or a good place to plant one’s feet when hanging off the double trapezes with a hull flying. The boat comes with a main and a jib; a spinnaker, douse kit, trailer, and beach dolly are optional features. hobiecat.com

Novice sailors or old salts looking for simplicity could both enjoy sailing the Hunter 15. With a fiberglass hull and deck and foam flotation, the boat is sturdily built. The ample freeboard and wide beam provide stability under way, and the heavy-duty rubrail and kick-up rudder mean that you won’t have to worry when the dock looms or the going grows shallow. Both the 15 and its slightly larger 18-foot sibling come standard with roller-furling jibs.

$6,900/$9,500 (boat-show prices for the 15 and 18 includes trailers), (386) 462-3077, marlow-hunter.com

– CHECK THE FIT – Follow these guidelines to make sure your life jacket looks good, stays comfortable and works when you need it. Safety Tip Provided by the U.S. Coast Guard

Super Snark

Under various owners, the Snark brand of sailboats, now built by Meyers Boat Co., has been around since the early 1970s. The Super Snark, at 11 feet, is a simple, easily car-topped daysailer that’s fit out with a lateen rig and sail. Billed as unsinkable, the five boats in the company’s line are built with E.P.S. foam, with the external hull and deck vacuum-formed to the core using an A.B.S. polymer. The Super Snark weighs in at 50 pounds, and with a payload capacity of 310 pounds, the boat can carry two.

$970, (800) 247-6275, meyersboat.com

Norseboat 21.5

Built in Canada, the NorseBoat 21.5 is a rugged looking craft that comes in a couple of configurations: one with an open cockpit and small doghouse, and another with a smaller cockpit and cabin that houses a double berth for two adults and optional quarter berths for the kids. Both carry NorseBoat’s distinctive looking carbon fiber gaff-rigged mast with main and jib (a sprit-set drifter is optional), and come with a ballasted stub keel and centerboard. Because of its lightweight design, the boat can be rowed and is easily trailered.

$36,000 (starting), 902-659-2790, norseboat.com

Flying Scot

Talk about time-tested, the 19-foot Flying Scot has been in production since 1957 and remains a popular design today. Sloop rigged, with a conventional spinnaker for downwind work, the boat is an easily sailed family boat as well as a competitive racer, with over 130 racing fleets across the U.S. Its roomy cockpit can seat six to eight, though the boat is often sailed by a pair or solo. Hull and deck are a fiberglass and balsa core sandwich. With the centerboard up, the boat draws only eight inches. Though intended to be a daysailer, owners have rigged boom tents and berths for overnight trips, and one adventurous Scot sailor cruised his along inland waterways from Philadelphia to New Orleans.

Known primarily for its line of racing dinghys, RS Sailing also builds the 16-foot, 4-inch Venture, which it describes as a cruising and training dinghy. The Venture features a large, self-draining cockpit that will accommodate a family or pack of kids. A furling jib and mainsail with slab reefing come standard with the boat; a gennaker and trapeze kit are options, as is an outboard motor mount and transom swim ladder. The deck and hull are laid up in a fiberglass and Coremat sandwich. The Venture’s designed to be both a good performer under sail, but also stable, making it a good boat for those learning the sport.

$14,900, 203-259-7808, rssailing.com

Topper makes a range of mono- and multihull rotomolded boats, but the model that caught one editor’s eye at Strictly Sail Chicago was the Topaz Taz. At 9 feet, 8 inches LOA and weighing in at 88 pounds, the Taz is not going to take the whole crowd out for the day. But, with the optional mainsail and jib package (main alone is for a single child), the Taz can carry two or three kids or an adult and one child, and would make a fun escape pod when tied behind the big boat and towed to some scenic harbor. The hull features Topper’s Trilam construction, a plastic and foam sandwich that creates a boat that’s stiff, light, and durable, and shouldn’t mind being dragged up on the beach when it’s time for a break.

$2,900 (includes main and jib), 410-286-1960, topazsailboats.com

WindRider WRTango

WRTango, a fast, sturdy, 10-foot trimaran that’s easy to sail, is the newest portable craft from WindRider International. It joins a line that includes the WR16 and WR17 trimarans. The Tango features forward-facing seating, foot-pedal steering, and a low center of gravity that mimics the sensation of sitting in a kayak. It weighs 125 pounds (including the outriggers and carbon-fiber mast), is extremely stable, and has single-sheet sail control. The six-inch draft and kick-up rudder make it great for beaching, while the hull and outriggers are made of rotomolded polyethylene, so it can withstand running into docks and being dragged over rocks.

$3,000, 612-338-2170, windrider.com

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Tippecanoe Boats

Tippecanoe boats.

We produce the highest quality model sailboats, toy sailboats, and radio controlled model sailing boats in the world.

After 36 years of business, there are now over 70,000 Tippecanoe model sailboats sailing in more than 65 countries around the world!

Our Mission:

Our mission is to continue the wonderful tradition of model sailboats, especially wooden model sailboats, that really sail. Our boats have provided thousands of hours of happy outdoors experiences for countless adults and youngsters. We hear back from owners almost every day about how much they enjoy their boats and how pleased they are that we are doing what we do. In their small way, model sailing boats make the world a better place for all of us.

Our Origin:

Will Lesh is the founder, designer, and owner of Tippecanoe Boats. Will grew up with a classic Jacrim Seaworthy model sailing yacht which he sailed for many summers on Lake Tippecanoe along with his sister who also had a beautiful Keystone pond yacht.

“It has been in memory of those many happy hours that I have brought these beautiful toy sailboats back to life, and of course we have added a terrific collection of sensational RC model sailboats as well which make splendid projects for craftsmen as well as for first time builders and sailors.” – Will Lesh, Founder and Designer

“I have a 100 ton license. I built my own 24 foot sailboat and sailed it across the Atlantic. I own a 34 foot cruising sloop, a laser, two MC Scows, a Hobie 14, a windsurfer, a 420, my 24 foot trans-Atlantic sloop, a 12 foot laminated mahogany sailing dinghy, 5 kayaks and 2 canoes (also two 37 foot steel sailboats in process). I am passionate about sailing boats and human powered boats of all sizes. But I still love sailing the model boats, they are so fun and beautiful and bring the joy of sailing alive in a very special way. In fact, I think I sail and race our model boats more frequently than I use my full sized boats! You can count on every one of our Tippecanoe boats, free-sailing toy boats and sophisticated radio control boats, to sail exceptionally well. I guarantee it!” – Will Lesh, Founder and Designer

Will Lesh lives and breathes sailing. He always has, and he always will.

Will started, and continues to run, Tippecanoe Boats in order to spread his love for sailing to all:

“I sail, therefore I am!”

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Best Small Cruising Sailboats

Last Updated by

Jacob Collier

February 20, 2024

‍ Key Takeaways

• Affordable cruising sailboats offer comfort and fun without a large investment.
• Models like the Catalina 22 and Hunter 27 balance space and ease of use for family.
• Making an informed choice on a budget-friendly sailboat hinges on matching features.

‍ If you want to navigate the seas without breaking the bank, you do need the best budget small cruiser sailboats, perfect for both novices and seasoned sailors.

The best budget small cruiser sailboats include the Catalina 22 for its versatility, Hunter 27 for durability, Beneteau First 20 for performance, West Wight Potter 19 for compactness, Compac Sun Cat for ease of use, MacGregor 26 for adaptability, and Jeanneau Sun Odyssey 349 for comfort and style.

As a seasoned sailor with years of navigating diverse waters, I've had the privilege of steering through the world's most enchanting seas. Sharing insights from firsthand experiences, I offer guidance that's not just based on facts but seasoned with real-life adventures. Together, we'll uncover the secrets to mastering the waves, ensuring you're well-equipped for your nautical journeys.

Table of contents

‍ Best Budget Small Cruiser Sailboats

Embarking on the quest for the ideal budget-friendly cruiser sailboat might feel like navigating through a maze of countless options, but pinpointing the right vessel is key to setting sail without capsizing your finances.

You don't need a treasure chest to enjoy the freedom of the open water; with an array of compact cruisers on the market, there's a vessel suited for every sailor's needs that balances affordability, comfort, and performance.

Understanding the unique characteristics of these budget-friendly cruisers is the compass that will help guide you in making an informed choice. It’s not solely about affordability; it's about finding a sailboat that can offer you that quintessential sailing fun.

Here's a comparison of the key features of the best budget small cruiser sailboats:

1. Catalina 22

{{boat-info="/boats/catalina-22"}}

If you're diving into the world of sailing with a keen eye on budget and size, the Catalina 22 checks many boxes. As a small cruiser that balances comfort, versatility, and affordability, it is considered a classic staple in the sailing community.

Specifications

• Length: 21'6"
• Beam: 7'8"
• Draft: 2'0" (board up), 5'0" (board down)
• Displacement: 2,490 lbs.
• Ballast: 800 lbs.
• Sail Area: 205 sq. ft.

Performance

The Catalina 22 sails with grace. Its fiberglass hull and well-designed keel offer stability and smooth handling, making it an ideal sailboat for beginners and seasoned sailors alike. You'll find it quick to maneuver and responsive at the helm, qualities that bolster your sailing confidence.

What Sets It Apart

With features like a spacious cockpit, a cozy cabin, and a pop-top galley for extra headroom, the Catalina 22 elevates the compact cruising experience. Its versatility shines, serving both as a casual day sailor and a capable pocket cruiser for overnight adventures.

Recent Updates

In its modern iterations, significant updates include an enhanced rigging system and improved sail controls. These upgrades bring the Catalina 22 in line with contemporary sailing standards while preserving its timeless appeal.

• Offers great value for its size and features
• Comfortable for small family cruising
• Suited for both day sailing and short cruises
• Its size may challenge extended cruising plans
• Not designed for demanding racing scenarios

Who Should Buy It

The Catalina 22 is an excellent choice for you if you're a beginner eager to learn, a sailor on a budget, or a small family looking to create lasting memories on the water.

Where To Buy It

Ready to make the Catalina 22 yours? You'll find it available through official Catalina dealers and respected used boat marketplaces.

2. Hunter 27

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When you're out on the market for a blend of affordability and reliable performance in a small cruiser sailboat, the Hunter 27 stands out. It’s specifically designed for those with a passion for sailing but have a tight grip on their budget.

• Beam: 9ft 11in
• Draft: 3ft 6in
• Ballast: 2,000 lbs
• Displacement: 7,400 lbs
• Sail Area: 386 sq ft

The Hunter 27 promises an admirable balance of comfort and speed, ensuring your sailing experience is both enjoyable and efficient. With a modern underbody and an easy-to-manage sail plan, you'll find this boat to be responsive and stable, whether you're cruising along the coastline or venturing out a little further.

What really makes the Hunter 27 a gem in the pocket cruisers category is its ingenious use of space. Boasting a spacious cockpit to keep your crew comfortable, this model ensures fun on the water doesn't mean a compromise on space or safety. Its fiberglass construction adds to its sturdy reputation.

Recent iterations of the Hunter 27 incorporate more modern gear and amenities, upgrading not just the sailing performance but the overall comfort on board. These updates draw a clear line in the sand, separating the Hunter from its competitors.

• Roomy interior for a small cruiser
• Stable performance under various conditions
• Ideal for family or small crew outings
• Limited space can challenge onboard storage
• Smaller sail area compared to larger cruisers affects speed

If you're a family or a small group looking to dip your toes into sailing without splashing out on a luxury yacht, the Hunter 27 could be the vessel for you. It’s also an excellent choice for those seeking a trailerable boat that doesn’t skimp on the liveaboard experience.

To secure a Hunter 27, reach out to authorized dealers or check the listings on sailing community forums. For the latest models, visiting the official Hunter Marine website provides you with all the updated information and contact details you need to purchase the boat.

3. Beneteau First 20

{{boat-info="/boats/beneteau-first-20"}}

When you're out to conquer the waves without breaking the bank, the Beneteau First 20 emerges as a staunch ally. This sailboat marries high performance with affordability, embodying the spirit of adventure for both new sailors and seasoned veterans craving a smaller, more manageable vessel.

• Length Overall (LOA): 20'1"
• Beam: 8'2"
• Draft: 2'4" (lifting keel)
• Displacement: 2,755 lbs
• Sail Area: 248 sq ft

For a boat its size, the Beneteau First 20 is notoriously agile and quick on the water. With every design tweak aimed at enhancing speed, she doesn't compromise on stability, making it a delightful daysailer or an enthusiastic entry-level racer.

The Beneteau First 20 stands out for its modern design and equipment, offering you comfort and safety in a compact vessel. This sailboat blends the thrill of sailing with the ease of handling, ensuring you get maximum enjoyment whether you're solo or with family.

More aggressive, stylish look and improved balance between performance and habitability

• Compact size for easy maneuverability and storage
• Cost-effective without skimping on quality
• Limited space may not suit long-duration sailings
• Less room for gear compared to larger cruisers

The Beneteau First 20 is the perfect buy for beginners eager to learn and for those downsizing from a larger boat but not willing to give up on zest and performance.

If you want this boat, seek out Beneteau dealers through its official website or charter services for purchasing or experiencing the First 20.

4. West Wight Potter 19

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The West Wight Potter 19 is acclaimed for its compact design and remarkable capabilities as a cruiser sailboat. Perfect for you whether you're an expert sailor or just starting out, it combines ease of handling with the comfort essential for the best small cruising sailboats.

• Hull Material: Fiberglass
• Length Overall: 18'9"
• Beam: 7'6"
• Draft: Keel Up: 6" / Keel Down: 3'7"
• Mast Height Above Water: 22 feet
• Ballast: 300 lbs
• Displacement: 1225 lbs
• Sail Area: 158 sq. ft.

This compact cruiser is remarkable for its stability and handling in various conditions. Its speed is competitive for a sailboat its size, ensuring you have a lively time on the water.

Versatility and ease of transport are hallmarks of the West Wight Potter 19. As a trailerable sailboat, it promises adventure without the constraint of a single body of water.

Recent models have introduced modern equipment and upgrades in the galley and cockpit for improved comfort and convenience, ensuring a blend of traditional and contemporary needs.

• Easy to transport by road
• Designed for secure family outings
• Equipped for preparing meals on board
• Compact design caps the amount of storage
• More modest compared to larger cruisers

If you're a sailing enthusiast in need of a traileable, versatile, and affordable sailboat, the Potter 19 is meant for you. It's ideal for both solo excursions and family adventures.

The best place to purchase a West Wight Potter 19 is through reputable boat dealers like YatchHub . Always ensure you are dealing with an authentic, trusted seller.

5. Compac Sun Cat

Recently, the Com-Pac Sun Cat has received attention for its balance between cost-efficiency and uncompromised sailing performance, perfect for those on a budget.

• Hull Type: Monohull
• Construction: Fiberglass
• LOA (Length Over All): 17' 4"
• Beam (Width): 7' 3"
• Draft: 1' 2" board up / 4' 6" board down
• Displacement: 1,500 lbs
• Sail Area: 150 sq ft
• Mast Height: 20'

Let's talk about how the Sun Cat sails. Generally considered lively for a compact cruiser, it harnesses light winds with ease and delivers a stable ride in choppier conditions. Its relatively wide beam contributes to its stability, and with no spreaders to worry about, setup and takedown times are significantly reduced.

The Sun Cat's design emphasizes simplicity and functionality, targeting both the novice sailor and the seasoned mariner looking for hassle-free sailing adventures. This boat's ease of trailering adds to its appeal, especially for those looking to explore a variety of sailing environments without the constraints of a mooring.

Recent models of the Sun Cat have seen enhancements in their cabin comfort and rigging efficiency, ensuring they stay competitive and appealing to sailors. Existing owners can often retrofit these improvements, demonstrating the manufacturer's commitment to the model's longevity.

• Easy to trailer
• Simple to rig and sail
• Limited space for liveaboards
• Heavier mast can be challenging for some

If you're a day sailor or weekend cruiser, the Com-Pac Sun Cat aligns with your lifestyle. Its setup is intuitive, making it a solid choice for beginners, while its performance and charm won't disappoint seasoned sailors.

The best place to buy a new or used Sun Cat is directly from Com-Pac Yachts or a licensed dealer.

6. MacGregor 26

{{boat-info="/boats/macgregor-26"}}

When you're scouring the market for a trusty and affordable cruiser sailboat, the MacGregor 26 stands out as a remarkably versatile option. It merges sailing fun with budget-friendliness.

• Length Overall (LOA) : 25 ft 10 in
• Beam: 7 ft 9 in
• Draft (Board up/down): 12 in / 5 ft 9 in
• Displacement: 2,255 lb (water ballast)
• Sail Area: 321 ft²

Let's talk about what it feels like to skipper a MacGregor 26. With its sails catching the wind, you'll experience a balance of stability and responsiveness.

• It delivers steady performance under sail.
• Power sailing is possible with a suitable outboard motor.

Why pick the MacGregor 26, you ask? Here's the scoop. It's truly one of a kind.

• The combination of sailing and powerboat capabilities is unique.
• Its transportability opens up your sailing adventures to myriad locations.

Keen on knowing the latest? The newer models of the MacGregor 26 have significant improvements aimed at enhancing your sailing experience.

• Upgraded standing rigging for increased durability.
• Enhanced hull designs for better stability and speed.
• Easy to trailer and maneuver on land
• Simplifies getting in and out of the water
• Can be used as both a sailboat and a motorboat
• Suitable for various water activities, from cruising to fishing
• Hybrid nature may not appeal to sailing purists
• Performance may not match up to specialized sailboats
• Water ballast system requires careful management
• Can be sensitive to incorrect loading

You're probably wondering if the MacGregor 26 is the right fit for you.

• Ideal for sailors looking for a multipurpose vessel.
• Great for those with storage constraints who still want to enjoy the sailing lifestyle.

Interested in making a MacGregor 26 yours? You can purchase directly from an authorized MacGregor sailing dealership .

7. Jeanneau Sun Odyssey 349

The Jeanneau Sun Odyssey 349 is a small cruiser that delivers big on both comfort and performance. It is designed to be an affordable option for sailors who seek a compact boat without sacrificing the amenities typically found on larger vessels.

Dimensions & Measurements:

• LOA : 33'11"
• Beam: 11'3"
• Draft (Shoal/Deep): 4'10" / 6'5"
• Displacement: 11,773 lbs
• Sail Area: 613 sq ft
• Fuel Capacity: 34 gallons
• Water Capacity: 54 gallons
• Cabins: 2-3
• Standard Engine: Yanmar 21 HP
• Optional Engine: Yanmar 30 HP

The Jeanneau Sun Odyssey 349 boasts a plumb bow and hard chine that starts before the boat's maximum beam—features that enhance stability and speed. Its twin rudders ensure responsive handling, making it a joy to sail in various wind conditions.

What really makes this sailboat stand out is its perfect balance between size, performance, and comfort. With innovative design features such as a long waterline and wide beam, you get a quick, seaworthy boat that doesn't skimp on living space.

In recent iterations, Jeanneau has emphasized easy handling, with features like twin rudders and a simplified sail plan. These updates cater to both seasoned sailors and newcomers eager to take their first bluewater cruise.

• Stable and comfortable under sail
• Spacious interior for its size
• Easy to single-hand with a well-designed cockpit and manageable sail plan
• Might feel underpowered with the standard engine in strong currents
• Interior storage can be limited for long voyages

If you're a solo sailor or a small family looking to adventure without the need for a crew, the Jeanneau Sun Odyssey 349 could be your ideal cruiser. It's built for those who love to sail and want a boat that's as easy to manage as it is inviting.

When it comes to purchasing a Jeanneau Sun Odyssey 349, your best bet is to visit an authorized Jeanneau dealer through their official website .

Sustainability in Small Cruiser Sailboats

In our quest for the perfect blend of adventure and value in small cruiser sailboats, there's an often-overlooked aspect that's gaining momentum: sustainability. As sailors, our connection to the sea is profound, and it's only natural we play our part in preserving its beauty.

Renewable Energy on Deck

• Harnessing Nature's Power: The latest trend in small cruiser sailboats isn't just about cutting costs; it's about reducing our carbon footprint. Solar panels and wind turbines are becoming common sights on cruisers, providing clean energy to power everything from navigation instruments to lighting. Imagine sailing under a starlit sky, knowing you're leaving the smallest ecological wake possible.
• Eco-Friendly Propulsion: Electric motors are on the rise, offering a silent and emission-free alternative to traditional diesel engines. Coupled with renewable energy sources, they promise a future where sailing is not only about embracing the wind but doing so with minimal environmental impact.

Sustainable Materials and Practices

• Beyond Fiberglass : The boat-building industry is exploring sustainable materials like flax, bamboo, and recycled plastics. These alternatives not only reduce the reliance on fossil fuels but also offer durability and a lighter footprint on our oceans.
• Antifouling Innovations: The battle against hull-dwelling organisms has historically relied on toxic antifouling paints. However, new non-toxic coatings and ultrasonic systems are proving to be game-changers, protecting marine life while keeping boat hulls clean and efficient.

The Ripple Effect of Sustainable Sailing

• Community and Conservation: The sailing community is uniquely positioned to contribute to marine conservation efforts. From participating in beach clean-ups to practicing responsible anchoring, every small action contributes to a larger impact.
• Educating Future Sailors: Sharing knowledge and practices around sustainable sailing fosters a culture of conservation. Workshops, sailing clubs, and online forums are fantastic venues for exchanging tips on eco-friendly sailing, and building a collective commitment to our blue planet.

Frequently Asked Questions

Picking out the perfect small cruiser sailboat on a budget comes with several questions. We've gathered the most common inquiries to help you make an informed decision whether you're just starting out, planning solo voyages, or looking for value without sacrificing quality.

What should I look for in a pocket cruiser sailboat for beginner sailors?

Starting your sailing journey can be thrilling. Look for a pocket cruiser that promises ease of handling, reliability, and comfort. Stability should be top of your list to ensure confidence as you learn. A well-designed cockpit with user-friendly controls makes it easier to master sailing basics.

Which small sailboats are best for single-handed cruising adventures?

For those who dream of sailing solo, the Ranger 26 is a great choice. Boats built for single-handing should have accessible rigging, autopilots, and robust safety features. The Beneteau First 28 is another vessel that combines performance with single-handed functionality.

How do I find a high-quality cruising boat under 30 feet without breaking the bank?

Striking a balance between affordability and quality can be tricky, but not impossible. One approach is to seek out models known for retaining their value. Your search could include the Nonsuch 30 , which offers considerable space and durability within this size range.

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Born into a family of sailing enthusiasts, words like “ballast” and “jibing” were often a part of dinner conversations. These days Jacob sails a Hallberg-Rassy 44, having covered almost 6000 NM. While he’s made several voyages, his favorite one is the trip from California to Hawaii as it was his first fully independent voyage.

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Small Sailboat Types: Choose the Perfect One For You

A boat's weight, draft, and sail area often affect its performance in different wind and water conditions. For this reason, sailors often prefer small sailboats because they are easy to handle, have simple rigging and sail plans, and are also more affordable. In this article, we'll help you choose the perfect type of small sailboat that fits your experience and budget.

The most common types of small sailboats include dinghies, daysailers, sloops, and catamarans. Dinghies are small, lightweight boats that are easy to launch and sail, while daysailers are slightly larger but more comfortable. Sloops are characterized by a single-mast rig, while a catamaran has two hulls, which provide stability.

To choose the right small sailboat for your needs, there are three important factors to keep in mind: your skill level, the intended use of the boat, and your budget limits. Let's find out how each of these factors can affect your choice.

• Dinghies are lightweight and easy to transport, but they can capsize easily, have limited space, and are not suitable for long distances or overnight trips.
• Daysailers are more spacious than dinghies, but they are heavier and less maneuverable.
• Small sloops are more spacious and comfortable than dinghies or daysailers; however, they are heavier and more expensive and require a larger vehicle or trailer for transport.
• Small catamarans are fast and fun to sail but may require more maintenance and are less comfortable than sloops for overnight trips.
• If you plan to race, you may want a boat that is lightweight and fast, such as the J/70 or the Melges 24, but for day sailing, opt for small sailboats like the Hobie 16 or the Flying Scot.

Types of Small Sailboats

Below is a table showing the different types of small sailboats and a short list of popular sailboats under each one:

Dinghy is a common type of small sailboat

A dinghy is a small sailboat that is typically used for racing or sailing in shallow water. It can be sailed by one or two people, and they are usually very lightweight and easy to handle.

They also cost less compared to other types of small sailboats. If you're curious as to how much a dinghy costs , here's an article for you.

They are also very versatile and can be used for a variety of different sailing activities. Here are the pros and cons of choosing a dinghy:

• Pros: Lightweight and easy to transport, great for racing, maneuverable, good for learning basic sailing skills.
• Cons: Can capsize easily, limited space for passengers, not suitable for long distances or overnight trips.

To know which type of dinghy suits you best , you can read this article.

Daysailers are another popular small sailboat choice

Daysailers are slightly larger than dinghies and are designed for day sailing. They are usually between 16 and 20 feet in length and can be sailed by two or more people.

Daysailers are designed for comfort and ease of use, with features such as a small cabin or cockpit for shelter and storage. They are also often equipped with amenities such as a small galley or a portable toilet.

• Pros: More spacious than dinghies, can accommodate small groups, good for day trips and weekend outings, stable and easy to handle.
• Cons: Heavier and less maneuverable than dinghies, may require a trailer for transport, not suitable for long distances or overnight trips.

Small sloop is a classic and versatile small sailboat option

A sloop is a type of sailboat that has a single mast and a fore-and-aft rig. This means that the sails are set parallel to the centerline of the boat.

Sloops are one of the most popular types of sailboats because they are easy to handle and can be sailed by just one person. They are also very versatile and can be used for racing or cruising.

• Pros: More spacious and comfortable than dinghies or daysailers, can accommodate small groups, good for day trips and overnight trips, good for learning intermediate sailing skills.
• Cons: Heavier and more expensive than dinghies or daysailers, may require a larger vehicle or trailer for transport, may require more maintenance.

Small catamarans are a lightweight and stable small sailboat option

A catamaran is a type of sailboat that has two hulls instead of one. The hulls are connected by a trampoline, which provides a stable platform for sailing.

Catamarans are very fast and can be used for racing or cruising. They are also very spacious and can accommodate a lot of people.

• Pros: Fast and fun to sail, can accommodate small groups, good for day trips and weekend outings, stable and easy to handle.
• Cons: More expensive than dinghies or daysailers, may require a larger vehicle or trailer for transport, may require more maintenance, less comfortable than sloops for overnight trips.

If you want to know the costs of buying and owning a catamaran , either new or used, you might find this article helpful.

Small Sailboats for Different Skill Levels, Intended Use, And Budget

Below is a table showing how to choose a specific small sailboat model based on skill level, intended use, and budget:

Choosing the perfect small sailboat based on skill level

When choosing the perfect sailboat for you, try to choose a boat that matches your skill level so that you can enjoy sailing safely and comfortably.

Small sailboat for beginner sailors

If you are new to sailing, you may want to choose a small dinghy or daysailer that is easy to handle and control. Boats like the Sunfish or the Laser are popular choices for beginners, as they are lightweight and simple to rig.

These boats are also relatively forgiving, which means that they are less likely to capsize or cause injury if you make a mistake.

Small sailboat for intermediate sailors

If you have some sailing experience but are not yet an expert, you may want to consider a slightly larger boat that can handle more wind and waves.

Boats like the Catalina 22 or the Hunter 26 are popular choices for intermediate sailors, as they are larger and more stable than dinghies, but still relatively easy to handle. These boats also offer more amenities, such as a small cabin or a head, which can make them more comfortable for longer trips.

Small sailboat for advanced sailors

If you are an experienced sailor, you may want to choose a larger boat that can handle more challenging conditions. Boats like the J/105 or the J/120 are popular choices for advanced sailors, as they are designed for racing and cruising in open waters. These boats are more complex to rig and operate, but offer greater speed, stability, and control in high winds and waves.

Choosing the perfect small sailboat based on intended use

Are you planning to use the boat for day sailing, racing, or cruising? Different boats are designed for different purposes, so choose a boat that is well-suited for your intended use.

Small sailboat for day sailing

If you plan to use your boat for day sailing, you may want to consider a small dinghy or daysailer that is easy to launch and retrieve. Boats like the Hobie 16 or the Flying Scot are popular choices for day sailing, as they are fast and fun to sail in open waters. These boats are also relatively easy to rig and maintain, which makes them a great choice for recreational sailing.

Small sailboat for racing

If you plan to use your boat for racing, you may want to consider a lightweight and fast boat that is designed for speed and agility. Boats like the J/70 or the Melges 24 are popular choices for racing, as they are designed to be fast and responsive in all conditions. These boats are also highly maneuverable, which makes them a great choice for competitive sailing.

Small sailboat for cruising

If you plan to use your boat for cruising, you may want to consider a boat that is more comfortable and has more amenities. Boats like the Catalina 27 or the Hunter 31 are popular choices for cruising, as they offer more space, storage, and comfort than smaller boats. These boats are also designed to be stable and seaworthy, which makes them a great choice for longer trips.

Choosing the perfect small sailboat depending on your budget

Consider choosing a boat that fits within your budget so that you don't overspend and end up with a boat that you can't afford to maintain or use. The price for used dinghies ranges from $1,000 to $5,000.

For used sailboats within 20–40 feet, the prices range from $5,000 to $50,000 . Keep in mind that there are also additional costs to consider, such as storage, maintenance, and repairs.

To get an idea of the pricing for used sailboats , you can use this article as a reference. Meanwhile, for the annual maintenance costs for sailboats , here's an article you can refer to.

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You may also like, how much does a dinghy cost (with 14 examples).

Once we bought our first real "overnight" boat, we had a wake-up call when we realized that we weren't done with the spending. If we wanted to go anywhere but a …

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12 Perfect Small Sailboats

Jonathan Holmes 5.0 5.0 out of 5 stars (based on 40 reviews)

Thank you for reading our post, please rate this article at the end.

Last Updated on August 23, 2024 by Jonathan Holmes

Easy to rig, simple to toe, compact, manageable, maintainable, and affordable, all the perfect small sailboats have one thing in common: they always provide an adventurous tour in the sea.

So, either you are looking for something light on the pocket or just an adventure enthusiast wanting some safe daytime ride, the perfect small sailboats are the sole good means to fulfill your call.

After all, honestly, everybody does not need large 30 ft sailboats for cruising. However, large boats offer a lot of features like bunks, refrigeration , entertainment, and electronics. But are these features necessary for just boating? Well, I guess not.

When cruising, you only require a boat, a sail, a rudder, and a mast. Thus, nothing can offer you the ultimate adventures of coastal cruising better than small sailboats. Small sailboats not only provide you a breezy feel in the water but also offer you the opportunity to sense every change in trim instantaneously.

Table of Contents

12Best Small Sailboats

The market has a wide variety of small sailboats that measure less than 20 ft in size. Moreover, they are quite hit products as they offer great fun in the water.

With this guide, you may equip yourself with all the necessary information about the top 12 small sailboats. My top picks are just perfect as they’re simple to sail, easy to rig, and time-tested. Thus, if you were looking for a listing of the perfect small sailboats, you’re certainly on the right post.

Keep scrolling to read on for the best small sailboat picks.

Hunter 22 is a clever boat for a very fair price. It retains the hull of its predecessor- Hunter 216, featuring an open transom and a large cockpit. However, it is made of fiberglass with balsa-cored topsides and a solid bottom section.

Furthermore, the deck is a bit changed, having a 40 sq. ft. larger rig. Similar to Hunter 216, it, too, features a hydraulic ballast keel. The Hunter 22 is primarily designed to offer a thin line between “go-fast mini-sport boat” and “fun family daysailer and weekender”.

You can select between either half of them according to your requirements.

The cruising package features a simple electrical system, a portable toilet, and a V-berth in the small cuddy cabin. Whereas, the performance package offers an asymmetric spinnaker, a retractable bowsprit, mid-cockpit traveler, hiking grips, and straps in the cockpit.

• Hunter 22 is a daysailer.
• It offers a portable toilet.
• The manufacturers offer an optional electrical system with Hunter 22.
• The boat features a large cockpit and open transom.
• It offers a cuddy cabin and twin bunks.
• It features a hydraulic lifting centerboard and laminated fiberglass deck and hull.
• Comfortable
• Fair priced
• Easy for trailing
• Faster than most of the other boats available in the market
• Versatile and family-friendly
• Might need some replacement parts

Catalina 22 Sport

The retractable keel and basic amenities allow the Catalina 22 Sport to be trailered easily. Basically, the Catalina 22 Sport is an updated design of its predecessor Catalina 22.

The large cockpit is enough to seat a crowd. It offers a fractional rig with a mainsail and a roller-furling jib, a cabin that provides bedding for four with a forward hatch for ventilation, and a retractable lead keel.

In essence, the Catalina 22 Sport is more of a family-friendly racer. Also, it offers an alternative to choosing an older boat.

Besides, the Catalina 22 Sport offers the value and quality Catalina has come to expect since 1970. It is simple to rig and an excellent sail to step up from dinghy sailing to budget cruising.

• Catalina 22 Sport is a daysailer.
• It offers an adjustable outboard motor bracket.
• The boat features a comfortable cockpit with contoured coamings.
• It has an anodized aluminum mast and boom.
• It offers low stretch halyards and internal halyards.
• Catalina 22 offers a complete standing and running rigging.
• Many interior features, including Fiberglass Hull Liner, molded Headliner, and Low Glare Texture.
• Easy for trailing with its swing keel
• Family-friendly
• Simple to rig without a complicated setup
• Fast in speed
• Stability and reliability
• Features spacious cabin
• If you choose some old models, you will need some replacement parts.
• Not much trendy considering the interior and upholstery

Hobie Cat 16

The legendary Hobie Cat 16 has revolutionized boating . Firstly, it belongs to a proud watersports lineage, which within a few years of the foundation was loved by thousands.

Secondly, The Hobie Cat 16 is either used as a daysailer or a racer. The double banana-shaped hulls easily cut through the water, and the boat gets going fast even in light winds, as the aluminum alloy frame and two sails catch wind considerably.

Thirdly, there would certainly be no complete roundup of fun, trailerable, and small sailboats without any mention of the venerable Hobie Cat 16. The large trampoline provides a spacious platform to move about. Moreover, it offers many optional features, including a beach dolly, trailer, douse kit, a spinnaker, and a main and a jib.

In essence, it is a classic boat; enthusiasts and collectors covet it alike. Undoubtedly, it has the pedigree to prove that it is the red Ferrari in the world of cruising.

• The mast is 26 ft 6 inches tall and weighs about 320 pounds.
• The boat is 16 ft 7 inches in length and 7 ft 11 inches in width.
• Two color options are available.
• The dual-trapeze rig offers you harness its sheer power.
• The asymmetrical fiberglass hulls offer lift
• Low maintenance sailboat
• Reasonably priced
• Perfect for a Small Crew
• Easy to trailer
• Simple to rig
• Sailing may be hard when you’re alone.

Norseboat 21.5

In essence, the Norseboat 21.5 offers everything an expensive trailer-sailer does. It features a sensible centerboard arrangement, contemporary, good fit and finish, high-quality construction, and sea-kindly underbody.

The value of Norseboat 21.5 lies in its charm. You will easily fall under its spell if you are into the idea of a solid and easy-to-sail boat . The price tag looks much higher for a small 21 ft boat. However, the hype of Norseboat 21.5 tells you that it’s worth it.

Moreover, the NorseBoat 21.5 offers several configurations: one with a small cockpit and cabin that has a double berth for two adults and an optional berth for children, and another with an open cockpit and smaller doghouse.

Each of them comes with a ballasted stub keel and centerboard and carries the brand’s exclusive carbon fiber gaff-rigged mast. Also, the lightweight design of the Norseboat 21.5 offers easy rowing and a simple trailer.

• Norseboat 21.5 offers a lightweight design.
• It offers two different configuration options.
• Norseboat 21.5 has rowing stations.
• It features an electric outboard.
• The hull and deck are of fiberglass with a wood core.
• Comfortable and versatile
• Expensive compared to the other sailboats on the list

Barney Lehman and W.D. Schock designed the Lido 14. It is an American sailing dinghy that was built in 1958 for the very first time.

In essence, the Lido 14 is a classic sailboat that proves to be a perfect pick to suit small boats, especially for the owners who are still learning the ropes of boating.

The Lido 14 is just perfect for shorthanded racing, single-handed sailing, and solo sailing. It offers seating arrangements for about six people at most.

In the first year of its launch, two hundred Lido 14 boats were ordered. And, around 6300 Lido 14s had been built for 40 years. Today, a new Lido 14 boat is not available in the market; however, you will not regret ever getting a functional used boat.

Thus, the Lido 14 makes your investment worth it and serves you well throughout the journey.

• It offers a retractable centerboard raised with stainless steel straps.
• The hull features a near-vertical transom, a spooned plumb stem, and a transom-hung rudder controlled by a tiller.
• It has a fractional sloop rig with a loose-footed mainsail and anodized aluminum spars.
• Non-intimidating
• Has the car top capability
• Easy in handling
• New models not available

RS Sailing is primarily known for its line of racing dinghies. It built the 16-ft, 4-in sized Venture, which is such a perfect training and cruising dinghy.

The Venture offers a large, self-draining cockpit that can accommodate a group of friends or a family. Whether you are just messing about with your family or friends, club sailing , or just up for casual racing, RS Venture delivers the best with all its features. It is among the most versatile and nimble dinghies for sailing the masses.

In addition, the RS Venture can carry up to eight people in its self-draining cockpit. The excellent performance makes it adventurous; the multiple equipment options allow several boat configurations.

Moreover, the RS Venture is the winner of multiple awards. The excellent stability makes the boat ideal on coastal water, offering an advantage to those learning the sport.

More importantly, The RS Venture has the potential to carry more people in it than its dinghy rivals.

• The RS Venture offers a spacious platform.
• It features a rear back storage.
• The boat also offers reverse transmission.
• It has an open cockpit with high buoyancy.
• The exterior is composed of plastic and dual carbide.
• Can be car toped
• Versatile and stable
• Simple to handle
• Good looking
• A bit expensive

Super Snark

The Super Snark is a simple, lightweight, lateen-rigged daysailer, marketed as the “Super Sea Snark.” It is fun sailing, easy to learn, unsinkable, and simple to set up, and transport. Most of the people who get it find it satisfying to their sailing requirements.

Moreover, Super Snark is highly portable and storable. It can easily load onto your vehicle due to its construction and light-weight. In addition, the roof racks with slide-out loading bars make moving much easier.

Termed as unsinkable, the Super Snark is built with EPS foam, with the external hull and deck, which is vacuum-formed to the deep with ABS. polymers. The Super Snark weighs approximately 50 lbs having a capacity load of 310 lbs. It can carry two people at once.

• It has the capacity for two people.
• The internal hull leaves no void as it is filled with EPS foam, making the boat unsinkable.
• Mast, spar, and boom are of aluminum.
• It is made of recycled plastic.
• It weighs approximately 50 lbs
• Lightweight
• Car top-able
• Recyclable construction material
• Easy to learn
• Simple to setup
• Not family-friendly

The Laser is one of the most popular single-handed racing sailboats available in the market. With its simple rigging and simple design, Laser started single-handed racing 50 years ago when it came out. Interestingly, with over two lacs made, it is the most popular race boat in the world.

Everyone enjoys the Laser, from club racers to Olympians. It is a simple vessel to own and rig, which rewards practice and good sailing techniques. The Laser is built with updated foils and sail controls.

Moreover, a three rigs system allows the sailors to enjoy boating. It offers a seating capacity for two people. This boat is a fiberglass lightweight model easy for capsize and recovery.

• It has the capacity for two people seating.
• Includes the upgraded Vang, Cunningham, and Outhaul controls
• The boat features heavy fiberglass hull construction with aluminum spars.
• It has a small rudder with a lower boom.
• Worldwide popular and recognized racer
• Car top capability
• Stable and easy to handle
• A bit hard to sail

If you are looking for a good looking sailboat with excellent performance, the Paine 14 is here for you. It features a contemporary fin keel and spade rudder, which makes it more agile and faster.

In essence, Paine 14 is an old-time appeal with its varnished gunnels and transoms. However, it offers all the modern features every updated boat has. You can rig this boat with a gaff or a Marconi rig and can trailer it behind a vehicle.

In fact, Paine 14 can sail under mainsail alone due to the large flotation compartments fore and aft. The rig is simple, with an unstayed carbon-fiber mast and a mainsail bent onto its spars.

Overall, the Paine 14 feels like a favorite classic daysailer when you sit in it. The bronze hardware, the slatted-wood cockpit sole, and the varnished trim; all of these are elegantly designed. The cockpit ergonomics are seamless, and the sail controls fall perfectly to hand.

• It features a modern fin keel and spade rudder.
• The boat is built in seamless epoxy cold-molded wood construction.
• It has parallelly fitted fiberglass battens to the luff, which extend from the leech to the foot of the sail.
• Easy for trailing with its fin keel
• Good prevention of slippage
• Features spacious platform
• Not much trendy in looks

FAR EAST 18

The FarEast 18 is a low maintenance 19-ft vessel that offers high speed cruising in the sea.

Equipped with an open deck, the Far East 18 offers excellent performance. It offers great safety and stability due to its design. The hull has a beautiful shape that can be easily handled.

The lifting keel and the removable rig makes it easy to transport by a trailer. It takes a square-top fixed mainsail and an asymmetrical spinnaker, which is a driving force for buoy racing. The Far East 18 can compete with six crew but also offers bedding for three people when you are staying out overnight.

Moreover, this vessel features an updated bulb keel with carbon structure, vacuum-infused foils, and fiberglass hull. Best of all, a single person can easily rig and launch FarEast 18. Moreover, you can trailer this boat easily with a displacement below 1500 pounds.

All in all, Far East 18 is an excellent little sailboat available in the market.

• Small cabin instead of a reduced deck
• It features an updated bulb keel.
• The boat features a spacious cockpit.
• It has a lightweight structure.
• It is constructed with a vacuum infused polyester sandwich.
• Not too brutal on the pocket
• Comfortable and low maintenance
• Modest Price
• Does not perform well in strong wind

The Sage 17 was designed in 2009 by Jerry Montgomery. It is a small, stable, go-anywhere vessel, featuring a transom with a balsa core, a carbon fiber deck, and a cabin roof.

The Sage 17 is a 1300 pound vessel. It comes with a loose-footed main and a working jib that sheets inside the lifelines. There is a kick-up rudder, a 120-lb centerboard, and a 400-pound lead keel that will not strand while cruising through shallow water.

In addition, this boat is simple enough for beginners and sophisticated enough for experienced sailors. It is manufactured to handle your adventures with safety. It comes with a non-skid covering on the horizontal surfaces, a bow pulpit, transom-mounted boarding ladder, and a self-draining cockpit.

Moreover, this model is hand-built with vinyl ester resin, fiberglass, and carbon fiber in a lapstrake style to offer you enhanced strength. The cabin and deck are made of a balsa core and carbon fiber.

The Sage 17 sails fast in light air and provides unruffled travel as the wind blows more strongly. You will definitely enjoy hindrance free comfort in the airy open cabin. And, you can get customized cabin cushions that are available in different colors.

• Jib downhaul lead for the cockpit
• Cabin-top mounted winches and jib tracks
• Internal halyards
• Single reef main and working jib, with running rigging
• Complete mast and stainless-steel standing rigging
• Fiberglass and vinyl ester lapstrake hull with a carbon fiber
• Carbon fiber and vinyl ester deck with a balsa core
• A variety of options available to choose from
• Simple enough for beginners
• Safe and durable
• Quite reasonably priced, considering all the features
• Might require some replacement gears

Montgomery 17

The Montgomery 17 was designed for Montgomery Boats by Jerry Montgomery in conjunction with Lyle C. Hess. It was manufactured with centerboard and keel models.

The Montgomery 17 offers more stability than most of its rivals. And, when it comes to comfortability, the Montgomery 17 again stands above the rest.

This boat has the capability of going about moderate offshore passages. You can easily trailer it as it is small enough in size.

Moreover, it is designed with a masthead and toe rail that fits most of the foresails. It has a proper amount of storage area, a DC power, an optional shore, and seating arrangements for two people offering a headroom, a pair of bunks, and a portable toilet.

Overall, the Montgomery 17 is among the giant-killers of the market when it comes to performance. Though small in size, it makes its way past its larger rivals and excels in the extremes.

That is not just it; using a four-part gear, you can easily uplift the deck-stepped mast.

• The hull type is swing keel.
• A flush deck version is also available.
• Some versions feature a fixed keel.
• There are three types of keel configurations available; retractable keel, shallow draft fixed keel, and a shallow draft fixed keel in conjunction with a centerboard.
• Comfortability
• Quite faster than its rivals
• Outstanding racing record
• Favorable handicap
• Not suitable for deep sea

The Wrap Up

Hitting the water with the right sailboat can be an overwhelming task for many. To ease this process, the list above has narrowed down the 12 perfect small sailboats.

While there are infinite sailboats available in the market, the sailboats, as mentioned above, will serve you right and make you enjoy the ride.

However, in my opinion, the best of all is none other than the Catalina 22 Sport as it is the most moderate pick of all. You don’t have to compromise on either the quality or affordability.

In my opinion, you must not spend too little or much for too low or too high quality. A moderate model will serve as the perfect pick for you. Thus, Catalina 22 Sport being moderately robust and not-so-expensive wins my heart.

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Better Sailing

Best Small and Trailerable Sailboats

Cruising with a trailerable sailboat means that you can voyage in a small and comfy sailboat with the advantage of saving some serious costs. Having a trailerable sailboat saves you money for storage fees, boatyard haulout, and boat insurance, among others. There are two main categories of trailerable sailboats; performance-oriented boats and all-round pocket cruisers.   So, if you’re a part-time sailor but still want to experience the joys of sailing continue reading this article so as to find out which are the best small and trailerable sailboats on today’s market. Know that there are many decent trailerable sailboats that managed both offshore and coastal cruising. So, keep reading and find the one that suits you best!

Catalina 22 Sport – The Best Trailerable Sailboat

Catalina brand is one of the most constructed sailboats in the US and has manufactured a great deal of capable and robust sailboats. The Catalina 22 Sport is one of the most preferred pocket and race cruisers since 2004. The model pioneers for the one-piece hull liner that has become standard in most high volume small boats. Furthermore, it has enough trim along with a well-proportioned rig and a hand-laid fiberglass hull construction. Other great features include a retractable lead keel, a roomy cabin, a spacious cockpit, and a fractional rig with a mainsail and a roller-furling jib. You can get a used Catalina 22 for as low as $5,000 and a brand spanking new one for around $40,000.

>>Also Read: Beneteau vs. Catalina: Which Is a Better Sailboat?

West Wight Potter 15

The West Wight Potter 15 is one of the best small trailerable and seaworthy 15-foot sailboats of all time. It’s easy to handle and great for both coastal and offshore cruising. She has an aluminum mast and tiller, a small cabin that comfortably sleeps a couple and also we can’t miss referring to her elegant design. Furthermore, it can be easily stored, it’s relatively cheap to buy and can be purchased both as a new or used boat, as many sailors prefer it for stepping up from a dinghy to a pocket cruiser.

>>Also Read: Best Pocket Cruisers Under 20 Feet

This small trailerable boat features a modern design and can be a top choice for many sailors, both for beginners or even for experienced ones. She surprisingly manages well in different weather conditions and she’s also relatively easy to handle. As a result, she has earned by right the title of a truly seaworthy small cruising vessel. Moreover, her robust design from the masthead to keel design is proven to be highly durable and comes with a mainsail and 110% genoa. A great feature of this model is the comfy and interior layout that offers a great amount of space for her size.

And that’s why the Hunter 27 is a great liveable sailboat having enough storage space, 6ft of standing headroom, berths, as well as plenty of counter space and seatings. Lastly, as a true trailer sailor, she has a shoal draft of under 4ft and a displacement of less than 8,000lbs. You can find her in today’s market as a used or brand-new model with a price ranging from $20,000 to $45,000.

>>Also Read: Best Sailboats Under 100k

BayRaider 

The BayRaider from UK’s Swallow boats is a somehow newcomer to the small trailerable boat market in the US. She features a large and open cockpit, is ketch-rigged, and has a gunter-style mainmast. As for the topmast and mizzen, they’re both carbon-fiber; you can also apply this to the mainmast. This model can be sailed with a dry hull in lighter weather conditions or if you want to maximize its stability you can do so by removing the 300lbs of water ballast. The water ballast offers great performance in light to medium winds and makes the boat suitable for different sailing or weather conditions and levels of experience. Lastly, as she has the centerboard and hinged rudder raised she can be maneuvered even in the thinnest water. She has a self-tacking rig and is easy to trailer; all these features make her a great choice for novices.

>>Also Read: Most Popular Sailboats

Contessa 26

The Contessa 26 is an all-time-classic and small trailerable sailboat. Even if this vessel is quite small she has proven her seaworthiness and is still preferred as an ideal pocket cruiser. She has a roomy cabin and comfortable cockpit, so there’s no need to worry about below deck space. As for the rigging, it’s quite easy to handle and is rigged as a masthead sloop. Also, her construction comprises of a deep keel and hull-mounted rudder; and that’s why she was also used as a racer. The main downside is her narrow beam which contributes to heeling although she stiffens up quickly and becomes easy to sail. In any case, there are many who admit that she’s one of the most reliable sailboats in the mid-size category.

The Hunter 22 is a great daysailer and features an open-transom cockpit and sloop rig, making her the ideal choice for friends and family outings. Moreover, the considerable amount of below-deck space has twin bunks, a roomy cabin, and a portable toilet. Rigging also includes an asymmetric spinnaker and a mainsheet traveler in case you’re keen on racing. Her construction is made out of laminated fiberglass hull and deck, molded-in nonskid, and a hydraulic lifting centerboard. Last but not least, she’s fast, stable, responsive, and is, therefore, an ideal starter-boat for novices.

Islander 24

The 24-foot Islander is a classic choice in the small trailerable sailboat market. This fiberglass model features a sturdy design and has proven her seaworthiness for coastal and family-day cruising. This model was first built in 1961 but is still available on the used market. She has a masthead sloop rig, simple overall rigging, and is appropriate for single-handing. As for below-deck space, she has a spacious cabin for two with a V-berth, and space for a head. Last but not least, many sailors admit that she’s a lot more capable than many of the later model boats in this size range.

>>Also Read: Best Sailboats Under 30 Feet

Macgregor 25

This trailerable cruising sloop is a safe, easy-handling, and robust sailboat for 2 persons; perfectly suitable for coastal cruising. The boat has a spacious cabin and great safety features like foam flotation as well as the ability to self-right. Its innovative design features a retracting keel, pop-up rudder, and an easy mast-stepping system that enhances its cruising performance. Moreover, it has a large foredeck and cockpit and its lifelines and shrouds are equipped with handholds. You can easily find a Macgregor 25 on the used market with just $9,500.

>>Also Read: Best Small Sailboats To Sail Around The World

Cape Dory 28

The Cape Dory 28 is a popular trailerable sailboat known for its great performance both offshore and inland. Even though it has a small size it offers comfortable living spaces below the deck. In addition, she has proven to be more capable than other larger sailboats. It’s designed with a well-balanced deck arrangement along with a full-length keel with an attached rudder, a low freeboard, and a well-proportioned traditional trunk cabin. These sailboats were originally rigged as sloops with self-tending and club-footed jibs. This sail plan is really great for stiff weather conditions. Lastly, it can be easily hauled-out and transported regardless of its 28ft size. Ideal for salt-water cruising and for tighter coastal waters you can find a used model for $12,900.

>>Also Read: How Much Do Sailboats Weigh?

The Newport 27 is an all-time-classic that was first built in 1971 and is still considered a common choice for small sailboats amongst sailors. Although it has a small size it doesn’t lack interior space. The standing headroom is just over 6ft, there’s a V-berth, a head, and a hanging locker forward of the bulkhead. Also, settees measure 6ft in length and extend to either side of the saloon. Some variations include a fixed dinette with raised seating fore and aft, a starboard quarter berth, and an aft-placed head. You can find them on the used market from $10,000 to $18,000, depending on their condition and any possible upgrades. Even though it’s not a really robust offshore cruiser, the Newport 27 is still a capable trailerable sailboat and if upgraded and equipped accordingly it can definitely offer decent coastal cruising to a singlehander or a couple.

>>Also Read: What Are The Best Beginner Sailboats?

Trailerable sailboats are a great choice for beginner sailors as well as for couple and family outings. Keep in mind that the aforementioned boats are not the only options on today’s market. I recommend these boats because they’re easy to handle, small but roomy, easy to trailer, and have an overall robust design. Generally, a trailer sailor will save you costs for purchasing but also for marina fees. Keep in mind that many sailors choose to sail overseas with a trailerable sailboat, so there are suitable models for a long-passage voyage. Lastly, small sailboats can offer different kinds of sailing adventures; weekend cruising, coastal cruising, island hopping, and sometimes an offshore voyage. I hope that you enjoyed reading this article and that it will help you out in order to pick the right trailerable sailboat for your needs.

Peter is the editor of Better Sailing. He has sailed for countless hours and has maintained his own boats and sailboats for years. After years of trial and error, he decided to start this website to share the knowledge.

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Sailing ships & tall ship model kits.

A sailing ship is a seagoing craft that is propelled by the wind via the use of sails that are fixed on masts. In Ancient Egypt and the Mediterranean, river and coastal waterways were navigated by early sailing ships.

During the Age of Discovery (15th to 17th century), European sailing ships with primarily square rigs became common as they travelled across oceans between countries and throughout the globe. Although merchant ships made up the majority of sailing vessels, the Age of Sail also witnessed the growth of sizable fleets of heavily armed warships.

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