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Sail Chesapeake Bay
- Location Guide
Explore the USA's Largest Estuary and Discover America
Living in North America and looking for a bareboat charter destination close to home? Seeking to experience the natural beauty and the modern lifestyle of the USA? Wanting to vacation under sail but not bothered about snorkeling in clear blue tropical waters? Then take a look at Chesapeake Bay as a destination.
So convenient for the locals and a fascinating place to visit from all over the world, Chesapeake Bay offers lovely summertime conditions for keen sailors and vacationing families. And all around this extensive sunken river valley are exciting places to explore, from secluded bays to modern cities with just about everything this part of USA has to offer.
It All Starts in Annapolis, America's Sailing Capital
Chesapeake Bay is a vast waterway, 200 miles long draining 64,000 square miles in six states via the more than 150 rivers that feed it. In the upper section of Chesapeake Bay you are in Maryland. The state's big city is Baltimore, while the capital is historic Annapolis, your likely starting point on a Chesapeake Bay sailing vacation. Annapolis is a lovely city that lies at the heart of the region's, some would say the nation's, sailing culture. It is also home of the National Sailing Hall of Fame and US Naval Academy - try to spare the time for a tour.
The Chesapeake's Upper Bay
Sailing out of Annapolis, turn the corner and you are immediately far from the bustle of the city. It doesn't take long to get a sense of the geography here – inlet after countless inlet formed as the sea level rose after the last ice age, beyond which wooded lowlands share the landscape with cultivated farm properties and a generous sprinkling of picturesque settlements.
Head south and a huge expanse of tidewater opens up. Bear northeast and sail under the monstrous dual-span Chesapeake Bay Bridge towards Baltimore, or on the eastern shore Rock Hall and the Chester River.
Rock Hall is a pleasant fishing village that offers an overnighting choice on a marina or at anchor in nearby Swan Creek. Just 15 nautical miles from base, getting to Rock Hall is an easy first day's sail. It's also a convenience stepping-off point for an upriver journey in either direction - to Baltimore's Inner Harbor or Chestertown, both with appeal in their own different ways. If you want to spend longer in the Bay's upper reaches, sail up to the Sassafras River and you can easily fill a week-long itinerary without going south of Annapolis.
But to see more of this huge Bay with its 11,600 miles of shoreline, you need to head back under the big bridge. Immediately south of Kent Island is Eastern Bay that brings you into the Wye River area. Here St Michaels is a popular stopover, a waterfront village with excellent marina facilities, shops and restaurants catering for the nautical crowd. St Michaels is also home to the Chesapeake Bay Maritime Museum. A short sail further south are Tilghman Island and Oxford, at the mouth of the Choptank River, setting for James A. Michener's great novel Chesapeake.
This may well be all you have time to see on your Chesapeake Bay sailing vacation. However if you have longer, continue on south, exploring the eastern shore around Crisfield or crossing to Solomons Island if needing supplies or a marina berth.
The Middle Bay and South
Sail by the mouth of the Potomac River and across the state line into Virginia. Call at Smith or Tangier Island for an appreciation of the Chesapeake way of life and the wonderful natural environment in these parts. Most of the residents of Tangier Island make their living from crabbing, one of the Bay's big industries.
As you proceed south, you may wish to stop over at Deltaville for a berth and supplies, before heading across to the up-market coastal resort are of Cape Charles, with all its amenities for young and old. If time is still on your side, you can go as far as Portsmouth, rent a marina and take off by car to explore the area of Newport News, Norfolk and Virginia Beach.
As you sail back to Annapolis, there are numerous top spots you missed on your way out – Onancock,St Leonard's Creek on the Patuxent, and all those other inviting bays and rivers you observed on the way south. So leave plenty of time to stopover and make your return a leisurely sail.
Around these parts there is many a yachtsperson who will talk about sailing on the Chesapeake. How they've been doing it all their lives and still not been into half the bays and rivers. Head out and find your own special place, perhaps it'll be one that even the locals haven't come across yet.
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Chesapeake bay sailing at its best.
Book your private fully crewed luxury sailing charter on a catamaran or monohull in the Chesapeake Bay and Hampton Roads. Perfect for couples or small groups.
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410-956-9729
Fully Crewed Charters Chesapeake Bay
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Fully Crewed Charters
Embark on a fully crewed yacht charter for an amazing vacation aboard one of the most luxurious charters on the Chesapeake Bay. Our captains and crews will take you where you want to go so just sit back, sunbathe, relax and let the adventure unfold! You can even have your fully crewed charter on the Chesapeake Bay catered with savory, mouthwatering delights – you dream it, we can help you do it!
It’s a great day on the Chesapeake Bay – contact us today![/vc_column_text][/vc_column_inner][/vc_row_inner][vc_row_inner row_type=”row” type=”full_width” text_align=”left” css_animation=””][vc_column_inner width=”1/3″][/vc_column_inner][vc_column_inner width=”1/3″][/vc_column_inner][vc_column_inner width=”1/3″][/vc_column_inner][/vc_row_inner][vc_separator type=”normal”][/vc_column][/vc_row][vc_row row_type=”row” use_row_as_full_screen_section=”no” type=”grid” angled_section=”no” text_align=”left” background_image_as_pattern=”without_pattern” css_animation=”” css=”.vc_custom_1457540468892{background-color: #bbcaf4 !important;}”][vc_column][vc_row_inner row_type=”row” type=”full_width” text_align=”left” css_animation=””][vc_column_inner css=”.vc_custom_1457540321456{margin-top: 20px !important;border-bottom-width: 20px !important;}”][vc_column_text]
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Call 1-410-956-9729 or fill out the quick form below and member or our team will respond promptly.
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Elite Charters of Annapolis
Luxury yacht charter experiences.
Unique and Unforgettable Memories Await in Annapolis and on the Chesapeake Bay
Why Choose Elite Charters of Annapolis
Exclusive Yacht Charter Experiences
Let us host your next special occasion, cocktail cruise, relaxing weekend, or wedding cruise aboard one of our luxury yachts.
Located in the heart of Annapolis, our professionally crewed charter yachts are easily accessible and create stunning and memorable experiences on the Chesapeake Bay.
Our yachts are equipped with state-of-the-art amenities, including air conditioning, comfortable seating, and entertainment systems.
Professional Captains and Crew
Our crew members are experienced and knowledgeable about the Chesapeake Bay. They will ensure that you have a safe and memorable experience on your charter.
Muse - 87' Warren Yacht
- This sleek 87 ft sport yacht is available in Annapolis and the Chesapeake Bay.
- Invite up to 12 guests for half or full-day private yacht charters.
- She boasts beautiful teak decks, dual salons, and a spacious aft entertainment area.
- With a 5 ft draft, Muse can navigate secluded coves and anchorages.
- A 27-knot cruise speed ensures fast travel and exploration of multiple destinations.
- Overnight guest accommodations for six plus crew.
Shredder - 54' Eastbay
- Built by Grand Banks, the 54 ft Shredder is the quintessential Downeast-style cruiser.
- Accommodates up to 12 guests for half or full-day private yacht charters.
- Ideal for multi-day or week-long luxury Chesapeake Bay cruises for a couple in the spacious master stateroom.
- Perfect for day excursions to quaint Chesapeake Bay towns, romantic dinners, and water activities.
Firefly - 68' Azimut
- The Italian-designed and built Firefly turns heads with its sleek lines and lavish leather interiors.
- With a 6 ft draft, Firefly can access secluded Chesapeake Bay coves and shallow rivers.
- Features two spacious staterooms, making it an ideal overnight retreat for two couples or accommodating up to 12 guests on a day charter.
- Suitable for various experiences, from an elegant sunset cruise to a week-long excursion along the Chesapeake Bay, Annapolis, and Baltimore.
- Firefly ensures your private yacht charter is marked by style, comfort, and luxury.
Photo Gallery
The stunning yacht Muse at her winter home in Miami
Reserve Your Charter Today!
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326 1st Street, Suite 403, Annapolis, MD 21403
Mike Esposito / [email protected] 239-227-7879
Copyright © 2024 Elite Charters of Annapolis - All Rights Reserved.
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Open for 2024 Season!!
Island Time Charters on the Bay
To check availability call: (703) 926-5668
The Bay's Exclusive Non-fishing Crewed Charters
Island Time is a beautiful, spacious and well-equipped 45' climate-controlled Yacht. Its features include A/C, Generator, Sat TV, XM radio sound system, Hydraulic Swim Platform/boat lift, 2 staterooms, 2 baths, flybridge seating, custom cockpit table, sunshades, chairs, RIB tender w/30hp outboard, 2 fridges/freezer, freshwater transom water, floats, cooler, towels, +++
All Charters are crewed with a fully COVID-19 vaccinated USCG 100-ton Licensed Master Captain and a professionally trained Stew/First Mate.
Charter Options
Full-Day Destination Boat Charter - (10:00-4:00 or 9:00-3:00) $1400. Private and All-Inclusive, including lite breakfast and lunch. See sample itineraries. Further destinations may be subject to fuel surcharge. Max. 6 persons and alcohol not included.
Sunset Cruise - Private 2-hour Bay & Chester River Cruise $500. Max. 6 persons. Departs approximately 2-hours before sunset (weather permitting).
Custom Charter (3-hour Min. $250/hr.) - (e.g. Bridal Showers, family get-togethers, Birthday's, etc.). Call Captain Paul and he'll work with you to plan a unique and memorable experience. Max. 6 persons.
Sample Destinations
All Charters depart Kent Narrows, (Grasonville) MD.
Full-day Ports of Call include St Michaels, Rock Hall, Annapolis or a just a day on the water swimming, sunning and being on Island Time.
Baltimore Inner Harbor, or other more distant ports of call may require a fuel surcharge.
Sample Full-day Itineraries
The St. Michaels/Miles River Experience - Begin your private charter by boarding in Kent Narrows, MD. After a tour of the Kent Narrows waterfront enjoy a light breakfast, including local fresh fruit and fresh baked breads. Head south and begin exploring the beauty of Prospect Bay and Eastern Bay on your way to St. Michaels. After a tour of St. Michaels waterfront, drop anchor and dingy in or tie up to the Chesapeake Bay Maritime Museum and spend the next couple hours enjoying historic St. Michaels. Enjoy lunch or charcuterie tray, then depart St. Michaels and explore the pristine Wye River before heading back to port.
The Rock Hall/Chester River Experience - Begin your private charter by boarding in Kent Narrows, MD. After a tour of the Kent Narrows waterfront, enjoy a light breakfast, including local fresh fruit and fresh baked breads. Head north and begin exploring the beauty of the Chester River and the Chesapeake Bay on your way to Rock Hall. After a tour of Rock Hall waterfront, drop anchor and dingy in or tie up and spend the next couple hours touring historic Rock Hall. Enjoy lunch or charcuterie tray on board then depart and cruise up the Chester River. Anchor in a quiet cove and enjoy the water and/or cool beverage before heading back to port.
Meet your Crew
Island Time is owned and operated by Captain Paul Bize
Capt. Paul holds a USCG 100-ton Master Captains license. He boats out of Grasonville, MD and has over 30 years of practical boating experience on the Chesapeake Bay. He has delivered boats up and down the East Coast and is also available for providing personal on-water instruction or East Coast deliveries.
First Mate/Chef Trina
First Mate Trina is Capt. Paul's wife. Trina has over 30 years' experience in the hospitality industry. She is the scheduler and Chef in charge of planning, preparing and serving all food items and tending to the needs of our guests.
Captain Kate
Capt. Kate is Capt. Paul's daughter and also holds a 100-ton Master Captains license. She has served on yachts up to 110' up and down the east coast and Bahamas, including running bareboat and crewed boat charters in the BVI's. She holds all of the professional credentials for chartering. One of her specialties is providing personal on-water boat handling instruction for women.
Booking and Cancellation Policy
2024 Season: May 1 - Sept 30
Bookings and Payments:
- To make a reservation please contact us directly by phone; (703) 926-5668.
- A deposit of $300 is required to confirm your booking. Deposits can be made via Zelle, Cash or Check.
- The balance can be paid by Zelle, Cash or Check on day of charter.
Refund and Rescheduling Policy:
- Things happen. If you are unable to keep your reservation, please call ASAP.
- Charters can be fully refunded or rescheduled to an alternative available date without cost up to 2-days prior to charter via phone call only.
- However, no shows and no calls will mean the loss of your deposit.
Weather Policy:
- If the weather forecast is simply a chance of showers, scattered thunderstorms, isolated thunderstorms or chance of thunderstorms, we will discuss an alternative safe and fun route with guests prior to our departure. Generally, we avoid these passing thunderstorms by consulting with weather radar or stay closer to port.
Payments: We currently accept payments via Zelle, Cash, or personal check. We appreciate your patience as we are working to improve payment options.
Frequently Asked Questions
Please contact us at [email protected] for any questions.
Captain, Stew/First Mate, fuel, center console tender, grill, charcuterie board or catered lunch, towels, chairs, noodle floats, cockpit frig, snacks, bottled water, soda and a good time!
Bring your personal items, sunscreen, camera, alcoholic beverages, and a great outlook! We'll provide everything else you'll need for a memorable Cruise on the Bay.
All costs are included, but if you received exceptional service tipping your stew is always appreciated. Tipping the Captain is not necessary.
Photo Gallery
Contact us to check for availability or if you have questions: (703) 926-5668.
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Send us a message with any comments, questions, or to book a charter. We will get back to you within 24 hours!
Island Time Luxury Day Charters on the Chesapeake
Kent Narrows, Maryland
(703)926-5668
Island Time Luxury Charters on the Chesapeake Bay
Port in Kent Narrows, MD
(703) 926-5668
Copyright © 2024 Island Time Charters on Chesapeake Bay - All Rights Reserved.
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We sail April 19, 2024 to Nov 3, 2024
Sail Selina II
Relaxing chesapeake bay sailing tours, sailboat rides & sightseeing boat trips in st. michaels, md, we sail april 19,2024 to nov 3, 2024, clean & safe, thank you for supporting small business, our popular st michaels maryland sailing charters and relaxing chesapeake sailboat cruises.
- Most Popular
- Hour Glass 2 Hours
- Users 6 People
- User All ages
- Calendar Daily
2 Hour Relaxing Chesapeake Day Sail
Want to relax? Join our friendly crew and learn about St. Michaels while cruising in a comfortable well-maintained historic sailboat on the Chesapeake Bay. Enjoy the sun on your face and the wind in your hair as you sit back, relax, and enjoy outdoor scenery on your personalized sailing boat tour!
Chesapeake Bay Champagne Sunset Sail
Experience a breathtaking Chesapeake Bay sunset while savoring a glass of Champagne or handcrafted beer or wine on this romantic St. Michaels, MD sunset cruise. Book now to embark on an unforgettable journey that’s perfect for couples looking for a unique and romantic date night activity.
Moonlight Cruise
Enjoy free Champagne while taking in the breathtaking beauty of a sunset or the rising of the moon on Chesapeake BY aboard this romantic Moonlight Cruise!
- User Ages 21+
St. Michaels Wine Tasting Cruise
Come aboard Sail Selina II in St Michaels MD and learn the basics of wine tasting and sample great vintages with Capt. Iris and her crew during this 2hr outdoor excursion. Our wine cruise is just an hour from Annapolis, making it the perfect day trip.
Beer Tasting Cruises
Looking for a fun and refreshing way to quench your thirst with a cold beer while exploring the St Michaels area? Sit back and enjoy some great Maryland Craft breweries aboard the Selina II!
Private Sailing Lessons
Embark on an unforgettable sailing adventure with our seasoned team aboard the historic yacht Sail Selina II. Experience the freedom and exhilaration of sailing while learning new skills and building confidence on the water. This introduction to the basics that will transform the way you connect with mother nature.
- User Adults only
Marriage Proposal Engagement Cruise
♥Getting engaged♥? Surprise your fiancé with a nautical wedding proposal on a private yacht with this Engagement Package. If you’re looking for a creative engagement on a boat this is a unique way to pop the question!
- Users 6 or More
Nautical Wedding Package
Looking at weddings on a boat? Get married in St Michaels MD on a sail boat and have an unforgettable nautical elopement or sailboat wedding ceremony aboard Sail Selina’s yacht! You have two wedding packages to choose from: boat weddings are either a Ceremony Under Sail, or a Wharf-Side Wedding.
Sail Selina Swag
Sail Selina has perfected the art of sailing, and now we’re proud to introduce our collectable high-quality logo apparel that will have you looking as good as you feel on the water.
Best Relaxing Luxury Sail Boat Tours on Chesapeake Bay
Looking for a relaxing Saint Michaels, Chesapeake Bay boat tour? Want to get out on the water, unwind and spend some time in nature? If you’re wondering about things to do in St. Michaels MD or seeking top attractions in St. Michaels Maryland, look no further than the luxury sailing yacht Selina II. Unique, upscale, and exclusive, she limits her passengers to just 6 guests for an intimate taste of the history of sailing.
With freshly varnished mahogany, brightly polished brass, and comfortable seating, let Sail Selina II, the premier sailboat in St Michaels, MD, be your sightseeing charter boat. Hop aboard and experience another time and place.
Come join us outdoors on the water for a relaxing 2-hour sailing trip on this nostalgic river boat cruise. Your St Michaels, Maryland sailboat ride includes a personalized informative tour with our knowledgeable 1st-class captains and friendly crew. We know you’ll love all the boating trips aboard our meticulously-restored historic 1926 sailboat Selina II, including romantic sunset cruises, our super popular day sails, and our specialty outings like sailing lessons, wine tasting tours in St. Michaels MD, beer tasting cruises, moonlight sails and more.
For private sailing tours, the Sail Selina II is docked at the Harbour Inn & Marina in the heart of St Michaels, MD, a charming eastern shore town known for its wonderful seafood restaurants and quaint small-town feel.
If you are looking for day trips to St. Michaels Maryland or if you want a sailing charter on the Eastern Shore of the Chesapeake Bay, Sail Selina II’s relaxing sailboat trips are just 90 minutes from Philadelphia, Baltimore and Washington D.C. and just 60 minutes from Annapolis.
Outdoors in nature, our sailing boat offers your choice of a public or a private boat ride in one of the best places to sail. Chesapeake sailing is known for its beauty and gorgeous sunsets. Your sailboat charter includes a boat sail through the harbor and then out into the Miles River for spectacular views and sometimes even wildlife viewing like Osprey & Bald Eagles. This year there have even been porpoise sightings.
Looking to relax? We are the St Michaels MD harbor cruises to choose!
Learn more about the history of our sailboat and all the fun outdoor activities in St. Michaels, MD here:
The #1 Boat Tour in St. Michaels on TripAdvisor!
A friend was visiting from Baltimore and we went sailing last night for the sunset cruise. It was amazing, the sailboat was gorgeous, the Captain and her first mate were exceptional, and the beauty of the river was breath taking. I am so glad I discovered Sail Selina II, I will be taking many friends and family members on this beautiful adventure when they come to visit me in Easton. Thank you for a remarkable memory and such a beautiful experience.
A golden opportunity to sail on a captain owned historic wood yacht! It was a dog day of August with precious little wind, yet we enjoyed every minute of our trip. Captain Iris was a gracious host, passionate generational owner, not only captain but articulate professor of both sailing and ship building. We highly recommend sailing aboard the Selina ll. The crew is fabulous as well.
Hubby and I spent a sunset afternoon on Selina 2 with Captain Iris and first mate Jesus. We had a lovely cruise drinking champagne and listening to Captain Iris talk about St Michael and the history of her family sail boat. What I loved was she was mentoring a future captain in the making - a twelve year old from the area who wanted to learn more about sailing. This is so worth it and I very much encourage you to go!
My wife and I had a great time on this vintage sail boat. The Captain and First Mate were great hosts teaching us a lot about sailing and the history of the bay at the same time. Loved that the boat holds only six guests at a time, only four aboard for our trip, making it a very intimate experience!
The two hour cruise In the company of Captain Iris, Crewman Chris, and four other guests provided the best evening of our August vacation. The generous hospitality (nice selection of wine and beer if champagne was not your preference) was supplemented by the unexpected and pleasant opportunity to observe several races and Captain Iris was generous with her knowledge of sailing the Tred Avon areas of the Chesapeake. The Salina II will see us again when we return.
Took a moonlight cruise on the Sail Selena II. Had a lovely evening star gazing, sipping wine, chatting with the other couple aboard. Cap’t Iris and her ever so sweet (and personable) first mate were both kind and knowledgeable. We enjoyed the evening immensely. We would recommend this outing without hesitation. Such a great experience!
Being a motor-head all of my life never really let me get the deep appreciation of the sea as I experienced when I sailed on the Selina II. To cruise along with nothing but the sound of the waves, wind and seagulls was a truly eye opening experience for me. Captain Iris was absolutely enchanting with the stories of Saint Michaels and her beloved Selina II. The cruise was intimate with only 2 other couples and was an experience I will long remember.
Captain Iris runs a fabulous operation out of St. Michaels. This was our first time visiting the town and this was such a great way to experience St. Michaels and the Chesapeake. The Sunset Champagne cruise was fun and intimate as only 6 people maximum. The two other couples we met were so sweet. Sail Selina II is a must do in St. Michaels!
Why Sail Selina II?
Rated #1 on tripadvisor.
When looking for things to do in St Michaels MD, o ur reviews tell the story! Limited to just six guests, Sail Selina II is ranked the #1 Maryland sail boat tour in St. Michaels and has been for 18 years running.
Everything Is Included
Sit back and relax. Want a drink? We’ve got it! Cold beer, red & white wines, Champagne, and soda are available for sale on all our Maryland sailboat rides and are included on our evening charters.
Over 96 Years of Experience
Sail Selina’s top-notch skippers have a combined sailing history of 90+ years, and her friendly crew has a combined sailing history of 30+ years. We all love to sail and we love taking people for sailboat rides!
Spacious & Beautiful Boat
All our relaxing sailing boat charters are in a gorgeous setting. Sail Selina II was built as a gentleman’s yacht in the Gatsby era and is finished in freshly varnished mahogany and brightly polished bronze. Her spacious cockpit is the perfect setting for a Maryland sail on the ultimate charter boat in St Michaels, MD. Join us for a sailing charter boat tour and unwind with an authentic taste of the history of sail.
The Best Captains
Our St Michels boat tour captains are known for their storytelling skills and offer a boat trip balanced with some touring, some sailing, and some time to simply relax, unwind and kick back. When sailing on the Chesapeake in St Michaels, choose from a basic sailboat ride, or opt for a specialty outing like a local craft brew beer tasting cruise or a sunset champagne charter.
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Chesapeake Bay is a vast waterway, 200 miles long draining 64,000 square miles in six states via the more than 150 rivers that feed it. In the upper section of Chesapeake Bay you are in Maryland. The state's big city is Baltimore, while the capital is historic Annapolis, your likely starting point on a Chesapeake Bay sailing vacation.
Book your private fully crewed luxury sailing charter on a catamaran or monohull in the Chesapeake Bay and Hampton Roads. Perfect for couples or small groups. Hampton Roads Premier Luxury Sailing Experience. Bookings & Info: 757-904-3752. 8172 Shore Drive, Morningstar Marina, Norfolk, VA 23518.
Fully Crewed Charters. Embark on a fully crewed yacht charter for an amazing vacation aboard one of the most luxurious charters on the Chesapeake Bay. Our captains and crews will take you where you want to go so just sit back, sunbathe, relax and let the adventure unfold! You can even have your fully crewed charter on the Chesapeake Bay catered ...
This sleek 87 ft sport yacht is available in Annapolis and the Chesapeake Bay. Invite up to 12 guests for half or full-day private yacht charters. She boasts beautiful teak decks, dual salons, and a spacious aft entertainment area. With a 5 ft draft, Muse can navigate secluded coves and anchorages. A 27-knot cruise speed ensures fast travel and ...
Service fee. Confirmed in 24h. from € 4.052 per week. from $ 4,750 per week. View Details. Yacht Charter Chesapeake Bay ⛵ Bareboat Charters & Crewed Yacht Rentals in Chesapeake Bay ★ Rent a Yacht in Chesapeake Bay Charter Boats & Charter Yachts in Chesapeake Bay Skippered Yacht Charter, Crewed Yacht Rentals or Bareboat Charter in ...
Captained and Bareboat Charters in Annapolis, Maryland. The Chesapeake Bay is among the world's top cruising and sailing destinations. A true American treasure, the Bay delivers a long enjoyable sailing season from early Spring to late Fall, with over 11,000 miles of shoreline to explore. From quiet, unspoiled anchorages, to historic seaside ...
Full-Day Destination Boat Charter - (10:00-4:00 or 9:00-3:00) $1400. Private and All-Inclusive, including lite breakfast and lunch. See sample itineraries. Further destinations may be subject to fuel surcharge. Max. 6 persons and alcohol not included. Sunset Cruise - Private 2-hour Bay & Chester River Cruise $500.
Charter a yacht with Latesail and discover Chesapeake Bay. LateSail Menu. Call today on. 877-292-0737. Outside the US/Canada: 001-617-600-0645. USD; GBP; EUR; EUR; ... Search Chesapeake Yacht Charter. Destination ... Crewed Charters View All Deals >> By The Cabin Charter Offers
Bareboat sailboat charters on the Chesapeake Bay, within easy sailing distance of Annapolis, Baltimore, Oxford, St. Michaels. Ph: 410-639-7140 Fax: 410-639-7194 ... 2018 and 2020 Chesapeake Bay Magazine Best of the Bay. Blue Ribbon - Catalina 32 ($1672)* Falken - Catalina 355 ($2059)* Eos - Beneteau 37 ($2176)*
If you are looking for day trips to St. Michaels Maryland or if you want a sailing charter on the Eastern Shore of the Chesapeake Bay, Sail Selina II's relaxing sailboat trips are just 90 minutes from Philadelphia, Baltimore and Washington D.C. and just 60 minutes from Annapolis. Outdoors in nature, our sailing boat offers your choice of a ...
What is a Chesapeake Bay crewed Sailing Yacht Charter? ... Over the past 25 years, Davis has led youth trips throughout the Potomac River and Chesapeake Bay, and has taken "Long Cruises" as far as Lake Ontario, Cape Cod, and the Virgin Islands. When not sailing with Shardana or the Scouts, he bareboat charters with friends in the Caribbean ...
Annapolis FAQ. Waypoints Annapolis offers a variety of new model sailing monohulls, catamarans, and powerboats for multi-day charters on the Chesapeake Bay. Our team prides itself in providing an elevated charter experience for each of our guests aboard our meticulously maintained yachts equipped with all of the comforts of home.
The Best Annapolis and Chesapeake Bay Top Charter Yachts for 2024 and 2025. The Best New England Yacht Charter Guide for 2024 and 2025 | USA. New England Bareboat Sailing Itinerary. Top New England Charter Yachts. Cape Cod, Martha's Vineyard and Nantucket Yacht Charter. The Best USA Yacht Charter Guide for 2024 and 2025. USVI Luxury Motor Yacht ...
Boat Rental in Chesapeake Bay Bareboat, Crewed & Luxury Yacht Charters ... CHESAPEAKE BAY CHARTER TYPES AVAILABLE. ... Frequently Asked Questions about your yacht charter. Tropical Yachts 4906 N Travelers Palm Lane. Tamarac, FL 33319 Tel: 1 (305) 735-3460
And while bareboating is great fun, getting a fully-crewed charter allows you to sit back and relax without the stress of driving or provisioning. From picnic boats to fishing boats, you can enjoy your time on the water without a care in the world. Here are our tips for getting the most out of your Bay-region charter.
Catamaran Rentals Chesapeake Bay › Annapolis (Maryland) Catamaran - Tanna 47 - Built in: 2024 - Cabins: 4 - Berths: 7. Bareboat charter. Max 7 persons. FINAL PRICE Instant Confirmation. from $ 15,545 per week. View Details.
Day Charters on the Chesapeake Bay. with a Professional Crew. Amazing Memories are waiting. Make your next event unforgettable. Book a cruise. one Amazing yacht. Fall under the spell of our Absolute Navetta with expansive Indoor and Outdoor entertainment areas. We can accommodate Couples, Families or Corporate groups of most sizes.
Sailing Charters in Annapolis MD on the Chesapeake Bay. We are a family-owned and operated company based in Annapolis Maryland, offering private sails for any occasion on Southerly, our 54 ft. Irwin.From three-hour day cruises to sunset dinner sails, to wedding proposals and photo shoots, we can customize your sailing charter for an on-the-water experience to remember.
Chesapeake Bay Charters. Come experience the splendor of the Chesapeake Bay on board a 40 foot sailboat. Private sailing adventures from two hours up to two weeks are available for the whole family. Available services include but are not limited to: Owner/Operators are USCG licensed captains with over 30+ years of combined sailing experience ...
Enjoy the many comfortable relaxation and lounge spaces where you can enjoy outdoor activities all day long. Take advantage of our charter special on powerboats: we are offering 15% off if you pre-book for now for April or May 2020. *Specific experience required. Speak with your charter experience specialist for complete details.
Exclusive Charter Services has been in business for over 18 years. We're committed to providing private aviation solutions and concierge customer service to all of our customers. 313 Datura Street, Suite 300 | West Palm Beach, FL 33401 | (888) 522-0883
10 DAY. DAY 1 : Easy reach to Norman Island (8nm), home of the Caves and inspiration for Robert Louis Stevenson's "Treasure Island".You can find mooring lines at the Bight. DAY 2 : At Salt Island grab your mask and snorkel and check out the wreck of the Royal Mail Steamship "Rhone" which sank during a hurricane in 1867.Pass around Cooper Island (8nm).
Puerto Rico delivers a unique yacht charter experience. Search LateSail for the bareboat, crewed or cabin yacht charter. LateSail Menu. Call today on. 877-292-0737. Outside the US/Canada: 001-617-600-0645. USD; GBP; EUR; EUR; Home; ... At the mouth of the Mahia Mosquito is a quiet mangrove bay perfect for kayaking. At night you can see the ...