catamaran cruise naples florida

public cruises

Come cruise and sail with us on any one of our daily public cruises including beach shelling, sightseeing and sunset trips..

Our 48’ Catamaran is the newest Catamaran in Naples and provides comfort and enjoyment for all ages. Our morning shelling trip is great for families while our sunset trip provides the ultimate relaxation and unwinding.

Enjoy the adventure and breathtaking sites of Naples Bay, the multimillion-dollar homes of Port Royal and the Gulf of Mexico. Keep a close eye out for the playful wildlife such as dolphin, manatee, turtle and our local resident eagles. We offer a variety of snacks on board as well as a selection of beer, wine, soda and water for purchase. All cruises are fully and personally narrated for your enjoyment.

Miss Naples is also available for holidays such as Independence Day, Easter, Mother’s/Father’s Day and New Year’s Eve and offers a variety of special cruises. Check the calendar for upcoming events.

Beach Shelling Cruise

*Price does not include port charge or tax.

Enjoy Paradise on one of Florida’s most beautiful beaches. Cruise through Naples Bay and Port Royal on this fully customized narrated tour.

Experience the beauty of the Bay including the waterfront mansions and playful wildlife. On this cruise you will also hop off and spend about an hour on one of our beautiful local beaches. Have your camera and sunscreen ready and make sure to pack a bag so you can bring all your little treasures back with you. A variety of snacks, a selection of beer, wine, soda and water are available for purchase.

Sightseeing Cruise

Cruise and sail through Naples Bay, Port Royal and the Gulf of Mexico in style with our custom narrated tour aboard the newest Catamaran in Naples!

Sit back, relax under shade, or on the open deck as you take in the fresh air and natural beauty around you. You will cruise past the multimillion-dollar homes of Port Royal, sail the Gulf of Mexico (weather permitting) and make sure to keep your eyes and camera ready for those playful dolphins, manatees and sea turtles. A variety of snacks, a selection of beer, wine, soda and water are available for purchase.

Sunset Cruise

Cruise through Naples Bay and Port Royal viewing the multimillion-dollar homes and natural beauty of the bay with our custom narrated tour aboard the newest Catamaran in Naples.

This trip concludes by sailing the Gulf of Mexico in style (weather permitting) for your front seat to Naples most popular attraction…the sunset! If you’re lucky and keep your eyes peeled you may even have a chance at seeing the elusive “Green Flash.” Sit back, relax under shade, or on the open deck as you take in the fresh air and natural beauty around you. Make sure to have your camera ready for those playful dolphins, manatees and sea turtles. A variety of snacks, a selection of beer, wine, soda and water are available for purchase.

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Our Cruises

Afternoon Sightseeing & Sailing

Beach Island Shelling Cruise

Sunset Cruise

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Take a Virtual Journey with Cool Beans

Choose a day-sail, champagne sunset or a private catamaran cruise below to enjoy a sailing adventure aboard our 42 foot sailing catamaran, Cool Beans .

If you’re looking for something different we can explore Keewaydin Island or one of the many other hidden treasures aboard Lil’ Beans , our luxury pontoon.

Day-Sail Cruise

Price includes a delightful escape to the beautiful waters of the Gulf of Mexico. Relax and enjoy your sailing experience on our beautiful catamaran while watching the abundant sea life and native birds of Southwest Florida.

During our day sails, we do stop for approximately 35 minutes at one of the many beautiful beaches of Southwest Florida – Keeywaydin Island, a barrier island in South Naples to swim, explore , and collect shells.

(Please note stopping at the beach is based on weather conditions. If it is too rough/choppy in the Gulf, the Captain may choose not to include a stop at the beach. Also know that to get to shore, you must swim in. We drop anchor in approx. 6 feet of water, approx. 30 yards off shore. Life jackets and floaties provided if needed. You are also welcome to stay on the boat to soak in the sun and scenery during the stop if you do not want to swim.)

• Complementary – soda, water, beer and chardonnay included
• You can also bring aboard additional food/snacks and beverages (no red wine please) on-board. Due to insurance liability, hard liquor is not allowed on our vessels.
• Smoking and Vaping are prohibited.

Gratuity Extra

Please note: 18% Gratuity will be added for parties of 7 or more.

• * Children must be at least two-years old.
• ** 24 hour prior notice cancellation policy for parties of 6 or under
• *** 48 hour prior notice cancellation policy for parties of 7 or more

Champagne Sunset Cruise

See Southwest Florida the way it was meant to be seen . . . by water! Escape from the crowds and set sail to take in our beautiful sunset. Sit back and enjoy a warm breeze in your face, a glass of champagne in your hand and the view of one of the most beautiful sunsets you will ever experience. Sail back to port and marvel at the view of the Gulf of Mexico and Naples/Marco Island beaches with the sunset lighting your way.

• Complementary – soda, water, beer and chardonnay included
• Complementary glass of champagne at sunset

Private Day-Sail or Sunset Cruise

 Would you like to have the boat to yourselves? Booking a “Private Cruise” is the perfect way to celebrate any occasion while enjoying your privacy. Choose from one of our Day Sails or our Champagne Sunset Cruises and leave the rest to us. Price includes items described above for your specific choice of cruise.

• ** 48 hour prior notice cancellation policy

Lil’ Beans Pontoon Island Beach and Sunset Adventures PRE-SEASON SPECIAL – SAVE $75/OFF FOR EXCURSIONS COMPLETED BY DECEMBER 20TH!

Enjoy a Private 2 ½ hour Luxury Pontoon Tour for Up to 6 Guests for our Day Excursions or a 2 hour Sunset Excursion. Our Pontoons are perfect for Island hopping, up close Eco/Nature and Shelling on Keeywaydin Island. A “Must Do” while visiting SW Florida! (Sunset Charter arrives back to dock approximately 15 minutes after Sunset)

Keewaydin Island– A Deserted Barrier Island

Keewaydin Island is an 8 mile long unabridged barrier island just to the north of Marco. A fantastic sandy beach stretching the length of the island, with great shelling and opportunities to see plenty of wildlife. It serves as a sanctuary for wildlife and a popular recreational destination, especially at weekends. Keewaydin provides a great opportunity to experience Florida’s natural coast and is a vital nesting ground for Least Terns and Loggerhead Sea Turtles.

Hide-A-Way Beach/Sand Dollar Island – An Unspoiled Gulf Beach

Located just north of Tigertail Beach you’ll find Sand Dollar Island which abounds with wonderful seashells and is absolutely breathtaking and totally natural. Many of Florida’s beach-nesting shorebirds that face conservation challenges can be regularly spotted on Sand Dollar, including the Snowy Plover, Least Tern, Black Skimmer, American Oyster Catcher, and Wilson’s Plover.

• * Price includes soda and water
• ** Children must be at least two-years old
• *** 48 hour prior notice cancellation policy

Groups & Special Occasions

Small intimate sunset weddings.

Make memories to cherish for a lifetime when you exchange wedding vows during your Cool Beans private sunset sail. Whether you have something particular in mind or need ideas, we can provide some wonderful options to assure that your wedding is everything you expect and more.

Romantic Sailing Excursions

Create the perfect moment to ask your significant other for their hand in marriage with a private cruise along the beautiful waters of Southwest Florida. Ask us how we can help to make your interlude aboard the Cool Beans a magical event to treasure for a lifetime.

Private Anniversary Cruise Celebrations

Reaffirm your love for one another alone or among special friends and loved ones aboard the Cool Beans. Your private sailing excursion is sure to be fun, romantic and memorable.

The Ultimate Birthday Private Cruise

Making a magical birthday celebration aboard the Cool Beans is one of our specialties. Whether your event is for a family daytime cruise, adventure among friends or a private sunset intimate sail, we are here to make your birthday cruise an event to remember.

Bachelorette Party

What a great way to celebrate the Bride to Be with her “Last Sail Before the Veil!” Specializing in small groups up to 20, booking a Bachelorette Party with Cool Beans Cruises will truly create a lasting memory..

Share the gift of a Cool Beans Cruise!

3 Dreamy Naples Sunset Cruises on Catamarans to Sail Away On

When it comes to Naples sunset cruises, there’s not just one but three great choices. There’s nothing like it to make your trip to Naples Florida all you ever dreamed.

Your Naples vacation is finally here! The weather is gorgeous and you’ve already been in the water at one of your favorite Naples beaches .

Now it’s time to get on the water and see Naples and Naples Bay in a whole new way on a Naples sunset cruise.

There’s just nothing like watching the sun set around you, lulled by the gentle waves slapping against the hull, some tropical music playing on the breeze, and a boatload of new friends to share in the tropical island vibe.

There are more than several boat tours in Naples to take a sunset cruise with, but there’s something about a catamaran, isn’t there?

And if you’ve never been aboard a super wide two-hulled sailboat, it’s a must-do in Naples and Marco Island .

These three catamarans are spacious, beautiful, and perfect for watching the sun go down.

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Top 5 Reasons to Take a Naples Florida Sunset Cruise

There are many choices to get out on the water in Naples, Florida. Rent a boat , charter a private tour, take a boat tour , or cruise with your family on a luxury yacht.

But when it comes to relaxing and enjoying the scenery and sunset, nothing beats the quiet solitude of a sailing catamaran.

But there are also some other benefits to hopping onboard one of these sailing beauties for a sunset or sightseeing cruise you may not have thought of:

It’s a great way to house hunt for your new Naples mansion!

Sunset cruises are addictive — one is never enough.

It’s the perfect way to say I Love You.

It’s the best way to catch a Naples sunset !

Can you think of a better way to cap your trip to southwest Florida ?

So uncork a bottle of wine and enjoy the last of the day’s sun. Sunsets from sailing catamarans are mesmerizing and oh-so-peaceful.

It’s also a great way to cap off the day’s activities before you head off to dinner.

Naples Sunset Cruises

On all of these catamaran cruises, you’ll be on deck and free to move around the boat to view the scenery and wildlife, and to get great photos.

Sailboats are quiet by design with only the sound of the rigging and the water moving along the hull.

If there’s not enough breeze, they all have an engine — not nearly as quiet as the wind, but you’ll still be able to take in the sights and the natural world.

They are all spacious and comfortable and specially built for these types of outings, and the Captains and crew are always ready to answer your questions.

Photo courtesy: Cool Beans

3 Great Choices for a Naples Sunset Cruise

1. cool beans catamaran cruises.

Location: 377 Capri (Osteria Capri Restaurant) on the Isle of Capri

Capacity : up to 20 passengers

Admission: $60 per person when paying with cash; $65 per person when paying with a credit card.

Cool Beans is a 42-foot sailing catamaran accommodating up to 20 passengers and the boat sets sail 2 hours before sunset.

You are invited to bring along snacks or sandwiches for the sail.

The price of admission includes complimentary beer, wine, and non-alcoholic beverages (hard liquor is not permitted).

And at sunset you’ll toast the day with a glass of complimentary champagne.

>> In season, most tours sell out long before you arrive, so book a tour before you arrive! <<

We loved the Cool Beans top-rated Sightseeing and Sunset Catamaran Sailing Excursion and you will too!

You’ll find the Cool Beans docked off of Capri Boulevard, 1 mile north of the Marco Island bridge.

This catamaran might be a bit smaller than others but is still a very comfortable experience. 

Cool Beans has plenty of room for sunning and sightseeing up on deck.

The cockpit and salon are combined for comfortable seating in or out of the sun, and there’s even a dinette that will seat six.

The Sweet Liberty catamaran out for a sunset cruise

2. Sweet Liberty

Location: 880 12th Ave. S. Naples, FL

Capacity : 49 passengers

Admission : Ages 13 and up $40, ages 4-12 $20, 3 and under sail for free.

A sunset cruise aboard the beautiful 53’ Gold Coast Yacht sailing catamaran Sweet Liberty should be on everyone’s list of top things to do in Naples — it’s one of the most popular Naples sunset cruises.

Operating from the Naples City Dock , the cruise will take you along the Gordon River and Port Royal passing by the beautiful and luxurious estates.

The Sweet Liberty offers shelling, sightseeing, and sunset cruises. If you only opt for one we highly recommend the sunset cruise.

As you leave Port Royal, the waterway is surrounded by the protected pristine mangrove forest.

You’ll spot a variety of shore birds, ospreys, pelicans, wading birds, and eagles around the mangroves so don’t forget binoculars. And watch for dolphins!

When the boat finally enters the Gulf, you’ll feel the breeze get stronger and everyone on board will ease into the rhythm of the waves.

You can’t help but be lulled into an ultimate relaxed state with soft music playing, the breeze in your hair, and the warm glow of the setting sun.

You are welcome to bring a cooler onboard for snacks and whatever you prefer to drink.

So open your beverage of choice, sit back, and say goodbye to the day as the sun lights the sky with a fiery sunset.

The Sweet Liberty sunset cruise is about 45 minutes each way, though sightseeing cruises are 2-3 hours in length.

The boat can also be chartered for special events and weddings.

The Miss Naples heads out Gordon Pass into Naples Bay

3. Miss Naples Catamaran Cruise

Location: 550 Port O Call Way, Naples, FL

Capacity : up to 48 passengers

Admission : Adults: $34.50, Children over 2: $14.50. (Does not include port charge or tax)

The newest sailing catamaran in Naples is the custom built 48 foot Miss Naples catamaran.

The cruising catamaran comfortably accommodates up to 48 passengers for year round cruises, and operates daily from her dock at Port O Call Marina. 

As with most sailing vessels the boat is open-air, but does provide a canopy for those who want to get out of the sun.

Tours can be booked for sight seeing, shelling, and our favorite, their sunset cruises. Private charters are also available for weddings and special occasions.

All the cruises are narrated on the Miss Naples as you pass by the million dollar waterfront mansions of Port Royal and out to Naples Bay and the Gulf of Mexico.

The scenery is so serene and beautiful, and dolphins are sure to make their appearance. Pelicans, ospreys, egrets, and herons add to the show as you sit back and relax.

Enjoy the beautiful natural environment of southwest Florida and of course, the sunset. You never know when you’ll see the elusive Green Flash !

Fishing boat following our Naples catamaran sunset cruise

What to Bring on your Naples Sunset Cruise:

Maybe a sun hat, especially for the ‘Gram

If it looks like rain or is midsummer, bring rain gear.

Most importantly, bring binoculars if you have them

Last but not least, bring a camera to capture the moment