Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 364 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 3Restless Native Catamaran Sunset & Swizzle Cruise
Start a night out in Bermuda the right way with a 1.5-hour sunset cocktail cruise aboard a 50-foot catamaran. Sunsets in paradise are always great, but they’re even better when you enjoy them out on the water, listening to the s... More

Restless Native Catamaran Sunset & Swizzle Cruise
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Caribbean
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Superb298 reviews4.8
Start a night out in Bermuda the right way with a 1.5-hour sunset cocktail cruise aboard a 50-foot c....
Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX
We offer a semi private setting with a maximum of 6 guest and a personalized experience. The sailboat Cosmos Mariner is stable, sea kindly, and a beautiful classic boat. With years of experience sailing and snorkeling these waters... More

Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUES....
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Caribbean
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Superb222 reviews5
We offer a semi private setting with a maximum of 6 guest and a personalized experience. The sailboa....
Party Catamaran and Snorkeling Tour in Montego Bay
Experience an unforgettable day of fun in the sun on our party catamaran and snorkeling tour in Montego Bay! Swim and snorkel in the crystal-clear waters of the Caribbean Sea, discovering vibrant coral reefs and colorful marine li... More

Party Catamaran and Snorkeling Tour in Montego Bay
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Caribbean
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Superb17 reviews4.8
Experience an unforgettable day of fun in the sun on our party catamaran and snorkeling tour in Mont....
4-hour snorkel cruise to Underwater Sculptures with boat dogs
This tour is offered in different options for different budgets, please be sure to pick the right one!!! Sail to the world famous Underwater Sculpture Park and enjoy a fully guided snorkeling tour of each of the sculptures. A Lunc... More

4-hour snorkel cruise to Underwater Sculptures with boat dogs
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Caribbean
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Superb332 reviews4.7
This tour is offered in different options for different budgets, please be sure to pick the right on....
Aruba Sunset Sail Experience
Unwind and end your day on a high note with this relaxing cruise. Climb aboard a comfortable open-deck catamaran and set sail to admire Aruba's crystal waters, breathtaking shoreline, and beautiful sunset. Along the way, sip a tro... More

Aruba Sunset Sail Experience
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Caribbean
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Superb469 reviews4.7
Unwind and end your day on a high note with this relaxing cruise. Climb aboard a comfortable open-de....
Norman Island-The Indians & The Caves Sailing & Snorkeling tour
***Ideal for Cruise Ship Guests*** If staying in a hotel/villa, please book our other Norman Island listing first. You can book this shared sail if the other option is not available. Welcome aboard, fellow adventurers, to the br... More

Norman Island-The Indians & The Caves Sailing & Snorkeling tour
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Caribbean
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Superb30 reviews4.8
***Ideal for Cruise Ship Guests*** If staying in a hotel/villa, please book our other Norman Island....
Snorkel Lunch & Lounge: Bluewater or Snorkel and Lunch: Leeward
Scenic Cruise: The experience begins with a relaxing catamaran cruise, taking you along the picturesque coastline of Frigate Bay into the Southeast Peninsula at Shitten's Bay, the best snorkel spot by boat. Snorkeling Adventure: ... More

Snorkel Lunch & Lounge: Bluewater or Snorkel and Lunch: Leeward
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Caribbean
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Superb25 reviews4.6
Scenic Cruise: The experience begins with a relaxing catamaran cruise, taking you along the pictures....
Snorkel Lovers for All Ages & Premium Seafood Lunch in Punta Cana
Only company with a floating kitchen and large floating bar Our menu options cater to all tastes—including seafood, meat, surf and turf, vegetarian, and more. Coral museum and interpretation center upon arrival Snorkeling are... More

Snorkel Lovers for All Ages & Premium Seafood Lunch in Punta Cana
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Caribbean
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Superb477 reviews4.9
Only company with a floating kitchen and large floating bar Our menu options cater to all tastes—....
Banana Adventure Catamaran Shipwreck Snorkel and Turtle Swim
*Professional and friendly crew* *Snorkeling equipment and safety briefing* *Delicious snacks and refreshments* *Access to the rope swing and diving platform* *Comfortable seating and shaded areas* Embark on an unforgettable adven... More

Banana Adventure Catamaran Shipwreck Snorkel and Turtle Swim
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Caribbean
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Superb96 reviews4.8
*Professional and friendly crew* *Snorkeling equipment and safety briefing* *Delicious snacks and re....
Punta Cana: Catamaran Tour, Reef Snorkeling and Unlimited Drinks!
Embark on a thrilling catamaran ride, where you can relax and enjoy the stunning Caribbean views. Sip on refreshing drinks as you cruise along the crystal-clear waters. Get ready to dive into an underwater wonderland with snorke... More

Punta Cana: Catamaran Tour, Reef Snorkeling and Unlimited Drinks!
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Caribbean
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Superb94 reviews4.8
Embark on a thrilling catamaran ride, where you can relax and enjoy the stunning Caribbean views. Si....
Saona Island small group and relax - luxury catamaran
Choosing the Quetzal is choosing the difference and the quality of service! Quetzal boat is the only fully equipped 75-foot boat Small Group: allowing everyone to have their space on the boat and feel comfortable Friendly excurs... More

Saona Island small group and relax - luxury catamaran
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Caribbean
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Superb585 reviews4.9
Choosing the Quetzal is choosing the difference and the quality of service! Quetzal boat is the onl....
Sail, Shop and Snorkel in St. John from Frenchman's Reef
Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling in crystal blue waters, enjoy lite bites and a full bar. Explore St. John o... More

Sail, Shop and Snorkel in St. John from Frenchman's Reef
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Caribbean
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Superb14 reviews4.6
Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas a....
Aruba Jolly Pirate Afternoon Sail with Snorkeling
Enjoy an afternoon snorkeling cruise in Aruba aboard this 85-foot teak Schooner. Visit three great sites: Malmok Reefs, Boca Catalina and the WWII shipwreck, Antilla! You can choose to swim and snorkel at two of the sites and... More

Aruba Jolly Pirate Afternoon Sail with Snorkeling
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Caribbean
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Superb461 reviews4.6
Enjoy an afternoon snorkeling cruise in Aruba aboard this 85-foot teak Schooner. Visit three gre....
San Juan: Snorkeling with Turtles Adventure and Free Videos
Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginner-friendly adventure led by a professional guide in small groups of up to 10, ensuring a personalized and high-quality experience... More

San Juan: Snorkeling with Turtles Adventure and Free Videos
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Caribbean
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Superb225 reviews4.9
Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginn....
Private Catamaran Swim sail snorkel cliff jumping SUP
This is a 3-hour charter up to 15 guests with pick up at the cruise ship terminal in dockyard or Hamilton Harbor. Sailboat can accommodate up to 25 people. There is no better way to explore Bermuda than via a boat. Soak up the s... More
Private Tour

Private Catamaran Swim sail snorkel cliff jumping SUP
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Caribbean
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Superb214 reviews5
This is a 3-hour charter up to 15 guests with pick up at the cruise ship terminal in dockyard or Ham....
Private Tour
Punta Cana Private Catamaran Cruise: Snorkeling, Beach & BBQ
This private catamaran tour in Punta Cana combines adventure, relaxation, and VIP exclusivity in one unforgettable experience. Unlike shared tours, this all-inclusive cruise is reserved just for your group—giving you full access... More
Private Tour

Punta Cana Private Catamaran Cruise: Snorkeling, Beach & BBQ
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Caribbean
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Superb37 reviews4.6
This private catamaran tour in Punta Cana combines adventure, relaxation, and VIP exclusivity in one....
Private Tour
Days End Sunset Sail from the Westin at Frenchman's Reef
Step aboard the Flying Frenchman, our newly designed, state-of-the-art, luxury sailing catamaran for a fun and relaxing sunset sail departing from Frenchman’s Reef. Take in a magnificent Caribbean sunset while under sail and enj... More
Private Tour

Days End Sunset Sail from the Westin at Frenchman's Reef
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Caribbean
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Exellent27 reviews4.5
Step aboard the Flying Frenchman, our newly designed, state-of-the-art, luxury sailing catamaran for....
Private Tour
Punta Cana Combo Tour: Snorkeling, Catamaran Cruise & Parasailing
Enjoy a 500 feet high panoramic view of the entire coastline and turquoise waters of Bavaro Beach through an exciting parasailing flight. Relax and spend some time on a doble deck catamaran. Discover the wonders of the sea and enj... More
Private Tour

Punta Cana Combo Tour: Snorkeling, Catamaran Cruise & Parasailing
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Caribbean
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Superb1,086 reviews4.6
Enjoy a 500 feet high panoramic view of the entire coastline and turquoise waters of Bavaro Beach th....
Private Tour
Tropical Catamaran Snorkeling, Sailing And Beach Experience
Join us for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South side Coastal sailing French Side, Dutch Side with 2 or more stops for snorkeling, beach t... More
Private Tour

Tropical Catamaran Snorkeling, Sailing And Beach Experience
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Caribbean
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Superb277 reviews4.8
Join us for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are ou....
Private Tour
Sunset Sailing Cruise with premium drinks and bites
Our most relaxing trip in our list. Unwind with a drink and some snacks while the sun sets. Step aboard the sailing catamaran and cruise to Spanish Water and Fuik bay. We leave at 5.30 PM and return at 8.00 PM. Book our popular s... More
Private Tour

Sunset Sailing Cruise with premium drinks and bites
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Caribbean
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Superb132 reviews4.6
Our most relaxing trip in our list. Unwind with a drink and some snacks while the sun sets. Step ab....
Private Tour