Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 337 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 7Sail, 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
St. John Island Getaway: Sail, Snorkel, and Beach Relaxation
Embark on an unforgettable journey with our St. John Champagne Catamaran Tour. Board our luxurious catamaran for a refreshing sail across the breathtaking Pillsbury Sound, arriving at our exclusive mooring destination within the V... More
Excursion to Catalina Island and Snorkeling from Punta Cana
Experience an unforgettable adventure on a snorkeling tour with lunch and guide. Relax with access to an open bar and arrive to equipment ready and waiting for you to use. Start your trip with a refreshing tropical drink while bo... More
St. Thomas & St. John Private Luxury Full-Day Sail
If you’re looking for an unforgettable day at sea, book a private boat charter with Sweet Pea Charters. Our luxury 40 by 25 foot catamaran is the perfect vessel to take you on a personalized tour of the stunning U.S. Virgin Isla... More
Private Tour
Half Day Party Boat and Snorkeling in Punta Cana
Our goals are to make client satisfaction our main priority, our catamarans are safe, fun and very comfortable. It is for people who love great music, exceptional entertaining & friendly staff, delicious tropical rum, beer, cockt... More
Private Tour
The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning / Sunset SXM
A timeless adventure aboard our eco-tourism sailboat. No engine, navigate like pirates. Possibility to hold the helm with assistance from the captain. Aquatic activities: snorkeling, swimming with turtles, swimming. Included: snac... More
Private Tour
Experience a Submarine Scooter with ScubaDoo Punta Cana
ScubaDoo Punta Cana is a diving and snorkeling adventure that takes you to some of the most beautiful and unspoiled areas in the Caribbean Sea on board of one of our Scuba Motorcycle or known as scooter and enjoy the Scuba doo div... More
Free Cancellation
Private Tour
(Saving 10% )
Leisure Full Day Catamaran (Blue, Aqua or Leeward)
Crafted Catamarans: Specifically designed for water tours, comfort, spacious decks, shaded seating areas, bar, and restroom for the enjoyment of passengers. Scenic Coastal Routes: Allowing passengers to enjoy the picturesque coas... More
Private Tour
Sail and Snorkel at Cades Reef
Enjoy the majestic views as you travel down the southern coast of the island. A stop will be made at Cades Reef for the opportunity to snorkel in Antigua's largest reef. Then, time to stop at a beach for lunch and a chance to sw... More
Private Tour
Half-Day Sailing Boat Adventure
Sensational sailing under sail. A timeless adventure aboard our eco-tourism sailboat. Come and hoist the sails under the Caribbean Sea and guide the boat with the wind! Come hold the helm of the ship with the assistance of the cap... More
Private Tour
Power Catamaran Snorkel & Beach Break
Embark on a thrilling 3.75-hour adventure aboard the 1000hp "Breeze" PowerCat, exploring two of the Caribbean's top snorkel and beach spots. Experience the vibrant marine life at "Buck Island" before unwinding on the pristine shor... More
Private Tour
Private Sailing Tour of Pirate Waters and Shipwrecks
Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost as pristine as when they anchored in the bay, sold their plunder, and partied ... More
Private Tour
Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres
As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate one of nature’s wonders of color under full sail aboard our 55′ catamaran, Daydreamer. Enjoy a relaxing and romantic sail in ... More
Private Tour
Small Group Snorkeling, Sharks & Rays Encounter At Punta Cana
Spend an unforgettable day on the water with this 3-hour by small boat and reef adventure from Punta Cana. Get up close and personal with the Caribbean’s rich marine life without having to get wet. Marvel at gorgeous schools of ... More
Private Tour
Beach Trip Along The West Coast Of Curacao
Sailing along Curacao’s West Coast on the biggest catamaran of Curacao is a must do attraction! The trip starts at 08:30 am. As soon as the boat is on open water, the sails are hoist and it’s smooth sailing to the West Coast!... More
Private Tour
Sail Into the Sunset with Virgin Islands Day Sail - 6 Guest max
An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless... More
Private Tour
Saona Island: Full-day Sailing Tour - Small Group
This version of Saona, with a sailing boat catamaran, is offered to people wishing to enjoy a tour with a very small group (max 24 people), accompanied by the Quetzal crew! We board the catamaran sailing boat around 9am and then ... More
Free Cancellation
Private Tour
(Saving 10% )
Luxury Catamaran Day Cruise in Grenada
With this 7-hour Day Trip, you will enjoy the most beautiful sights of the south coast of Grenada onboard our luxury catamaran. The boat is fully equipped to make sure you can fully enjoy your day with us, whether you want an acti... More
Private Tour
Tropical Dream Snorkel and Dinner Sail in Aruba
You are cordially invited to indulge yourself in the privacy and comfort of an Aruba sailing charter! What ever your desires, the crew of the Tropical Sailing will provide you with the memory of a lifetime! This boat charter is pr... More
Private Tour