Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 339 Sailing Trips activities in Caribbean. Sort by Popularity.Dolphin Catamaran Snorkel and Sail with Open Bar
Enjoy a delightful 3-hour adventure featuring two captivating snorkeling stops. First, explore the iconic shipwreck "Antilla", a fascinating relic resting beneath the azure waters, brimming with tales of maritime history and intri... More
Swimming Pigs with pickup: Pig can't fly, but they do Swim!
Are you ready to have some fun in the sun and make unforgettable memories with da coolest pigs in the Caribbean? Look no further than our half-day adventure tour where you’ll get up close and personal with the most popular resid... More
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay
Set sail for a relaxing Caribbean journey on this half-day cruise and snorkeling excursion from Providenciales. Hop aboard a world-class catamaran, operated by a friendly and professional crew, who attend to your comfort while sai... More
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ATV, Horse Ride, Zipline, Catamaran at Ocean Outpost Park
Relax in our Catamaran while it sails on the ocean experiencing her alternating moods. Be refreshed by the cool waters while zipping across the ocean outpost park .Then take a ride on the wild side on an amazing ATV Quad Safari a... More
5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix
Come aboard the sailing catamaran "The Phoenix" and leave everything behind. Sail through the stunning sights of St. Maarten, indulge in drinks and fine food - we offer fruits and cake for breakfast and freshly cooked lunch. Enjoy... More
San Juan Sunset Harbor Boat Ride
Hop aboard and join us for a captivating journey on a sunset pontoon boat tour, exploring the timeless allure of San Juan Bay, the historical gem of Puerto Rico. Our Sunset Tour offers a perfect fusion of cultural exploration, a... More
Arusun Catamaran Sail with Snorkeling in Aruba
Have a warm Aruban welcome on board of a beautiful 65-foot catamaran, the Arusun, and spend the most fun, relaxing 2.5 hours exploring the Caribbean Sea. There is no better way to explore the marine life of Aruba then on this extr... More
Aruba Morning Snorkel Sail and Mimosa Brunch
Start your day on a high note by embarking on a catamaran cruise across the turquoise waters of Aruba. Indulge in a mimosa brunch experience on board while you cruise to three snorkeling spots, where you’ll swim in the clear Car... More
Saona Island Day Trip From Punta Cana with Lunch and Open Bar
Experience a stunning day trip to Saona Island! Your adventure begins with a convenient pick-up from your hotel. Travel by catamaran, enjoying the scenic views and lively atmosphere sipping drinks from the open bar and dancing to ... More
Aruba Sunset Sail with Appetizers and Open Bar
Experience Aruba's spectacular sunset aboard a luxury catamaran. Enjoy views of Palm Beach from the open water as you sip a cocktail and watch the stars come out. Relax as the friendly crew entertains you with local music, dancing... More
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island
Come swim with the resident green sea turtles and tropical fish on this 3 hour snorkel & sail adventure in St. Thomas aboard The VI Cat. From your departure, set sail on our 54-foot US Coast Guard inspected catamaran to the idylli... More
Private Catamaran Cruise with Slide & unlimited drinks
Enjoy an exciting excursion on a private catamaran that will take you to explore the crystal-clear waters of a tropical paradise. During the trip, you will have the opportunity to immerse yourself in three stops: 1-Snorkel. where... More
Private Tour
Small-Group Cruising and Snorkeling Catamaran Tour
This small-group sailing and snorkeling catamaran tour is limited to 16 guests per tour; this limited size sets this tour apart from others. With us, you will receive personalized attention. Go swimming in a natural reserve, snork... More
Private Tour
Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel.
Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. You can select a half or full day charter. Visit the islands and harbors of St. Thomas, Buck Island, Water Island, and maybe even ... More
Private Tour
Deluxe Half-Day Snorkel Sail on Lady Grace Luxury Catamaran
Set sail aboard the luxury sailing catamaran Lady Grace to explore the Turks & Caicos Barrier Reef, home to some of the best snorkeling in the world. After exploring this magical underwater world, you will set sail for a relaxing ... More
Private Tour
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
There’s no better way to see the setting Caribbean sun than with a Champagne Sail in Turks and Caicos. Sail past the white sand beaches of Grace Bay in Providenciales, sailing for two hours over crystalline waters aboard a spaci... More
Private Tour
Luxury Catamaran Cruise: Sip, Sail, Snorkel, and Swim with Pigs!
Dive into a world of difference with Tropical Breeze as we redefine the classic Bahamian cruise experience. Here's what sets us apart as the ultimate sailing adventure: 1. Spacious Deck: Our catamaran boasts a spacious deck that ... More
Private Tour
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
Private Tour
Historical San Juan Bay Sunset Sailing Tour
Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no crowds, no fake pirates, no crowds, no need to scream. We sail aboard a real racer cruiser (J3... More
Private Tour