Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 338 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 14Afternoon Sail to Boca Catalina
During this excursion you will be able to dive into the serene transparent water that our gorgeous Boca Catalina has to offer and enjoy Aruba's stunning coastline from our catamaran which hosts an intimate group of fewer than 20 g... More
Punta Cana Catamaran: Snorkel, Parasailing & Natural Pool Party
Experience the ultimate adventure in Punta Cana with our extraordinary Catamaran Tour! Snorkel in the crystal-clear waters, soar high during a thrilling Parasailing flight, and indulge in a lively party at the Natural Pool. This... More
Stingray City Private Charters
Swim with stingrays in the most amazing wildlife encounters in the Caribbean. Once in a lifetime belly rubbing experience from the gentle Southern Stingrays. Our experienced tour guides will make sure you get the attention of thes... More
Private Tour
Bamboo Rafting,Limestone Massage & Scothies Jerk in Montego Bay
Experience the Therapeutic Great River Bamboo Rafting, Limestone Foot Massage, (optional Limestone Full Body Massage), Delicious and Devine Jamaican Jerk Chicken or Jerk Pork Lunch at the World Renowned Scothies Jerk Centre. Dinni... More
Private Tour
Bahamas Sunset Wine Cruise from Paradise Island
Step aboard our 62 ft catamaran for an unforgettable sunset cruise. Enjoy plush seating, clean restrooms, and attentive crew. Indulge in surprise Bahamian desserts and flavors. Join us for comfort, hospitality, and stunning sunset... More
Private Tour
Saona Island Day Trip and Cruise from Punta Cana
Relax with convenience of hotel pickup and drop-off. Spend the day sailing and relaxing. Enjoy an open bar, lunch, Latin music and dancing on this full-day tour with catamaran cruise. Natural pool is at the island beach Saona.... More
Private Tour
Private Half Day Sail including Food & Bar, Fajardo Puerto Rico
Don't have all day? Take a quick dip in Caribbean warm waters and get pampered by our crew in your own private yacht expedition with half-day full of adventure and fun. With over 15 years of experience, we'll create a unique perso... More
Private Tour
Ocean Bamboo Rafting, ATV, Catamaran Snorkel & Cruise Combo
It’s Time To Play at Chukka Ocean Outpost, where ocean-loving thrill seekers and cultural explorers unite. Your Reggae Rafting Triple-Motorized Pass gives you access to the only seaside nature-adventure park in Jamaica, where yo... More
Private Tour
Sunset Boat Ride in the Falmouth Luminous Lagoon swim and Dinner
This activity sets out to be a beautiful experience of nature, fun and even a romantic get away in paradise. This activity will blow your mind and create memories of a lifetime. You’ll have a smooth comfortable ride to the desti... More
Private Tour
Punta Cana High Performance Speed Boat Adventure and Snorkel
Enjoy an adrenaline adventure with Sailing Splash, you will navigate in your own high-speed boat along the coast of Bávaro in Punta Cana and you will be able to immerse yourself in the underwater world with Snorkel to enjoy the i... More
Private Tour
Cascada Limon and Cayo Levantado From La Romana
Departure from hotels towards the dock of Cañitas in the town of Miches. There we embark on a catamaran to the private dock in the city of Samana where we board a safari truck and head to Rancho Limon. There we will go on horseb... More
Private Tour
St Thomas Legends Luxury Dinner Sail from the Ritz Carlton
The Legends Luxury Dinner Sail features dedicated service highlighting the distinctive flavors of St. Thomas, with private seating in the comfort of the cabin as well as top-side on our spacious deck. Enjoy the cool ocean breeze w... More
Private Tour
Luminous Lagoon "Glistening Waters" tour from Montego Bay Hotels
This tour is unique. It is a once in a lifetime experience to witness this awesome natural wonder in it's pristine state. Delight in this amazing night tour to the enchanting Luminous Lagoon (Glistening Waters) in Falmouth. It is ... More
Private Tour
Luxury Sail & Snorkeling
From the moment you step aboard, we promise an experience filled with excitement. You'll be greeted with a welcome drink as our captain outlines the safety protocols, setting the stage for our sailing journey. As we leave the harb... More
Private Tour
Party Boat Punta Cana
Spend 4 hours on a share boat cruise with this excursion from Punta Cana. Relax in comfortable transportation as you make your way from your resort to a private dock. Climb aboard your boat and head to the open waters, where you w... More
Private Tour
National Park & Surrounding Cays Sunset Sail
Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private Day sail adventures are also available. We are a classic sailing com... More
Private Tour
Private Sunset Sail Tour in Fajardo with Open Bar and Appetizers
Best romantic option! Pop some bubbly and catch the sunset from the best seat in the house… the water! Wind down while cruising around the east coast islands of Puerto Rico. With over 15 years of experience, we'll create a uniqu... More
Private Tour
Twice as Nice Sail and Snorkel Adventure
Embark on a premium sail and snorkel adventure aboard our exclusive catamaran, as we head south towards Buck Island, a sanctuary for marine life and avian wonders. Our attentive crew provides refreshing sodas and water while shari... More
Private Tour
Scape 2 Saona Island
Discover paradise on Saona Island, where white sandy beaches, clear turquoise waters, and countless palm trees provide an unspoiled environment that vacation dreams are made of. You'll take a catamaran or speedboat to get to a bea... More
Private Tour
Private Sailing Lesson Practice in Fajardo, Food & Bar Included
Excellent for groups that want to skip the lines, have fun & learn too! Take advantage of Puerto Rico’s east coast striking vistas and superb sailing conditions to practice and improve your skills or learn the principles of sail... More
Private Tour