Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 333 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 4Aruba Lagoon Cruise with onboard Chef and Signature Cocktails
The Luxury Lagoon Cruise allows you to cruise along Aruba’s Southern Coast aboard our Teak Schooner. While cruising, join us by the bar for a cool refreshment or lay down on one of our lounges to unwind and take in the sight. So... More
Aruba Sail and Snorkel with Crafted Cocktails
Experience the joy of sailing along Aruba’s stunning beaches on a spacious catamaran & snorkeling at the marine sanctuary, Catalina bay, and the famous Antilla shipwreck. This tour is not only highly rated, but is also recogniz... More
Ocean Bamboo Rafting Catamaran Cruise and Horseback Ride N Swim
It’s Time To Play at CHUKKA OCEAN OUTPOST, where ocean-loving thrill seekers and cultural explorers unite. Your Ocean Bamboo Rafting Triple Pass gives you access to the only seaside nature-adventure park in Jamaica, where you wi... More
Private Sailing & Snorkeling Tour with Bar & Food in Fajardo, PR
Explore the offshore islands of the East Coast of Puerto Rico aboard our modern 2013 Beneteau 41 ft Sailboat equipped amenities like full snorkeling gear, paddle boards and floaties. With over 15 years of experience, we'll create ... More
Private Tour
Party Catamaran Cruise, Snorkel, ATV, and Ziplines
Gear up for a ride on the wild side of this amazing ATV Quad Safari and discover the real Jamaican backcountry. Journey through the rugged dirt trails of a historic estate; ride under a picturesque bridge that connects the mountai... More
Private Tour
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
Free Cancellation
Private Tour
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Adults Only Aruba Catalina Bay Small-Group Snorkel Sunset Sail
We offer assigned seating, only a small group of people on board, very calm waters. Afternoon delight Sailing and Snorkelling Sunset Cruise. We stop at Aruba's most beautiful lagoon, Catalina bay. This is where the water is cr... More
Private Tour
Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico
Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the Caribbean Sea. Great for birthdays and any special private event. Come experience first class service by our professional and frie... More
Private Tour
Aruba Afternoon Snorkel Sail aboard Palm Pleasure Catamaran
Experience Aruba's magical marine life as you set sail aboard a spacious catamaran and snorkel at two spectacular locations. A friendly crew will take you snorkeling around the historical Antilla shipwreck, the largest and most fa... More
Private Tour
St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres - Ritz-Carlton
Step aboard our luxury 53 foot catamaran for an evening escape to the island of St. John. This popular sail departs directly from The Ritz-Carlton Resort’s beach, and begins with cocktails and appetizers while underway to St. Jo... More
Private Tour
Private St Lucia Full Day Snorkeling Charter for Up to 15 Guests
Hop aboard one of our catamarans for an exciting full day of snorkeling. Choose from a variety of different snorkeling sites offered along the West Coast of St. Lucia. Enjoy some history of the locations from your knowledgeable gu... More
Private Tour
Exclusive Private Sailing Tour in Beautiful Curacao
Make maximum memories with Maxie Sailing! We're all about giving you the best private charter experience in Curacao. Our mission is to show you the absolute beauty our island has to offer in a crowd-free atmosphere. With our keen... More
Private Tour
The Original Eco Tour Full-Day Around the Island of Sint Maarten
Enjoy a full day sailing aboard Too Rhum Punch or Quality Time our friendly comfortable and Fun Catamaran around the island of Sint Maarten / St Martin. This tour offers a stop at the best 2 snorkeling venues  in the French Natu... More
Private Tour
San Juan Historical Bay Daytime Sailing Tour
Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no stray cats, no crowds, no need to scream . . . we sail sideways, aboard a real racer-cru... More
Private Tour
St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton
This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island out of all other group charters. After checking in at the Ritz-Carlton on St. Thomas, guests board our 55′ catamaran for a tr... More
Private Tour
Catamaran Day Sail / Snorkel / Cruise in St Maarten / St Martin
You will make great memories with us! We offer a relaxed, flexible itinerary perfect for families (bring your kids!), couples and groups. We offer fluent English. We pride ourselves on providing an open, welcoming environment: co... More
Private Tour
VIP San Juan: Snorkeling Tour with Turtles with 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 7, ensuring a personalized and high-quality experience ... More
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
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
Private Tour
Full-Day Tour to Saona Island sailing with Lunch free beverages!
Get to know the famous Saona Island, located in the eastern of the Island and bathed by the waters of the Caribbean Sea, Saona has become the most popular excursion of this destination, in a combination of catamaran and speedboat ... More
Free Cancellation
Private Tour
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