Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 339 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 4St. 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
Chill and Grill Catamaran Tour in Bonaire
With our Catamaran, we will sail along the beautiful coast of Bonaire and Klein Bonaire. We will stop for our first snorkel experience somewhere in the Bonaire Marine Park, our professional guide will lead you into the water to di... More
Private Tour
Aruba Sunset Sail — Dinner Cruise with Open Bar by Catamaran
Included in this three (3) hour sail is a dinner buffet with appetizers, mains and dessert buffet and an open bar with sparkling wine (welcome drink), house wine, cocktail menu, local beer and soda's & juices.... 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
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
Half Day Private Sail and Snorkel Trip to St John
Sail with Liberty guests experience real sailing on our spacious, private catamaran. We sail you to the St John National Park for spectacular snorkeling and beachcombing, followed by snacks, drinks, then more sailing. Captain Ryan... More
Private Tour
Restless 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
Private Tour
Adults Only Catalina Bay Small Group Snorkel & Sunset Sail
We offer exclusivity and assigned seating, only a small group of people on board, very calm waters. Adults Only On Monday's Afternoon delight Sailing and Snorkelling Sunset Cruise. We stop at Aruba's most beautiful lagoon, Cat... More
Private Tour
Punta Cana Exclusive Adults-Only Snorkel with Food and Drinks
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
Private Tour
Luxury Catamaran Private Charter in St. Maarten/St. Martin
Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the luxuries for a comfortable, safe, and sustainable cruising experience. Thi... More
Private Tour
Private Full-Day Catamaran Sailing Charter in St Maarten
Experience some of the finest sailing, swimming and snorkeling in the turquoise waters of St. Maarten. We can alter our trips to meet your needs, that is what we are all about - flexibility. Please discuss your needs with us. We a... More
Private Tour
Private Sailing Catamaran Day Charter
If you are looking for a curated, private sailing experience, our goal is to not only meet, but to exceed your expectations. We will welcome you aboard with fresh fruit & muffins to discuss the days itinerary and to plan the day o... More
Private Tour
San Juan Bay Day Sail with Drinks Included
Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation. Take in the panoramic views on this pleasure sightseeing tour of San Juan Ba... More
Private Tour
Full-Day Sailing and Snorkeling Excursion to Les Saintes
Embark on a unique adventure that combines sailing and snorkeling in one of Guadeloupe’s must-see destinations: the archipelago of Les Saintes. With a small group of up to 9 people, this excursion departing from the Rivière-Sen... More
Private Tour
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
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
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
Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This trip is limited to only 12 guests. A light continental Breakfast and a full open bar w/bottomless... More
Private Tour
Full Day Private Charter on Luxury Catamaran Sailing.
Swim with sea turtles and snorkel beautiful reefs. See the amazing beaches and Islands while catching some sun on the bean bags on top of the trampolines. You will enjoy the smooth ride of our beautiful sailing catamaran. You wi... More
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