Top Caribbean Sailing Tours

Welcome aboard, fellow adventurers, to the breathtaking paradise of the BVI! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered. Experience the thrill of snorkeling in vibrant coral reefs or enjoy leisurely paddleboarding along tranquil shores. Whether you're exploring hidden coves or relaxing on pristine beaches, the possibilities are endless. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed. We will visit the calmest and least busy spots. While we cannot guarantee that we will reach both the Caves and the Indians, we promise some of the best snorkeling and scenery in the whole BVI. Let’s set sail together and create memories that will last a lifetime amidst the unparalleled beauty of the BVI! Rather go for a beach and bar tour ? Please check out our Jost Van Dyke tour https://www.viator.com/tours/Tortola/Jost-Van-Dyke-Day-Sail-Catamaran-Tour-in-the-BVI/d50314-465708P2

This boat is one of a kind, specially designed for underwater research and once part of Jacques Cousteau's legendary fleet. It features an air-conditioned underwater observation deck, providing comfort while you explore the marine world. It’s not just a tour; it’s an extraordinary opportunity to step into a piece of maritime history and experience the ocean as Cousteau himself might have.

Finding a quiet place to swim and snorkel around Bermuda can be difficult without a boat. This catamaran cruise takes you sailing around the island before anchoring in a private cove where you can enjoy the water without the crowds. Along the way, your captain shares stories of Bermuda’s history and local legends to keep you entertained.

Spend some time in Aruba’s spectacular marine environment on this multi-activity catamaran cruise. Sail aboard "The Dolphin" and lounge on the deck of the boat, then dive in and explore the reef and the shipwreck “Antilla” on two snorkel stops. You’ll learn about the local flora, fauna, and history through guided commentary and enjoy a light lunch between activities.

Relax and enjoy the views on this sunset cruise off Aruba’s spectacular coastline. Board a 45-foot (15-meter) catamaran equipped with spacious decks, trampolines for sunbathing, and a large roof for shade. There’s also an open bar on board to add to the island vibe. The catamaran can accommodate up to 42 passengers in total. Bookings over 15 passengers can be done by making multiple bookings.

Enjoy a relaxed half-day sailing and snorkeling experience from Providenciales without the hassle of planning logistics or spending an entire day at sea. Cruise along Grace Bay aboard a catamaran, sipping rum punch as you watch out for dolphins. Anchor at a secluded reef to snorkel using the provided gear, then head ashore to explore pristine beaches and spot native rock iguanas.

Catch the sunset and feel the salt-kissed breeze from Aruba's crystal waters on this evening cruise. Hop aboard a custom built comfortable open-deck catamaran and set sail, taking in views of the coastline and sights such as Eagle Beach, Palm Beach, and the California Lighthouse. Along the way, sip a cocktail, sway to the rhythm of island tunes, and enjoy snacks as you view the setting sun.

Get out onto the water and admire sea life on this sailing tour. In the company of a guide, set out on a catamaran and take in views of Aruba’s beaches as you sail. Suit up in snorkeling equipment and swim in the clear water. Visit the marine sanctuary, Catalina Bay, and the Caribbean's largest shipwreck, Antilla. Enjoy island time with an open bar under a shaded canopy as you sail back to shore after your memorable snorkel experience.

Adventurous outdoor-lovers will enjoy this yachting, sailing, snorkeling, and swimming experience during this 6-hour tour. We'll head to the south of the island to sail on the French and Duch sides taking a few stops for snorkeling, swiming and spotting the planes on the famous Maho Beach. Prepare yourself for a Caribbean buffet lunch and an open bar during this unforgivable experience in Sint Maarten.

Skip the standard boat tour and enjoy a mimosa brunch experience while sailing across Aruba's waters on this group morning snorkellng cruise. Set sail aboard a custom-built catamaran and drop anchor for three diving stops where you can explore marine life and shipwrecks in the clear waters. Well-suited for travelers looking to take a break from land and unwind out at sea.

Set sail on St Thomas' aquamarine waters during this 3-hour sailing excursion from Frenchman's Cove. Step aboard the 54-foot (16-meter) catamaran and meet your friendly captain and crew. Head for the serene waters of Little Buck Island National Wildlife Refuge, where you'll don the provided snorkeling gear and jump in to snorkel among the vibrant marine life. Snacks, pirate tattoos and unlimited drinks from the open bar are included.

Sail aboard a luxury catamaran on this sunset cruise from Aruba. During this evening excursion, enjoy tropical cocktails as the sun dips below the horizon and the stars appear. Cruise up Aruba's stunning coastline and enjoy views of Palm Beach while snacking on complimentary appetizers. Get to know the boat's crew as it entertains you with storytelling, local music, and dancing.

Enjoy both comfort and style as you take in scenic views of Bermuda's coastline on this sunset cruise. Watch the sunset over the water—from a vantage point many travelers miss out on—and relax with a complimentary rum cocktail. As you cruise the pristine waters, listen to entertaining, discussion-style commentary and island music. Feel the warmth of true Bermudian hospitality throughout.

Climb aboard the catamaran "The Phoenix" for a shared half-day sail around the sights of Sint Maarten. Explore the warm Caribbean Sea with ease with the supplied water gear, for a day of swimming, snorkeling, paddleboarding, or relaxing. Indulge in fresh fruit, pound cake, and a freshly prepared lunch alongside refreshing cocktails, beer, and non-alcoholic beverages. Finish the day watching the planes take off as you sail past Maho Beach—a must-do when visiting the island (weather permitting).

Sail along the coast of St. Martin during sunset on this excursion. Enjoy snacks, drinks, and entertainment as you take in the exquisite colors of a Caribbean sunset. Pick a spot on the spacious deck of the boat or upfront in the nets stretching between the two hulls of the catamaran to relax, relish the ride and watch the sun sink below the horizon, ending another beautiful day in paradise.

Enjoy a day out of the water of St. Thomas on this small-group sailing excursion. Spend the morning sailing through the protected waters of the Virgin Islands National Park. Enjoy pristine beaches and look for turtles, sting rays, and tropical fish while snorkeling. Afterwards, visit Caneel Bay, which is only accessible by water. After an onboard lunch, enjoy time at Honeymoon Beach.

Explore the waters around Aruba aboard a 65-foot (20-meter) catamaran, the 'Arusun'. During your cruise, relax on the spacious deck and enjoy hospitality from your friendly captain and first mate. Find a spot in the sun, the shady back end of the boat, or in the nets up front. Enjoy snacks and drinks from the open bar. Stop to snorkel at the Antilla Shipwreck and Catalina Bay using the complimentary snorkel equipment.

ARE YOU READY..!! ADULTS ONLY PARTY cruise, we sail 7 days a week, we can cater for groups of up to 140 persons. Welcome to Party City, Negril's HOT SPOT, LIVE DJ's, Bar, table service restaurant, gift shops and more ALL on the white sands on the FAMOUS 7 MILE BEACH Sail to the Coral Reef for a little snorkeling, get a few pictures of the most beautiful marine fish, then it's off to Rick Cafe, on route we may just spot a few friendly dolphins, they love to play and race the boats... As we dock at Ricks Cafe the land Party carries on, you will have 4 hours of fun with us from you step foot onboard until we drop you back to your awaiting buses, we can't wait to sail with you, whether you are celebrating an event or just chilling with friends and family... we will make your day amazing.... did we mention THE BEST JERK FOOD AROUND all made fresh for your tastebuds to dance to. See you in Jamrock. We also email the night before with reminder of the pick up time

Get a different perspective on Aruba’s coastline by heading out to sea. This sailing experience takes you to beaches and a shipwreck, where you can swim snorkel, swim, paddleboard, or simply soak up the atmosphere. All this activity builds up an appetite, so enjoy an onboard BBQ meal and sip on included alcoholic drinks. Finish off your trip by catching the sunset.

Sail aboard our unique half day cruise, where you will enjoy a fully guided snorkelling tour of the famous Underwater Sculpture Park. Following a buffet lunch and beverages, you will sail to Flamingo Bay to snorkel over a beautiful reef in a protected marine reserve and afterwards, to relax on a soft, white sandy beach. You may get the chance to see diverse marine life such as stingrays, turtles and eels, as you float through the reserve’s crystalline blue waters. On the way back to port, rum punch and other drinks will be served on our open bar. Admission tickets, drinks and lunch are all included in the tour.

Watch the sunset on the deck of a spacious catamaran off Grace Bay while you enjoy a glass of Champagne on this catamaran sightseeing cruise around Providenciales. This 18-and-over tour allows you to enjoy a sunset like no other while rocking gently on the Caribbean waters. Dine on snacks, including fresh conch fritters, provided by a local restaurant while you toast the gorgeous surroundings—it's an ideal option for date night.

Welcome aboard, fellow adventurers, to the breathtaking paradise of Jost! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered.Relax on stunning beaches and enjoy the vibrant atmosphere at the famous Soggy Dollar Bar, where you can sip on the iconic Painkiller cocktail. Please note that you will need to swim ashore to reach the bar—hence the name "Soggy Dollar!" We will also include other stops, such as Sandy Spit and the Bubble Pool, weather permitting, giving you the chance to explore some of the most picturesque areas in the BVI. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed throughout your adventure. Let’s set sail together and create memories that will last a lifetime!

If sailing into the sunset while sipping champagne sounds like your idea of a good time, this St. John sailing experience may be just what you need. With this group cruise, you'll sail from the Westin on St. Johns out into the Pillsbury Sound aboard a 55-foot catamaran, where you'll be served champagne, as the sun sets into the sea.