Top Caribbean Cruises & Sailing

Immerse yourself in Bermuda's underwater world without getting wet during this 1.5-hour glass-bottom boat cruise. Relax in a comfortable vessel, peering through the boat's glass bottom at the marine activity while listening to your crew's informative commentary. See the seagrass beds where turtles find their lunch, the bustling coral reefs, and the shipwreck of the HMS Vixen.

End another great day in paradise with a relaxing sail on the Caribbean Sea just as the sun is setting. Board your vessel and choose a spot on the spacious catamaran to take in the scenic views. Enjoy a drink from the open bar as well as a selection of finger foods while you sail and watch the sky turn from blue to hues of yellows, oranges, and pinks.

Watch the sunset and enjoy a buffet dinner aboard a catamaran on this evening cruise from Nassau. Take in the views of Paradise Island Harbor, the Atlantis, and the Bahamian 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.

Gather your courage and embark on a nighttime cruise into the notorious Bermuda Triangle. During this 1.5-hour adventure, listen to tales of the mysteries and disappearances of people in ships in this section of ocean from your experienced captain. Sip a signature Rum Swizzle to calm your nerves, then marvel as the floodlights are switched on and the undersea world appears under the glass bottom of the boat.

Explore the waters of Bermuda on this 3-hour cruise aboard a catamaran. Sail through the island's aquamarine waters to a quiet spot on the Great Sound, then decide how you want to spend your time. Relax on the boat with a complimentary rum cocktail or soft drink, or take to the water on a kayak, a paddleboard, or with snorkeling gear. Pick your own activity to suit your needs.

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.

Sail the waters off Aruba in a 40-foot (12-meter) trimaran on this afternoon tour departing from Palm Beach. Explore the underwater world of coral and tropical fish using the provided snorkel equipment. Learn about the marine environment from the captain and crew as you sip drinks from the open bar and dig into a sandwich lunch.

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.

Admire the white-sand beaches and tropical scenery of Barbados from the water on a catamaran tour that takes you to some epic snorkel spots. With numbers limited to 12 people, there’s plenty of room to relax on deck and enjoy a Bajan buffet lunch and an open bar featuring soft and alcoholic drinks. Hotel pickup is included for added convenience.

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.

Watch the sunset and dine on Creole fare aboard a catamaran during this excursion from St. Maarten. Sip drinks from the open bar and munch on complimentary appetizers while the sun sinks below the horizon. Once twilight falls, enjoy a buffet-style Creole dinner, followed by dessert and Caribbean rum. Hit the dance floor to island beats while the boat sails back to the marina.

Enjoy a new perspective on Old San Juan—and soak up Caribbean breezes and sunset views—aboard this evening boat tour. Following pickup at select local hotels, hop aboard the boat and find a comfortable seat on the deck. Then, spy highlights like Paseo De La Princesa, La Fortaleza, the San Juan City Walls, and more, all while the sun goes down. Light refreshments and alcoholic drinks are available on board.

Explore the pristine beauty of Culebra Island on this full-day guided tour. After a scenic ferry ride, enjoy a minibus tour around town before embarking on an exciting snorkeling adventure in the Luis Peña Marine Reserve, where you’ll swim with sea turtles and explore vibrant coral reefs. Finish your day at the world-famous Flamenco Beach, relaxing on its white sands. Enjoy guided kayaking, snorkeling, and eco-friendly experiences with an expert guide.

Swap the crowded boat tours for a chance to watch the tropical Aruban sunset from aboard a spacious and comfortable 40-foot (12-meter) trimaran departing from Palm Beach. As well as uninterrupted views of the sparkling Caribbean Sea, this happy hour sunset cruise includes an open bar and free-flowing appetizers.

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.

Be amazed by the sea turtles on this swimming and snorkeling tour from Willemstad. Venture off by air-conditioned bus to Turtle Beach, where you can admire these majestic creatures without touching or feeding, maintaining their natural environment. The turtles come right up to the beach, so you'll be swimming and snorkeling in low water.

Be sure to come hungry for this dinner cruise that’s strategically timed so you enjoy the Charlotte Amalie harbor lights and sunset. Get comfortable aboard the 54-foot (16-meter) catamaran as you sail through the harbor, sipping a drink from the open bar. Dinner includes options for all preferences, including tacos on Tuesdays and barbecue on Wednesdays, Fridays, and Saturdays. Dietary restrictions can be accommodated with advance notice.

Some sailing excursions in Barbados can be crowded experiences; avoid that uncomfortable feeling on this catamaran cruise, which sails with just a small number of passengers. After jumping into the water to swim and snorkel, enjoy the open bar, snacks, and Bajan buffet lunch as you cruise the coastline.

Skip the standard boat tour and enjoy a mimosa brunch experience while sailing across the turquoise waters of Aruba on this unique morning snorkeling 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 crystal-clear waters. Be charmed by Caribbean music and sea breezes as you sip your mimosa while lounging on the boat—it's perfection in paradise.

Exploring Bermuda's coastline can be tricky without a boat of your own, but this evening cruise keeps things simple. Head out onto the water to enjoy the sunset from a unique vantage point aboard a 50-foot (15-meter) catamaran, then return to land with plenty of time to enjoy the rest of your evening. While onboard, sip on classic Bermudian rum cocktails and enjoy the sounds of island music—a truly relaxing experience in paradise.

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.

Visit three Grand Cayman attractions on this tour to Stingray City, the Coral Garden, and a location where you can snorkel with starfish. You'll have the chance to swim near stingrays in their natural environment and enjoy the clear Caribbean waters of the Cayman Islands. Snorkeling gear and transportation from the cruise terminal and hotels in George Town and the Seven Mile Beach area are provided.