Top Caribbean Sailing Tours

To end a perfect day, join this tour aboard a classic schooner in Grand Anse Bay, Grenada, where you’ll sip champagne as the sun sets. This group tour keeps costs down while offering beautiful sunset views, a glass of bubbles, an open bar, and freshly prepared antipasti. Note that a weight limit of 270 pounds applies for safety.

(Semi private) We are the only cruise that sails early to avoid the crowds of commercial tours. That’s our niche! Che’s snorkel focused trip has a laid back, personal feel. customized to suit you with only 10 guests. #1 snorkel tour, Check out our reviews! The coral reef is home to the famous sea turtles, tropical fish, rays and shipwrecks! The certified pirate crew will safely guide you into the underwater world before enjoying a scenic sail along the luxurious west coast. We offer eco friendly 3h cruises at the best price. Our local owned boat has premium snorkeling gear, life jackets, relaxing music, complimentary snacks & authentic rum punch :) Free transportation included from most hotels & air bnb in our pickup zone, or you can meet us at the beach. Free bonus underwater photos if conditions allow *read full information details *If our trip is fully sold out please WhatsApp us, we can reopen unconfirmed slots. We also offer private charters at 11am and sunset.

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.

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

Come enjoy a relaxing Halfday snorkeling trip with us as we cruise along the west coast of Grenada to make our way to the iconic underwater sculpture for a guided tour then over to flamingo bay to see the beautiful corals and reefs. All while enjoying the open bar on board!

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!

Visit Saona Island, an idyllic speck of sand and palm trees in the blue Caribbean, during a full-day tour from Punta Cana. Board a small speedboat for the thrilling ride out to the island, including a stop at a natural swimming pool where you can see starfish. Upon reaching Saona Island, spend the day exploring; stroll along the beach, relax in the white sand and swim in the azure waters. Sip drinks from the open bar and enjoy a buffet lunch of traditional Dominican fare. Round-trip transportation from Punta Cana is included.

End another day in tropical paradise in perfection on this sunset cruise. Hop on board your trimaran vessel late in the afternoon, just in time to set sail as the sun sinks beneath the horizon. You’ll be served snacks and drinks to enjoy as you admire the views. This is a chilled out small-group activity that’s ideal for couples.

Maximize your chances of spotting green sea turtles from the shore in Puerto Rico with a snorkeling tour at Escambrón Beach. With provided snorkeling equipment and instruction from your guide, you can feel comfortable in the water while exploring the reef in search of turtles, tropical fish, and other marine life.

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.

*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 adventure aboard our luxury catamaran! Experience the stunning beauty of the coastline, crystal-clear waters, and vibrant marine life on this exclusive catamaran cruise. Perfect for families, couples, and groups looking for a mix of relaxation and adventure.

Combine sailing and sunset in one excursion—and enjoy views of St. Thomas you can’t get on land—on this day’s end sunset cruise. Board your catamaran at The Westin St. Thomas Beach Resort & Spa and set sail along the coast. Sip on included alcoholic beverages while soaking up the views and the sunset.

Go sailing and watch the sunset on a cruise from San Juan. Get great photo ops of Puerto Rico’s coastline and enjoy a comfortable sail on the Caribbean Sea. Your captain shares commentary about the region and provides complimentary drinks for your group of no more than six people.

Sail into the sunset on your own private cruise by booking this excursion on the Frances Anne for private groups of up to six people. You’ll have the option to jump into the water for a bit of swimming and snorkeling, though you may want to stay on board, where a charcuterie board and alcohol and soft drinks will be served.

Let the Party begin... This is strictly an ADULTS ONLY CRUISE From the time we pick you up we are ready to take in Jamaica, first a little shopping for any trinkets you may need, then it off to the 7 Mile beach where the DJ is waiting for you, soak up some rays before boarding your Catamaran, our HYPE MAN is ready to spin you in a dancing frenzy as we jam to Dancehall, Reggae and Soca, and so much more, pick up some new dance moves along the way. As we sail for the Coral Reef, for any guests that want to snorkel and take an ocean dip, while sipping on a chilled Rum Punch. Then just like that we're off to the Caribbeans ONE and ONLY Ricks Cafe, where to party gets LIT, our glass bottom boat with take you to land, perfect for any non-swimmers, there's a pool, a sandpit, bar and restaurant for your convenience. Watch as the cliff jumpers do the do, then as the golden hour approaches its back on you Catamaran sailing on the Sunset back to your buses.

Spend about 6.5 hours sailing, snorkeling, eating, and drinking with this cruise from St. John. You'll start with an on-board continental breakfast, followed by a snorkel stop at a coral reef. Then it's off to a floating taco bar, Lime Out, for lunch, followed by a full open bar on the catamaran after snorkeling and more snorkeling before you head home. Weather conditions determine if sailing is an option.

End your week in Curacao with a relaxing sunset sail from Willemstad. Board your catamaran and sail into the sunset, while you much on light snacks and sip on provided beverages. Take in the sights of the island as you cruise up the east coast, Caracas and Fuik bays, and around the waterfront of Spanish Water.

Imagine a blissful snorkel stop in the crystal-clear waters in Turks & Caicos aboard a luxury catamaran. As the catamaran gently glides over the turquoise waters, you're surrounded by the breathtaking beauty of the Caribbean. The boat is spacious and equipped with comfortable seating, perfect for lounging in the sun or taking in the panoramic views of the coastline. The crew anchors in a prime snorkeling location, where the water is calm and inviting, with vibrant coral reefs just beneath the surface. The boat offers all the premium snorkeling gear you need, from masks to fins, allowing you to effortlessly slip into the water and explore a vibrant underwater world. Schools of tropical fish swim around you, while rays and sea turtles occasionally appear in the distance, making it a magical experience. After snorkeling, relax with a refreshing drink from the open bar. Enjoy a tropical cocktail, ice-cold beer, or a refreshing mocktail.. the bar has something for everyone!

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.

Encounter the amazing beauty of Curacao’s West Coast on this sailing adventure. Hope aboard a comfortable catamaran and relax as your crew ferries you to two mostly unvisited beaches. Take the chance to sunbathe, snorkel and swim while the crew provides you with a delicious lunch. With the premium bar opened from around midday, enjoy a variety of beverages as you take in your magnificent surroundings.

Sail to Isla Icacos on this full-day cruise from Fajardo aboard a modern 51 ft. sailing catamaran. Relax and enjoy the scenery as you travel, then snorkel among reefs teeming with tropical fish and spend time on the beach. Midday, enjoy a sandwich buffet lunch with beverages included. Hotel pickup and drop-off from San Juan, Condado, and Isla Verde areas are provided for convenience.

Parasail 500 feet (150 meters) above the coast of Punta Cana, then go snorkeling off a party boat during this thrilling excursion. Don a safety harness and ascend into the sky, getting panoramic views of the spectacular Dominican coastline. Then, board a catamaran and set sail for a local snorkeling spot, diving in to swim with tropical fish among coral reefs. Sip drinks from the onboard open bar and stop at a natural swimming pool for a relaxing dip in the warm water. All equipment, snacks, drinks, and round-trip transportation from Punta Cana are included.

Spend a day sailing and snorkeling with just five other passengers with this full-day sailing and snorkeling experience. You’ll set sail in the morning and head out to some of the USVI's prettiest spots for swimming and snorkeling, with a stop for lunch along the way. While locations may vary, the crew will do their best to ensure you beat the big cruise ship crowds.

Take in stunning views of the Caribbean with this luxurious half-day cruise in Barbados. You won't have to worry about a drink tab—an open bar comes with your package. Relax aboard a double-decker pontoon boat for unobstructed views of the water. Unlike more crowded options, this cruise offers a small-group setting.