Top Caribbean Cruises & Sailing

Explore the historic area of Old San Juan on a small-group walking tour. Step back in time, over 500 years, and learn about the island of Puerto Rico from your guide. As you walk, pass by important landmarks while your guide regales you with history and tidbits about the local culture.

Explore the waters around Punta Cana aboard a catamaran on this carefully-curated tour. Spend a half-day (select from morning or afternoon departure to suit your schedule) taking in the coastal scenery around Cabeza de Toro Natural Reserve, then don the provided snorkeling gear to explore the underwater world. You can also try out the boat's slide toboggan or just relax on board and soak up the sun's rays. The boat is limited to 27 guests, leaving space to roam around as you please!

Cruise aboard a fully-equipped catamaran skippered by a courteous crew on a half-day tour from Providenciales. After pickup from your hotel, snack on chips and salsa while sailing along Grace Bay, sipping rum punch and looking for dolphins. The boat sets anchor at a secret snorkeling spot where you can use the provided gear to explore the underwater world and perhaps even spot iguanas. Lunch is also included and your adventure ends when you are dropped back at your hotel.

Join this group for an experience in nature in Puerto Plata, where you’ll visit Taino Bay, Amber Cove, Damajagua Waterfall, and more. Your guide will tell you legends of the area which you wouldn't know on your own. You’ll get to explore each place, with opportunities to swim, jump, and play. You’ll also have lunch, rum, and coke served to keep you energized.

Stray from the beaten path and see a side of Aruba that most first-time visitors miss on a ATV trip to some hidden gems on the northern coast. You’ll reach parts of the island that’re usually inaccessible on your own ATV or UTV, and discover a secret beach that few traditional sightseeing tours visit.

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.

Sail on a pink catamaran and snorkel in a private cove during this 3.5-hour cruise from Bermuda. Listen to engaging tales from your captain as fills you in on the island's history, folklore and trivia. Sail for an hour around the picturesque island, then drop anchor in a private cove to swim and snorkel. Lounge on the boat's deck sipping rum swizzles and eating boat-made chocolate chip cookies. Use of snorkel equipment, stand-up paddleboards and kayak is included. *Please note:  Please note anyone booking a tour during May or June of this year that the Dockyard area will be extremely congested due to the America's Cup. If you are traveling to dockyard you will need to utilize public transportation, private vehicles will not be allowed to enter the Dockyard area. Please allow extra travel time as ferry and bus service will most likely be overloaded. Please note, this tour operates until early November every year.

Swap sunbathing on the beach for a more exciting experience of Aruba. This UTV adventure promises an adventurous and exhilarating ride through the island's rugged desert and coastline. Along the way you'll stop at landmarks including Philip's Animal Garden (the island's largest exotic animal sanctuary), the Alto Vista Chapel and Bushiribana Ruins.

Cruise to Dunn's River Falls aboard a catamaran on this 3.5-hour excursion. Sail to a snorkeling location to swim among live coral reefs and schools of tropical fish. Dig in to a beachside buffet of traditional Jamaican food accompanied by an open bar. At Dunn's River Falls, climb the terraced falls to the top, accompanied by your local guides, for views of the surrounding countryside. Lunch, open bar, snorkel gear and round-trip hotel transportation are included. Not available for clients from Carnival Corporation.

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.

Explore the highlights of Montego Bay in just a few hours on this personalized sightseeing tour, a great choice for a shore excursion or for first-time visitors with limited time. Visit historical sites, the Hip Strip, Margaritaville, or the beach, and customize your itinerary according to personal preference. Plus, round-trip transportation from your hotel or the port in Falmouth is included.

Visit Negril's celebrated 7 Mile Beach and get a chance to go snorkeling and visit famous Rick's Cafe aboard a catamaran cruise with this tour. You'll get round-trip transportation to Negril on an air-conditioned bus, beach time at 7 Mile, and a trip out to sea aboard a catamaran with an open bar and snorkeling equipment.

Discover the historical and cultural highlights of Downtown Nassau, all in one excursion: this small-group walking tour makes it easy to explore. Pick between morning and afternoon departure times, and meet your guide right near the waterfront. You’ll see landmarks like the Queen’s Staircase, Fort Fincastle, and Government House; can enjoy a local chocolate and wine tasting; and can even visit the National Art Gallery of The Bahamas.

Explore the beauty of the United States Virgin Islands with this private boat charter experience. No need to worry about sharing the boat with another party—the trip is exclusively for your group, and the boat can accommodate up to 12 passengers. Visit picturesque islands, go snorkeling, or simply relax on the boat and enjoy the onboard perks such as soda, water and beer on board.

Combine several different adventure activities on a single half-day tour from Punta Cana. Hop on board a powerful all-terrain vehicle, built for the rugged terrain of the Dominican Republic's interior, riding through a forest to a local organic farm. Taste coffee, chocolate, and rum before exploring a local cave and underground river. End up at Macao Beach for a chance to relax and swim before returning to Punta Cana.

You should do this tour if you love adventure. Puerto Plata with its charms invites you to experience the 7 waterfalls of Damajagua (Charcos), discovered just a few years ago and submerged in the beautiful hills of the northern mountain range, this natural monument is part of the system of protected areas of the Dominican Republic. 7 Waterfalls is hidden up in a tropical canyon is a string of waterfalls that you can hike to and slide down, swim under, and jump off on your way back down Jump, swim, and slide down natural waterslides. Buffet , lunch, drinks, safety equipment, and round-trip transportation from the cruise terminal are included. Note: 27waterfalls are close for the moment because don’t have a lot water. We are just doing 7waterfalls excursion.

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.

Set sail on the crystal blue waters surrounding Punta Cana on this small-group experience that's limited to just 16 guests. Swim in a nature reserve, snorkel in the seas and enjoy drinks aboard your comfortable catamaran. Relax in one of the boat's hammocks and let the crew paper you with strong tropical cocktails. Anchor in a sandbar and enjoy beverages from a floating bar as part of this wonderful water experience.

Cruise the west coast of Barbados for a day on a 60-foot (18-meter) catamaran. You’ll make two or three stops where you can dive in and experience life under the sea at premier snorkeling spots, including a shipwreck. Swim among the tropical fish, vibrant corals and possibly turtles and other marine life. Choose between either a three- or five-hour excursion. Unlimited drinks and a light breakfast are included, as well as lunch on the five-hour cruise.

Get a look at tropical marine wildlife underwater from the comfort of a boat during this short, guided, glass-bottom boat cruise. Set off from Bridgetown and head to Carlisle Bay, and watch the turquoise waters for turtles, fish, and rays all swimming together. Look out over the ocean from the upper-deck or watch the ocean from the lower deck.

Venture into the heart of Puerto Rico’s lush El Yunque rainforest during this small-group, half-day excursion from the San Juan area. Following morning pickup directly from your hotel, travel via air-conditioned vehicle into the forest, where you’ll go for a hike through the foliage, and learn more about the wildlife that calls El Yunque home. Next, swim in natural pool, go cliff-diving and rope-swinging if you dare, and admire the waterfalls.

Set sail across the Caribbean on this 1.5-hour cruise from San Juan and enjoy unforgettable views of the Puerto Rican capital. Hop aboard a traditional sailboat and sip complimentary drinks as you cruise along the coast. Keep your camera to hand as you pass landmarks like San Juan Bay Marina and El Morro Fort, and spot dolphins and sea turtles swimming and playing around the boat.

Explore the Bahamian waters on a jet ski during this 30 minute or full hour rental from Nassau. Can accommodate individual riders or couples; hotel and port pickup and drop-off included. 

Forget bus tours and walking tours because on this fun tour you'll ride on horseback. Starting at a beautiful rural ranch you'll head to Uvero Alto Beach, where you can stroll gently or gallop at full tilt, depending on your comfort and experience level. Your guide will assess your experience with horses and advise you accordingly. This is a fun way to experience the coast away from the resorts.