Top Caribbean Cruises & Sailing

At sunset, the Caribbean’s warm breezes complement stunning views. Take in the experience aboard a 54-foot catamaran sailboat complete with appetizers and alcoholic and non-alcoholic beverages when you prebook this cruise. The trip is ideal for families, couples, and groups. Plus, you’ll return to the Marriott's Frenchman's Cove Dock in time for dinner.

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.

Snorkel with sea turtles and unwind on a private beach during this half-day Rose Island boat adventure. Cruise aboard a sleek vessel designed for comfort and perfect photos, whether it’s just you and a partner or a group of up to 20. Swim, snorkel, and soak in the breathtaking beauty of Green Cay and Rose Island. Please note- this is not a private charter.

Easily navigate Turks and Caicos in a 4- or 6-seater golf cart with this one-day rental opportunity. Rather than deal with bulky cars, zip around the island in an open-air golf cart and enjoy the wind on your face. Customize your itinerary to your interests and maximize your time on the islands with your group.

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.

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.

Hop aboard a Can-Am Outlander 450 ATV and experience the best of Nassau during a morning or afternoon tour with a professional local guide. Drive your own ATV and comfortably cruise along the coastline. Learn about the history of the Bahamas and visit historical sites such as Fort Montagu and Fort Charlotte. Then enjoy a beach break to relax and take in the beautiful clear waters.

Cruise along Aruba’s southern coast aboard a graceful schooner. Sip a cool refreshment and relax in one of the boat’s lounges while you take in the sights. You’ll also have the option to take a swim or a guided snorkeling or kayaking excursion in the hidden reef and calm inlets of Aruba’s Spanish Lagoon. As you return to the deck, the aroma of sizzling flavors welcomes you. Your onboard chef will have fresh lunch accompanied by Caribbean music and refreshing hand-crafted cocktails to indulge in as you sail back to shore.

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.

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.

Cruise around Grand Turk in comfort and style with our private gas Club Car Tempo Golf Carts 4 and 6 passengers, the perfect way to explore the island at your own pace. Known for their smooth ride, reliability, and spacious design, our Club Cars are ideal for both sightseeing and beach hopping. Whether you’re traveling solo, with friends, or family, these carts offer the convenience and fun you need for an unforgettable island experience.

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.

Hop aboard Aruba’s ultimate party experience and get ready for a night like no other. This isn’t just a ride; it’s a mobile nightclub complete with a live DJ, a charismatic host, and an entertaining bartender serving unlimited Aruba Ariba cocktails. Dance, sip, and celebrate as you cruise through the hottest nightlife spots, making unforgettable stops at some of Aruba’s trendiest bars and clubs, with convenient hotel pickup and drop-off.

Skip the standard boat tour and enjoy a sail across the turquoise waters of Aruba on this unique morning snorkeling cruise that includes a light brunch, lunch, and an open bar. Set sail aboard a custom-built catamaran and drop anchor at three diving stops to explore marine life and shipwrecks in the crystal-clear waters. Be charmed by Caribbean music and sea breezes as you sip your drink while lounging on the boat—it's perfection in paradise.

Go on an island excursion, and see some of the most popular spots in Aruba on this tour taking off from Oranjestad. Travel the whole island, and see the California Lighthouse, the Ayo Rock Formation, and the Casibari Rock Formations. Visit one of the world’s oldest aloe-vera factories, as well as a 75-year-old, family-run bar. Learn about Aruba’s gold-rush era at the Bushiribana gold mill ruins, and swim in a man-made lagoon at Baby Beach.

A sunlit white-sand cay just 6 miles (10 kilometers) off Curaçao, Klein Curaçao is a must for lovers of sun, sand and snorkeling. Arrive in leisurely style on this comfortable sailing catamaran, with onboard restroom for complete peace of mind. Your package includes a barbecue buffet lunch with drinks from the open bar, and snorkeling gear so you can appreciate the brilliant reef fish and (most likely) turtles too.

Head straight to your hotel after you arrive in St. Lucia in a comfortable, private vehicle with Wi-Fi with this transfer service. Your driver will be waiting for you right at the airport when you land, and a variety of vehicle sizes are available to suit smaller or larger groups.

Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride. Watch the island coastline glide by as the sun sinks toward the horizon. Sip a complimentary rum punch or sparkling wine with your family and friends and listen as your captain points out landmarks like El Morro Fort and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.

Get a taste of local culture and history with this highlights tour of St. Maarten. Ideal for first-timers to the island, enjoy an itinerary that includes monuments, museums, and beaches, as well as opportunities to shop. Learn about St. Maarten directly from your guide as you visit Cole Bay, Topper's Rhum Distillery, and Maho Beach. And don’t worry about getting sore feet when going to each destination, with transportation provided between attractions.

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.

Turn a visit to Culebra into a smooth, all-in-one island escape on this high-speed catamaran day trip from Fajardo. Instead of arranging boats, meals, and beach time separately, cruise out for a full day of snorkeling over coral reefs and relaxing on pristine beaches. Optional round-trip transportation from Old San Juan, Condado, or Isla Verde makes getting there just as easy as the day itself.

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.