Top Caribbean Cruises & Sailing - page 3

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.

Exploring Aruba’s natural beauty beyond the beaches can be difficult without local knowledge. However, this guided horseback riding adventure offers a relaxed way to explore the island’s scenic trails, countryside, and coastline, with Caribbean Sea views along the way. Your ride is matched to your experience level, and guidance is on hand throughout, so you can trot around the island with confidence.

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.

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.

Take a break from St. Maarten’s beaches and enjoy an active adventure in the rainforest. Ride up to Sentry Hill on the Soualiga Sky Explorer chairlift, admiring the views on the way. Then, fly back down on the world’s steepest zipline—guaranteed to be a thrilling ride. Take time to explore the onsite Emilio Wilson Museum, dedicated to the area's history, too.

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.

Hop aboard the Sceamin' Eagle, a turbo-charged, 750 horsepower jet boat for this thrilling adventure tour. Your captain will take you out into St Thomas Harbor, providing commentary on local history as you prepare yourself for the adventure part of the tour. Expect 180-degree spins, fishtails, and high speeds—and be prepared to get wet.

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.

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.

Finding a snorkeling experience in Turks and Caicos that balances great reef access with comfort can be tricky, but this half-day catamaran tour from Grace Bay makes it easy. Cruise aboard a spacious double-decker catamaran to colorful reefs near Providenciales, with quality snorkel equipment provided so you can explore the underwater scenery with ease.

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.

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.

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.

This is a great choice for first-time visitors to Puerto Plata. Travel between dispersed sites in an air-conditioned vehicle with hotel pickup and learn about the history and culture of Puerto Plata. Highlights include a visit to a rum factory, ocean views at San Felipe Fortress, and an immersive chocolate experience at La Chocolatería Puerto Plata.

Enjoy picture-perfect views on an Aruba sunset cruise followed by our custom seafood dinner at a waterfront restaurant. Set sail aboard a catamaran for a cruise on the Caribbean while you take in the vivid colors of a tropical sunset. Enjoy snacks and an open bar before enjoying our custom dinner served seaside with a glass of wine at the Pelican Nest Restaurant.

Just north of St. Maarten, the stunning island of Anguilla awaits—known for its powdery white-sand beaches, turquoise waters, and relaxed Caribbean charm. Embark on an unforgettable journey aboard our spacious and powerful catamaran, where you’ll experience the very best of Anguilla in comfort and style. With indoors and outdoor seating our catamaran’s stable design and smooth cruising speed of 15-20 knots promise a comfortable ride over gentle Caribbean waves. Highlights include: • World-Famous Beaches – Sink your toes into the soft sands of the many beautiful beach. • Snorkeling and Swimming – Explore Anguilla’s vibrant underwater life with snorkeling gear included. • Full Bar & BBQ Lunch – Enjoy our signature cocktails and a delicious BBQ lunch onboard. Whether you’re seeking relaxation or adventure, our Anguilla Day Charter is your ticket to paradise. Limited spots fill quickly, so book now!

Set sail on a luxury snorkel tour in Aruba, where you’ll enjoy the best of the Caribbean waters aboard the Octopus. This tour offers two unforgettable snorkel stops: the iconic Antilla shipwreck and the vibrant Malmok Reef. Relax in cushioned lounge seating with unobstructed sea views and a full-service open bar, serving cocktails like the famous Aruba Arriba, mimosas, and more. Enjoy fresh appetizers, personalized service, and a high-quality souvenir to remember this incredible experience.

Enjoy a decadent way to toast the sunset on this catamaran sailing tour. Hop onboard and savor heavy appetizers and an open bar featuring wine, champagne, mixed cocktails, PainKillers, and rum punch while taking in the spectacular coastline. Then, grab a glass of champagne to toast the sun as it sets over the Caribbean Sea.

Cover all of Aruba's top attractions on a half-day island tour from Oranjestad. Visit landmarks such as the Bushiribana Gold Mill Ruins, the Casibari rock formations, the California Lighthouse, and the Aloe Vera Factory Museum. Hotel pickup and drop-off included.

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.

Live out your island castaway fantasies as you visit the deserted tropical island of Cayo Icacos from San Juan on this catamaran sailing cruise. Escape the crowds on land and sail into the aquamarine waters of the Caribbean, admiring views of the El Yunque mountains in the distance, before arriving at the nature preserve of Icacos for a leisurely day of swimming, snorkeling, lunch, and rum cocktails.

Suit up and snorkel alongside sea turtles on this half-day guided tour in Curaçao. Experience these creatures up close in the waters at Playa Grandi, or simply relax on the beach and watch the turtles swim from the pier. Then, head to Grote Knip Beach for more swimming and snorkeling before ending at the Flamingo Sanctuary, where you can see the pink birds in their natural habitat.

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.

Adults will enjoy the relaxed pace of this catamaran tour with snorkeling and swimming from Punta Cana. With the boat's capacity capped, the vibe will be sophisticated and intimate. Between snorkeling (using the provided equipment) and swimming, enjoy a seafood lunch and unlimited drinks from the open bar.