Top Caribbean Sailing Tours - page 16

The buffet lunch in front of the sea, the smiles of the team and the good vibe will make this day in your heart. Come and enjoy a day of relaxation, fun and natural beauty, on the magical Catalina Island!

The water in Jamaica's luminous lagoon is full of millions of dinoflagellates which are a type of algae or marine plankton. At nighttime, these microscopic organisms start to glow when they are disturbed. This outlines objects moving in the water such as boats, fish, and yes even people.

What sets your Saona tour apart is the perfect balance of exclusivity, comfort, and authentic Caribbean vibes. Departing from Bayahibe, we offer smaller groups, personalized service, and a premium atmosphere. Guests enjoy longer stops at the Natural Pool of Palmilla and pristine beaches of Isla Saona, avoiding crowded areas. Your professional crew, quality drinks, fresh food, and curated music create a unique onboard experience. It’s not just a tour it’s a luxury escape where every detail is designed to deliver unforgettable moments in paradise.

What makes our Saona Island tour different is the perfect balance between relaxation, adventure, and authentic Dominican charm. Unlike standard excursions, we combine speedboat and catamaran so you experience both the thrill of a fast ride and the fun atmosphere of music and entertainment on the way back. Our tour includes a delicious Dominican buffet right on the beach, plenty of free time to enjoy the island at your own pace, and a stop at the famous Natural Pool, one of the Caribbean’s most iconic spots. With personalized attention, comfort, and a lively atmosphere, we make sure your day in Saona is not just a trip, but an unforgettable experience worth sharing.

Discover BVI’s legendary Anne Bonny—a classic 60ft sailing yacht with pirate soul! Our Wednesday shared group land and sea adventure explores the fabulous Island of Jost Van Dyke. Beginning with a leisurely cruise to Little Jost our first stop is at Diamond Reef where you can swim/snorkel and explore before lunch onboard at our second stop Great Harbour on the main Island of Jost Van Dyke. After lunch you will be delivered to shore where a land Safari will take you to White Bay and a quick stop at the iconic Soggy Dollar Bar. All-inclusive: snorkel gear, open bar (mimosas, rum punch), fresh lunch, safari bus. Our expert crew tailors every Wednesday's shared adventure to weather & guest vibes. Intimate groups, flexible fun—perfect for couples, friend groups & solos (12+). Book now & live the BVI dream! ⛵

Get ready for the ultimate adventure in Montego Bay with our ATV and Party Boat Combo Tour! Start your day revving through rugged trails and scenic views on an exciting ATV ride, then cool off aboard our vibrant party boat. Sip on refreshing drinks, enjoy tasty snacks, and dive into the crystal-clear Caribbean waters for an unforgettable snorkeling experience. It’s the perfect mix of adrenaline, relaxation, and island vibes—all in one tour. Whether you're with friends, a partner, or traveling solo, this experience will be the highlight of your trip. Book now and turn your vacation into a real adventure!

Set sail on an unforgettable private sailing charter aboard the luxurious 50’ Beneteau yacht, Antillean, in the stunning waters of the U.S. Virgin Islands. Ideal for small groups and intimate getaways, this charter offers customizable itineraries for day sails or overnight adventures. Experience snorkeling, local cuisine, and breathtaking views while the dedicated crew ensures a seamless journey. Choose from half-day, full-day, or multi-day options to suit your desires and explore secluded beaches and vibrant island culture at your own pace. - Tailored sailing experiences for up to 12 guests - Includes snorkeling gear, snacks, and beverages - Flexible itineraries for day sails or overnight trips - Dedicated crew ensures a memorable adventure

This adventure offers a truly unique experience by putting you in control of your very own speedboat, allowing you to feel the adrenaline as you navigate the crystal-clear waters of Punta Cana at your own pace. You’ll also enjoy an exclusive snorkeling experience at a coral reef, surrounded by colorful fish and incredible marine life. Additionally, you’ll make a stop at a natural pool, a serene spot in the heart of the Caribbean, where you can relax while taking in panoramic views and enjoying refreshments. With small group sizes and personalized attention, we ensure a more intimate, safe, and exciting experience. This isn’t just a boat ride – it’s the perfect blend of speed, nature, and relaxation that you won’t want to miss!

Embark on an unforgettable 3-day journey through the heart of the Dominican Republic, an adventure designed for those who crave more than just the ordinary. This ultimate tour seamlessly blends the island's breathtaking natural wonders with its rich, vibrant history and culture, offering an authentic and exhilarating experience. From the moment you begin, you'll be captivated by lush, untamed landscapes, discovering hidden waterfalls and winding rivers nestled within dense tropical forests. Feel the thrill of adventure as you hike through scenic trails, revealing panoramic vistas that stretch from verdant mountains to the sparkling Caribbean Sea. Whether you're a nature enthusiast, a history buff, or simply seeking an immersive escape, this 3-day tour promises unparalleled memories and a true taste of the Dominican spirit. All logistics, from comfortable transportation to expert guiding, are handled, allowing you to relax and fully embrace every moment of your Dominican Adventure."

What sets our Speed Boat and Snorkeling activity apart is the combination of thrilling adventure and the chance to explore the vibrant marine life of Punta Cana in a unique way. Unlike traditional boat tours, you'll take control of your own two-person speed boat, giving you the freedom to cruise through the crystal-clear waters at your own pace. Our experienced, bilingual guides will lead you to the best snorkeling spots, where you’ll swim among colorful coral reefs and tropical fish

Experience the ultimate adventure and relaxation combo with our Catamaran Booze Cruise and Parasailing package in Punta Cana! This action-packed excursion offers an unforgettable day on the stunning Caribbean Sea, combining thrilling water sports with a luxurious catamaran cruise. Experience the stunning Caribbean Sea from multiple perspectives, from soaring high above the water during parasailing to exploring vibrant coral reefs while snorkeling. With unlimited drinks from the open bar, delicious snacks, and all necessary safety equipment provided, this tour ensures a hassle-free and enjoyable experience for all guests. Our experienced and attentive crew is dedicated to your safety and enjoyment, providing expert guidance and top-notch service throughout the excursion.

During your cruise, stop at famous diving spots and watch one of the island's stunning sunsets sink below the horizon while enjoying another drink or two from the bar, then dance to reggae music as the boat cruises back to the marina before you return to your hotel via bus.

Discover the underwater beauty of Bonaire with our all-exclusive 4-hour snorkeling tour, specially curated for solo travellers, couples and small groups staying on Bonaire. Whether you are a local or visiting the island as guest, this truly luxury cruise is not to be missed! Step aboard our brand-new, spacious catamaran. All equipment fully operational on solar power, for the most eco-friendly catamaran tour along the breathtaking coastlines of this Caribbean paradise. Throughout the tour, our guests will be treated to the culinary highlights for which Bonaire is known. Freshly prepared from the open kitchen on board. A refreshing cocktail is, of course, included to complete your Caribbean experience. This tour is perfect for both young and old, offering an unforgettable experience. We will make two stops for guided snorkeling sessions where you can explore Bonaire's rich underwater world.

There is no better way to end a day in Antigua than from the deck of a sailboat, rum punch in hand, watching the Caribbean sun melt into the horizon. Our Private Sunset Sailing Charter departs Jolly Harbour at 2:30pm aboard our classic 51' Beneteau Oceanis — just your group, our experienced crew, and four hours of pure golden-hour magic. Sail along Antigua's stunning west coast as the sky transforms into shades of orange, pink and gold. Swim in the warm Caribbean Sea, sip our famous homemade rum punch, and let the trade winds carry you into the most beautiful evening of your trip. Every charter is tailored to your group — you set the pace, we handle everything else. With just your group on board — up to 8 guests — this is a completely private experience. No strangers, no crowds, no rush. Just your perfect Antigua sunset. Itinerary customized to your group's preferences and sea conditions.

No crowds, no waiting, no stress! Make the most of your precious time in Curacao with a private, all-inclusive shore excursion designed around your cruise schedule. Enjoy this luxury sailing & culinary lunch experience including roundtrip transfers from the cruise dock. After a 25 min transfer to our marina at Santa Barbara, you'll step aboard your private 48-ft sailing yacht and enjoy a relaxed day exploring the beautiful Spanish Waters, Caribbean coastline and secluded Fuik Bay. Swim, snorkel, float in the crystal-clear water or simply relax on deck while enjoying delicious food, premium drinks and genuine Caribbean hospitality. Your yacht is reserved exclusively for your group and personally hosted by us, Norbert & Hilde, owners and crew of Maxie Sailing Curacao. All food, drinks, transfers, fuel, taxes and onboard amenities are included, with no hidden costs or mandatory extras. With a perfectly timed return to your ship, all you need to do is step aboard and enjoy.

Head into Jamaica’s countryside on this ATV rastasafari, where your guide will take you to places you wouldn’t be able to access on your own. This is a group tour, so you might make a few new friends while you explore the Jamaican country life, too. You’ll drive through the mountains, past rivers, and have the chance to swim in a natural mineral pool. During your cruise, stop at famous Rick's Cafe, the prime spot to watch one of the island's stunning sunsets. Opened in the 1970s, Rick's was one of Negril's first restaurants and boasts a 35-foot (11-meter) cliff that locals and adventurous visitors like to use as a diving board, splashing into the aqua Caribbean waters below. Watch the sun sink below the horizon while enjoying another drink or two from the bar. Your horseback tour take you through the scenic countryside, passing the tranquil farmlands. As you and your new friend stroll along.

This pilgrimage has been specifically designed for Reggae enthusiasts and hardcore Bob Marley fans, who would like to visit the "Graceland" of Reggae. Discover Jamaica's world famous Dunn's River Falls on the picturesque North Coast to Ocho Rios, where you visit Jamaica's world famous Dunn's River Falls; a cascading waterfall which flows into the Caribbean sea. Climb the 600' waterfall and bask in its refreshing natural pools or sunbath on the nearby beach. The Luminous Lagoon, located in the parish of Trelawny. Learn about why the lagoon glows as you cruise to the center of the lagoon, which is less than 5 feet (1.5 meters) deep, and enjoy a complimentary beverage. Sections of the Blue Hole are very deep, which makes it excellent for divers and thrill seekers. Swim in the pools, Swing on the Tarzan rope, explore small caves, Cliff jump and more. Enter the refreshing water to begin your exciting river tubing journey downstream to the midway stop under the giant bamboo tree.

Enjoy an intimate trip along the coast of Bavaria. Discover all the attractions of the area, from the reef to the natural pools. Everything you need to enjoy the Bavarian landscape quietly on your totally private luxury yacht.

Transfer to an ATV, the perfect vehicle with which to explore the Jamaican backcountry. Steer your ATV down the rugged trails of a historic estate and conquer the mountain terrain, including the panoramic views at Reading Heights. Our horseback ride and swim tour is for the adventurous who are intrigued by spending time riding along the countryside and splashing in the ocean with a friendly horse. The horseback adventure will take you on a scenic journey in the countryside and in the Caribbean Sea. A truly fun and memorable equestrian experience for the whole family! As you board one of the most comfortable sailing catamarans in Jamaica, there is no doubt that the party has started with lively music to get you in the island mood. Let the ever-changing melody of the music energize you.

Where golden skies meet calm seas — sunset cruising along the south side of St. Maarten on our luxury sailing catamaran, Mojito.

Discover the vibrant underwater world of Punta Cana on this exciting catamaran tour. Starting from the scenic Bibijagua beach, guests are welcomed into your Nautical Lounge before embarking on a 15-minute boat ride to stunning coral reefs. Dive into 45 minutes of snorkeling, where colorful aquatic life awaits. After snorkeling, enjoy the famous Dominican cocktail, Mamajuana, and dance to lively music as your staff ensures a memorable experience. The tour culminates in a natural pool with shallow turquoise waters, perfect for relaxation and fun. - 3-hour tour including snorkeling and beach party - Open bar with cocktails, beer, and snacks after snorkeling - Music, animation, and entertainment throughout - Comfortable boat equipped with restrooms and shaded areas

What truly makes this experience unique is the perfect blend of luxury, authenticity, and freedom to enjoy the ocean your way Unlike standard group tours, this is a private, curated experience—giving you a more personal, relaxed atmosphere with attentive service throughout. You’re not just on a boat ride; you’re enjoying a floating beach club experience designed for comfort and enjoyment. Our freshly prepared Bajan-style lunch offers an authentic taste of the Caribbean, served onboard while you take in stunning coastal views—something you simply can’t replicate on lan The addition of music and our signature floating bed creates a one-of experience for relaxation. Plus, the flexibility of the cruise allows you to explore multiple beautiful spots along the way—whether you want to snorkel, swim, sightsee, or simply relax, the experience is tailored to your pace. It’s the combination of great food, beautiful scenery, personalized service.

Exclusive & Private – Enjoy the entire power catamaran just for your group of up to 6. Ideal for couples, families, or friends looking for a personalized island escape. Power & Comfort Combined – Cruise across the Caribbean Sea in style. The power catamaran offers both speed and stability, maximizing your time in Nevis. Snorkeling Adventure – All snorkeling gear provided for exploring vibrant marine life in tropical waters. Light Fishing Fun – Try your luck with included light-fishing gear—great for casual anglers or first-timers. Beach Time in Nevis – Relax or swim at one of Nevis’ stunning beaches, handpicked by your captain. Flexible Dining Options – Onshore Lunch: Enjoy a delicious meal at one of the captain’s recommended restaurants on Nevis (cost on own). Onboard Platters: Pre-order food or snack platters to enjoy onboard (available at additional cost). 5-Hour Experience – A perfect blend of sea, sun, and island discovery with scenic cruising between St. Kitts and Nevis.

Unique opportunity of Sailing and cruising in the Punta Cana and Cape Engaño crystal clear shallow waters, with 2 nets to relax that will be your private hammocks while our crew pamper you with cocktails in your hands, shade areas, Snorkeling in a natural reserve and anchor in a lovely Sand Bar with waist deep water to chill out with our exclusive floating bar, paddleboard, music and a lot of fun.