Top Caribbean Sailing Tours

Step into a fully private ocean experience in Punta Cana designed for travelers who want more than just a tour they want comfort exclusivity and unforgettable moments. From the moment you leave your hotel, everything is taken care of Your private transportation brings you directly to your boat, where your crew welcomes you to a seamless Caribbean escape. Sail along the turquoise coastline of Punta Cana far from crowded group tours and experience the ocean at your own pace Discover vibrant marine life through guided snorkeling Connect with dolphins in a unique and memorable encounter Enjoy stress free VIP hotel pickup and return Relax onboard with drinks ocean views and your own private atmosphere This experience is crafted for families, couples, and groups who value privacy flexibility, and quality service. No crowds No rush Just your people and the Caribbean. This experience is carefully timed to maximize enjoyment while maintaining a smooth and relaxed pace from pickup to return.

This catamaran ("Wasn't Me") cruises between 9-12 knots and faster this enable us to cover more coastal distance undersail and give more time at stops (snorkeling and lunch). Two spacious comfortable washrooms on board. Very attractive charter rates for a catamaran of this size (47'x 24"). Very comfortable soft deck area. Large shaded area in place at all times. Excellent meals catered. Kept in clean and good condition.

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

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.

Your family gets the whole yacht to itself, so the pace is yours. Your experienced captain chooses calm, family-friendly snorkel spots, and your bilingual crew helps kids and first-time snorkelers feel safe and confident in the water. Kid-size snorkel gear and life jackets are on board for ages 1 and up. Between swims, relax on deck with shade, music and refreshments, perfect for little ones, parents and grandparents together.

Set sail on a private catamaran adventure with Puerto Rico Sailing Trips. Launching from the beautiful Puerto del Rey Marina in Fajardo, enjoy a serene exploration of Palomino or Piñeros Islands. With a maximum of six guests, the experience promises a personalized touch, guided by an expert crew including a USCG-licensed captain. Relax onboard while soaking in the Caribbean sun and sampling exceptional culinary offerings. Ideal for intimate gatherings, this tour combines comfort and adventure in a stunning natural setting. - Exclusive catamaran experience with a maximum of six guests for privacy - Expert crew ensures safety and high-quality service throughout the trip - Explore the pristine islands of Palomino and Piñeros, just one hour away - Depart from Puerto del Rey Marina, conveniently located 45 minutes from San Juan

One of the luxury sail catamarans for an amazing day on the water. The Anguilla itinerary will surprise you with its white sand beaches and crystal clear blue waters; a true paradise. This itinerary is great for people who want to escape for a day and relax. Besides relaxation, you will have plenty of time to enjoy the beaches, the island offers great snorkeling and even a cliff jump for the people who dare. IMPORTANT: Please note that this itinerary is only possible in fair weather conditions. In unfavorable weather conditions, the itinerary will be automatically changed to local Sint Maarten tour. A change of itinerary is not subject to a discount or cancellation. Clearance fees are non refundable within 48 hours before departure.

Tropical Time offers a private catamaran experience designed for small groups seeking adventure and relaxation in the stunning waters of St. Maarten. Set sail from Bobby's Marina for a day filled with snorkeling at beautiful spots like Mullet Bay or Baie Longue. After swimming, enjoy a delicious Caribbean buffet lunch onboard, featuring BBQ ribs, chicken, and fresh salads. The open bar keeps refreshments flowing, making your day even more delightful. Perfect for families and friends, this charter can accommodate up to 30 guests and provides a personalized itinerary based on your preferences. - Includes snorkeling gear, lunch, and open bar with various drinks - Family-friendly; ideal for groups up to 30 people

Spend 6 Hours on a comfortable, spacious catamaran tour in St Maarten. You will visit one of the island’s pristine beaches and spend time snorkeling in the crystal-clear Caribbean Sea. Sailing along the south coast is calm, easy and you will enjoy the scenery while relaxing on the trampoline and enjoying a cold beer. You will be passing Maho Beach and be able to catch a plane landing at the airport. Our crew is professional, attentive and will make sure you have the best time. Snorkeling and instruction are provided, perfect for beginners when snorkeling our crew will follow you in the water with the dingy. Water activities: be part of the sailing, lilly pad, noodles, all snorkeling gears. And of course, RELAX and enjoy your time on the water.

Deep Sea fishing draws all anglers, from beginners to professionals, a thrilling adventure awaits. Marlin, wahoo, dorado, tuna, bonito and more all offer sporting action to boast about. Spend an unforgettable voyage off the West Coast, well-beyond the reefs, to the areas of incredible depths where the monster fish dwell as the sea floor drops off past the 3000m mark. Dive into thrilling water adventures, as we set sail for some Deep Sea Fishing. Your experienced crew will guide you to stunning Jamaican marine spots teeming with excitement. Explore vibrant coral reefs perfect for diving! Welcome to an unforgettable aquatic experience. One Love

One last splash before the big day, and nobody on board but your crew. The whole yacht is yours: up to 15 guests, no strangers, no shared boat Your playlist, your rules, on our premium sound system. Swim and snorkel in Aruba’s crystal-clear water at a private stop. Freshly renovated yacht with open decks made for squad photos. Bring your own drinks, or upgrade with catering, bar and decorations (extra cost). Add more hours and turn the day into a sunset send-off.

What sets our tour apart is the complete experience we offer. Beyond premium drinks, a private boat, great music, and sailing along Punta Cana’s stunning coastline, we elevate your adventure with freshly grilled chicken and shrimp skewers served onboard. It’s the perfect combination of Caribbean scenery, delicious food, refreshing drinks, and unforgettable moments—all in one exclusive experience.

this is a very high level tours we have one of the best looking boats in the country, it si an azimut 78, a classic from the 97 modified to modern era, it has 2 bedrooms and 3 floors front and back are places to rest relax or have fun with friends dancing or drinking.

Embark on a privatized cruise aboard SUEDAMA, our new catamaran specially designed for high-end Caribbean trips. Cindy, hostess and cook, and Romain, skipper, have been welcoming their passengers since 2017 for tailor-made privatized cruises to discover the Caribbean Islands. On board, colourful and tasty meals will be prepared by Cindy. During shore stopovers, you can enjoy the restaurants at lunch (plan 2 lunches at your own expense). Our catamaran is equipped with all modern comforts for an exceptional trip: - Air conditioning in each cabin. Electric toilet. Desalination. - Solar panels and generator. Plancha. - Underwater scooter (optional). - Towed buoy (optional). Whether you want to relax or experience an adventure, every detail is thought out to offer you an unforgettable cruise.

3 hr. cruise along the beautiful, rugged coastline of Montego Bay Unlimited, Open Bar & Mixologist 3 Selections of Hors d'oeuvres Jamaican Packaged Snacks Live Onboard DJ WIFI Snorkeling with Gear (Optional) A Relaxing Swim Stop (Optional) Watertoys to include Paddleboards and a Floating Water Lily Mat (Optional) Photographer (Photos sold separately)

Jamaica is an island paradise and one of the best ways to immerse yourself in its serenity is doing so from the topside of a boat. Live it up in a luxurious way when you book this private all-inclusive catamaran experience in Montego Bay. This cruise treats you and your group to hours of relaxation with rum punch and snacks. Sunbathe, swim, or dance to music as you sail around Doctor’s Cave Beach.

Forget the crowded party boats. This is YOUR yacht, YOUR crew, YOUR playlist, with nobody else on board but the people you came to celebrate with. The whole yacht is yours: up to 15 guests, zero strangers Crank up your playlist on our premium sound system and dance on deck Jump off the boat into Aruba’s crystal-clear water at a private swim stop Freshly renovated yacht with shaded lounges and open-air decks made for photos Bring your own drinks, or level up with catering and bar packages (extra cost) Don’t want it to end? Add more hours and keep the party going into sunset

Experience the ultimate Caribbean adventure aboard the Punta Cana Cruise Experience! Enjoy an unforgettable combination of snorkeling, swimming in crystal-clear waters, visiting a beautiful natural sandbar, and cruising along the stunning coastline. Dance to lively music, enjoy refreshing drinks from our open bar, and have fun with our onboard water slide. Whether you're celebrating a birthday, enjoying Spring Break, planning a bachelor or bachelorette party, or simply looking for an exciting day in paradise, our professional crew is dedicated to making your experience safe, enjoyable, and memorable. Book your adventure today and discover why the best Caribbean memories are made on the water!