Top Caribbean Sailing Tours - page 10

Are you looking for a wedding proposal, anniversary or an unforgettable date, you are in the right place! The boat has plenty of space for a romantic couple. You will experience a private moment with your date or fiancé on a luxury yacht while cruising along the beautiful coast of Bonaire enjoying a glass of champagne.

Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies, our main lunch will be pizza from the Virgin Island’s ONLY floating food boat, PiZZA Pi, VI. We also include an open bar and snorkeling gear for this three-quarter day adventure. After lunch, we sail another beautiful snorkel stop for some additional snorkeling and beach time! This kid-friendly snorkeling tour in the Virgin Islands is perfect for guests of all ages!

Only company with a floating kitchen and large floating bar Coral museum and interpretation center upon arrival Snorkeling area: renowned for having the most vibrant marine life in the region, thanks to our pioneering coral restoration program and underwater structures designed to attract and nurture diverse fish species. We cater to all ages and preferences: adults-only adventures to family-friendly, educational, and laid-back tours. We provide free photos for download from our Facebook page, so you can relive the moments and share them with your loved ones. Our staff is professionally trained, hardworking, and highly motivated, ensuring top-notch service. As founders of one of the three largest coral gardening projects in the Dominican Republic, we are deeply committed to marine conservation, making your visit not only enjoyable but also meaningful.

With this 7-hour Day Trip, you will enjoy the most beautiful sights of the south coast of Grenada onboard our luxury catamaran. The boat is fully equipped to make sure you can fully enjoy your day with us, whether you want an active excursion or a relaxing one. Our skipper is fully qualified and has extensive international work experience as well as years of cruising the Windward Islands. He will make sure that your day is safe as well as enjoyable.

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy all the beauty our island has to offer in the privacy of your own group. Our attentive crew will pamper you with our on-board offer and captivate you with stories and fun facts along the way. All our day charters come with our selection of drinks and snacks, and plenty of activities for you to enjoy such as snorkeling gear, swimming noodles, paddle board and a floating mat (or should I say floating bar)!

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the luxuries for a comfortable, safe, and sustainable cruising experience. This all-inclusive sailing package is a boutique experience complete with your own captain and crew catering to your every need. It's pure luxury every step of the way. From the moment you slip off your sandals and step aboard Freedom’s sprawling teak deck, you’ll be warmly welcomed with a cool scented towel and nibble a decadent handmade chocolate as you head over to one of the luxurious lounge areas to begin a leisurely morning sail. With a sparkling mimosa in hand, you set the vibe while your experienced captain and crew take care of the rest.

Are you and your group seeking a private catamaran experience, tailored to your preferences, without sharing it with other guests? Look no further – our private charter option is your ideal choice! Customization Options Include: 0-2 snorkeling spots Stingray City Starfish Point Step aboard the Buccaneer, a stunning vessel that will be your companion on a captivating 4-hour voyage. Your journey commences with an exploration of the mesmerizing Coral Gardens, one of the Cayman Islands' natural wonders. Here, you'll have the opportunity to snorkel and immerse yourself in the underwater paradise, where vibrant tropical fish and beautiful wild marine life await your discovery. The world-renowned Stingray City, where you can partake in the unique tradition of receiving a kiss from these gentle giants for seven years of good luck. Experience the magic of the Cayman Islands with us, where every moment promises wonder and adventure.

Our tours are unique in that we carry limited numbers (maximum 10 guests) and the experience is personalised, in an uncrowded atmosphere. We also provide all the snorkel and safety equipment for our guests and avoid the crowds as much as possible whilst snorkelling.

100% Customizable! Our private charter experience on Bonaire is unmatched. As the only American yacht operators on the island, we understand the importance of personalized service. At the same time, our goal is to make you feel like you are with old friends, exploring new places! Climb aboard our 43' sailing catamaran to explore Bonaire from above the water & down below! You are in good hands with Captain James, a USCG certified Boat Captain. Set sail for a 4.5 hour tour of Bonaire with stops for swimming/snorkeling. Enjoy a meal and beverages made to your preference sheet. 1/2 Day Tour: Start time: 9:30 a.m. End time: 2:00 p.m. What's Included: - Preferred cocktails, beer, sodas, juice - Snacks & Meal made to your preference sheet - Adult snorkeling equipment (or bring your own) - Towels & reef-safe sunscreen Max 6 passengers. 100% Private tour. Once booked, we will be in contact to fully customize your trip. Let us know how we can make your time aboard as memorable as possible!

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy all the beauty our island has to offer in the privacy of your own group. Our attentive crew will pamper you with our on-board offer and captivate you with stories and fun facts along the way. All our day charters come with our selection of drinks and snacks, and plenty of activities for you to enjoy such as snorkeling gear, swimming noodles, paddle board and a floating mat (or should I say floating bar)!

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs and shipwrecks, paddle around a secluded island, or jump from cliffs into turquoise waters, we’ll shape the day around you. With over 20 years of experience, we’ve been perfecting the art of bespoke charters—knowing when and where to go, how to avoid the crowds, and how to make every moment seamless. From hand-picked anchorages to onboard catering served with care, every detail is handled so you can relax. You won’t find rigid itineraries or crowded decks here—just space, comfort, and the freedom to explore Bermuda at your own pace, with a knowledgeable local crew by your side. Please note that you may bring up to 15 passengers in total, including yourself. All of our charters are private, so it will be just you and your group on board.

On this trip we offer you a sailboat trip experience during 4-hours tour from the coast of Fajardo to one (1) selected Island (Icaco Island or Palomino Island). Customers can swim and enjoy themselves on each island. In some cases, we spend more time in one of the islands, depending on what the customer wants to do.

You are cordially invited to indulge yourself in the privacy and comfort of an Aruba sailing charter! What ever your desires, the crew of the Tropical Sailing will provide you with the memory of a lifetime! This boat charter is private! You are special enough to deserve all of our attention! We sail on your schedule! When you charter with us, we will work with you to provide unsurpassed flexibility and excellent service.

Experience the magic of Jamaica’s Luminous Lagoon on this breathtaking night-time tour. Cruise across glowing waters illuminated by bioluminescent microorganisms, and take a dip in the surreal, glowing waters. Enjoy drinks, music, and local "liming" as you soak in the natural beauty of this unique Caribbean wonder.

Experience the best of Saona Island and find out why this is the most popular island in the Dominican Republic. Save time by getting there on a speedboat. Tour the coast and admire the beautiful views. Cool off with a swim at a natural pool and check out the starfish. Spend more than two hours on the island's beaches before returning by catamaran with an open bar on board.

Toast your trip to the Dominican Republic on board a party boat. This catamaran cruise takes you and a crowd of revelers along Punta Cana's gorgeous coastline while the alcohol is free-flowing and the music is pumping. You can enjoy the scenery on deck and jump off board to snorkel around a pristine coral reef.

Get close-up views of tropical fish, coral, and other marine life on this fun, half-day glass-bottomed boat tour. Relax on board as you enjoy the views and take advantage of the provided snacks and drinks. If you don't mind getting wet, don some snorkeling gear and swim at a beautiful natural swimming pool. An ideal trip for the whole family.

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) it’s a virgin island with beautiful beaches and speechless coastlines full of palm trees. While on the island you can relax on a chair lounge, hang out by our all inclusive beach bar, play beach volleyball. Around mid day we open our beach buffet for a typical Dominican lunch that includes: chicken, pork, rice, vegetables, beans, salad and fruit, or walk the coastline.

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the Caribbean Sea. Is there anything more beautiful than enjoying a sunset out at the sea with a glass of champagne? Pure romantic. A breathtaking trip for young and old, for lovers and great for families!

Boats and water sports are a must do while in Turks and Caicos, and this Grace Bay Hobie Cat Sailing Lesson shows you the basics of sailing a small sailing catamaran so you can go out again on your own. A captain goes over the fundamentals of sailing a Hobie Cat in an interactive environment where you can ask all the questions you need to to nail down your skills.

GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an informative, scenic and relaxing full day sailing adventure. Experience true sailing and an educational guided snorkel tour of the worlds third largest barrier reef, visit with and learn about Sandy & Rocky the indigenous rock iguanas, tour the beautiful half moon bay sandbar and lagoon, search the shallows for baby bonefish, turtles, barracuda, turtles, rays and sometimes flamingoes. Enjoy a relaxing swim or snorkel the patch reefs in the shallows where you fill find anemones amongst other reef fish. Sail, Snorkel the barrier reef, visit rock Iguanas and enjoy a mouth-watering beach barbecue of charcoal grilled lobster (when in season and available) or fish, chicken, ribs, burgers, local peas, rice, salad and all inclusive OPEN BAR on a beach. After lunch, relax, swim, snorkel then hoist the sails and cruise into the evening sun. Beach location may vary based on weather conditions.

Skip your usual sightseeing tours for a unique way to explore Punta Cana's coastline—parasailing. Instead of enjoying the scenery from land, hop aboard a speedboat before rising high above the water for an aerial view—something most travelers never get to experience.

VIP Yacht Party in Punta Cana
5-Star Crew | Open Bar | Snorkeling | Music | Unforgettable Fun! Get ready for an exclusive and unforgettable yacht adventure in paradise! What's Included:
 Unlimited Open Bar 
Mojitos, Cuba Libre, Passion Love, Rum & Coke, Water, Juices, Sprite. Extras Provided: • Plastic Cups • Cooler • Party Speaker • Personalized Music (Rap, R&B, Reggae, Salsa, EDM & more – or bring your own playlist!) Activities & Stops: Snorkeling at a beautiful coral reef Visit the famous Natural Pool Sandbar Cruise past Dolphin Island to spot dolphins from the boat Swim, party, and relax in tropical paradise Optional: Jet boat rides & Parasailing! 3-Hour Tour Plan: (you can add more hour anytime)
Cruise along the Punta Cana & Bávaro coastline 
Stop at a coral reef for snorkeling 
Swim at the Natural Pool with a floating bar
Dance, drink, and celebrate like there's no tomorrow!

Saona Island is like a paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees, this environment invites you to relax. The tour of Saona Island is an experience of a lifetime! This is a tour that you have to do, enjoy this paradise in Saona. We pick you up to go from your hotel to Bayahibe where the Catamaran will leave, then you will take a speed boat to start or return to Saona Island through the Caribbean Sea. Enjoy a stop at the beautiful Natural Pool until you reach Saona Island, then enjoy Saona Island and all its beautiful landscape. Finally you will board a beautiful catamaran. On the catamaran, you will enjoy the party, unlimited drinks, snacks and dancing with our entertainment. Our transportation will be waiting to take you back to your hotel.