Top Caribbean Sailing Tours - page 5

Enjoy a relaxed day perfect for families (kids welcome!), couples, and groups. Captain Robert, with years of experience sailing the world’s oceans, shares captivating stories above and below the surround water. We pride ourselves on a welcoming, friendly atmosphere where you'll feel like instant friends with the crew. Enjoy homemade meals with fresh local ingredients, including a light lunch and full dinner. Swim, snorkel, and sailing. No passport required! Gratuities are not included, but all fees and taxes are covered. For special requests, contact Captain Robert directly. What makes us unique? We offer a personal, intimate experience away from the crowds, with tailored itineraries that let you explore hidden beaches and secluded spots. Your day is all about relaxation, adventure, and making memories. Let us create the perfect day on the water—your Caribbean escape awaits!

Take to Bermuda’s tropical waters on this boat trip. Go swimming, snorkelling, or paddle boarding, or soak up the sun on the boat deck. Don’t worry about hiring any water equipment separately; simply pick up one of the onboard snorkels and boards. Perfect for larger groups and families where some want to relax and others want to have fun playing in the sea.

Spend the day swimming and snorkeling in the Caribbean on this full-day excursion from Grenada. Enjoy a guided snorkeling tour of Grenada's famous Underwater Sculpture Park. Relish a delicious lunch buffet prepared by an onboard chef, then sail to Flamingo Bay Reef. Enjoy the scenic coastline, and later, savor prosecco and homemade appetizers during a sunset sail back to port. Note: This tour has a weight limit of 270lbs for safety reasons.

ARE YOUR READY TO PARTY... this is Strictly and adults only cruise, From the moment you're picked up from the hotel your tour of Jamaica begins, as we set of for Negril, you will get to do a little shopping, before heading to the famous 7-mile beach then its off to snorkel on the Coral Reef where marine life come and take a little look at their visitors, after that we set sail to the Famous RICKS CAFE to watch the cliff jumping and maybe have a dance or two while listening to the DJ do his thing, with pure Reggae vibes we welcome you to Jam Rock.. after that we get you back onboard your catamaran and sail back on the sunset while enjoying a chilled Red Stripe or a Rum Punch ALL GUESTS - Will receive complimentary $5 shopping voucher No purchase necessary

Skip the crowded group cruises by sailing to St. John National Park on a private catamaran. You won't have to stick to a set itinerary and can choose to spend more time sailing or on the beach. Your captain has over 17 years of experience in the area and will take you to beaches and spots you won't find online.

This four-hour lunch cruise and snorkeling trip via catamaran is especially designed for cruise-ship passengers on Bonaire for a short time. You’ll sail to the Bonaire Marine Park where you’ll enjoy a guided snorkeling trip with a guide who will keep you safe in the sea. Back on board, relax as you indulge in a delicious lunch and drinks while watching the island scenery drift by.

Scenic Cruise: The experience begins with a relaxing catamaran cruise, taking you along the picturesque coastline of Frigate Bay into the Southeast Peninsula at Shitten's Bay, the best snorkel spot by boat. Snorkeling Adventure: The highlight of the trip is the opportunity to snorkel in a beautiful marine environment. You can explore vibrant coral reefs, and encounter diverse and colourful marine life. Snorkeling equipment such as masks, fins, and snorkel are provided allowing participants to fully immerse themselves in this populated marine spot. Tasty Filling Lunch: After an exhilarating snorkel session, you will be treated to a delicious lunch onboard the catamaran. The menu may vary depending on the boat used. Savour your meal whilst you immerse yourself in the panoramic surroundings. Leisure and Relaxation: Whilst you lounge and interact with friends and family enjoy a drink from the Open Bar, soak up the sun, or if it rains one can cool down after a hot day.

Snorkel and swim at two popular sites, a living coral reef and the wreck of the USS Kittiwake. The recently sunk Kittiwake is marooned in shallow water, meaning you can swim and snorkel over top of the behemoth ship. During this expedition, you'll sail along Grand Cayman's famous Seven Mile Beach aboard a well-equipped luxury catamaran.

First, we sail to the paradise Island of Icacos aboard the modern, 51 ft. sailing catamaran,  SPREAD EAGLE II!  The brisk 40 to 50-minute sail to the protected anchorage off of this uninhabited Spanish Virgin Island is beautiful. Sparkling beaches and crystal clear snorkeling waters await. We think you deserve the best, don’t you? Over 65% of our guests are repeats or referrals. The reefs are teeming with parrot fish, foureye butterfly fish, sergeant majors, and wrasse. The variety is too long to list, so you should just come see them all for yourself. Ask one of the crew to see the Fish, Coral, and Shell Identifying Charts on board. SPREAD EAGLE II even provides lunch for the fish. With a little patience, you can get the fish to eat bread right out of your hand.

Spend a day sailing around Saint Maarten aboard a trimaran and immerse yourself in the beauty of the Caribbean. Sail along the island's south coast and up the Anguilla Channel, stopping at a bay to snorkel and swim in the pristine waters. Enjoy the beautiful scenery as you sail by and feast on lunch, snacks, and drinks on board.

This boat is one of a kind, specially designed for underwater research and once part of Jacques Cousteau's legendary fleet. It features an air-conditioned underwater observation deck, providing comfort while you explore the marine world. It’s not just a tour; it’s an extraordinary opportunity to step into a piece of maritime history and experience the ocean as Cousteau himself might have.

Set sail from Charlotte Amalie on a 43-foot monohull and discover the beauty of the Virgin Islands. As you cruise through turquoise waters, relax on deck with a refreshing drink and take in stunning views of lush hills and hidden coves. This half-day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. - Experience a scenic 3-hour sail around the Virgin Islands - Includes snorkeling gear, refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

Unforgettable Party Experience Perfect for birthdays, bachelor/bachelorette parties, after-wedding celebrations, or a fun day at sea. Join us aboard our vibrant, high-energy Punta Cana party boat for an unforgettable day of sun, fun, and celebration. Whether you're marking a special occasion or just living life to the fullest, our crew is ready to make your experience truly legendary. Exclusive Onboard & Water Activities: Cruise to a Natural Pool off the coast of Bávaro Beach, where the party truly begins! Snorkeling Adventure at vibrant coral reefs Scenic Cruise by Dolphin Island – Spot dolphins from the boat Beach Stop – Relax and soak up the tropical vibes Swim in the Iconic Sandbar – Caribbean bliss in crystal-clear waters Floating Water Pad for lounging and fun Onboard Water Slide Use of snorkeling equipment to see the underwater landscape Why Book With Us? Flexible Booking & Full Refund if canceled due to weather (thunderstorms)

- Private 1.5-hour sunset cruise aboard Kona, a sleek catamaran - Scenic sail along Bermuda’s coastline with golden hour views - Ideal for couples, small groups, and special occasions - Enjoy the onboard bar or bring your own beverages and snacks - Licensed local captain ensures a smooth, safe, and relaxed experience

The island of Jost Van Dyke is a beautiful place to spend a day on the sand, but many tours depart later in the morning, which means less time on the island. This catamaran excursion gets you out to sea bright and early, with just one stop along the way for a bit of snorkeling.

Set sail from Charlotte Amalie on a 43-foot monohull and discover the beauty of the Virgin Islands. As you cruise through turquoise waters, relax on deck with a refreshing drink and take in stunning views of lush hills and hidden coves. Your adventure culminates at Lime Out VI, a floating taco bar where you can savor gourmet tacos and tropical cocktails in crystal-clear waters. This half-day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. You will be required to swim to Lime Out Taco bar from the boat. it is about a 10 yard swim. A small water proof bag to keep your wallet in is suggested along with a towel and sunscreen. - Experience a scenic 3-hour sail around the Virgin Islands - Enjoy gourmet tacos and tropical drinks at Lime Out VI - Refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

Let the Party begin... This is strictly an ADULTS ONLY CRUISE From the time we pick you up we are ready to take in Jamaica, first a little shopping for any trinkets you may need, then it off to the 7 Mile beach where the DJ is waiting for you at Jimmy Buffets Margaritaville, soak up some rays before boarding your Catamaran, our HYPE MAN is ready to spin you in a dancing frenzy as we jam to Dancehall, Reggae and Soca, and so much more, pick up some new dance moves along the way. As we sail for the Coral Reef, for any guests that want to snorkel and take an ocean dip, while sipping on a chilled Rum Punch. Then just like that we're off to the Caribbeans ONE and ONLY Ricks Cafe, where to party gets LIT, our glass bottom boat with take you to land, perfect for any non-swimmers, there's a pool, a sandpit, bar and restaurant for your convenience. Watch as the cliff jumpers do the do, then as the golden hour approaches its back on you Catamaran sailing on the Sunset back to your buses.

Spend the day sailing in St John aboard a 40-foot sailboat with this private excursion. You'll head out to Cruz Bay where you'll take an inflatable tender out to your sailboat. You'll then head out to sea, with a couple of stops for snorkeling in the clear Virgin Islands waters.

Enjoy the world of waterspouts with this Punta Cana party cruise that includes snorkeling and hooka diving. Discover the sea and sky alongside your fellow travelers and enjoy life lived to the fullest in a tropical paradise.

Benefit from personalized attention and a flexible tour during this day-long cruise from La Romana. Choose your own itinerary and let the crew show you hidden gems and off-the-beaten-path spots that you wouldn't find on your own. Stops typically include Catuano, Saona, and Las Palmillas; you'll learn about Dominican culture, history, and nature through guided commentary as you travel.

Relax in style on this private full-day catamaran charter around St. Maarten. Climb aboard and sit back as the captain takes you on a leisurely cruise around the island. Stop at Little Bay and Tintamarre Island for snorkeling, paddleboarding, and swimming. For those who want to take it easy, simply relax on the beach. Perfect for visitors wishing to escape island crowds and enjoy the tranquility of the sea.

Come enjoy a relaxing Halfday snorkeling trip with us as we cruise along the west coast of Grenada to make our way to the iconic underwater sculpture for a guided tour then over to flamingo bay to see the beautiful corals and reefs. All while enjoying the open bar on board!

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a a high performance Powerboat. Enjoy complimentary local drinks. Your personal tour guide and Pro USCG certified Captain will guide you to stunning and interesting historical points of interest full of Caribbean flare in style and with a high quality sound system. Choose between a bay or sunset water tour. For a minimum of 4 guests or pay for 4 and a maximum of 6. Welcome aboard!

Welcome aboard, fellow adventurers, to the breathtaking paradise of the BVI! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered. Experience the thrill of snorkeling in vibrant coral reefs or enjoy leisurely paddleboarding along tranquil shores. Whether you're exploring hidden coves or relaxing on pristine beaches, the possibilities are endless. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed. We will visit the calmest and least busy spots. While we cannot guarantee that we will reach both the Caves and the Indians, we promise some of the best snorkeling and scenery in the whole BVI. Let’s set sail together and create memories that will last a lifetime amidst the unparalleled beauty of the BVI! Rather go for a beach and bar tour ? Please check out our Jost Van Dyke tour https://www.viator.com/tours/Tortola/Jost-Van-Dyke-Day-Sail-Catamaran-Tour-in-the-BVI/d50314-465708P2