Top Caribbean Sailing Tours

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.

Punta Cana Cruise Experience Snorkeling • Sandbar • Music • Drinks • Pure Caribbean Fun • Open bar • Snacks Get ready to experience the ultimate cruise in Punta Cana!
Perfect for birthdays, Spring Brake bachelor/bachelorette parties, after-wedding celebrations, or a fun day at sea, this exclusive boat rental combines luxury, adventure, & nonstop vibes Party Atmosphere
High-quality party speakers Personalized music R&B, Hip Hop & more AQUATIC ADVENTURES STOPS Stop 1 – Snorkeling Adventure
Dive into vibrant coral reefs and explore the underwater world Stop 2 – Dolphin Island Cruise
Scenic cruise where you may spot dolphins from the boat Stop 3 – Crystal-Clear Waters
Relax, swim, enjoy tropical vibes and use the onboard water slide - Famous Sandbar Experience
Swim, float, dance, and enjoy Caribbean-blue shallow waters TOUR DURATION 3 Hours Yacht Cruise + 1 hour of transportation services Why Book With Us Flexible Booking & Full Refund if canceled due to weather (thunderstorms)

Embark on a thrilling catamaran ride, where you can relax and enjoy the stunning Caribbean views. Sip on refreshing drinks as you cruise along the crystal-clear waters. Get ready to dive into an underwater wonderland with snorkeling! Discover colorful coral reefs and swim alongside tropical marine life that will leave you in awe. But wait, that's not all! We'll take you to your own private beach where you can bask in the sun, build sandcastles, and play beach games with your loved ones. And for the grand finale - experience the magic of Punta Cana's natural pool: Shallow waters and surrounded by stunning natural beauty. It's pure paradise right at your fingertips. ️ Create unforgettable memories together on our Punta Cana: Family Reef and Natural Pool Discovery Tour. Book now and let the adventure begin!

Punta Cana Cruise Experience Snorkeling • Sandbar • Music • Drinks • Pure Caribbean Fun • Open bar • Snacks Get ready to experience the ultimate cruise in Punta Cana!
Perfect for birthdays, bachelor/bachelorette parties, after-wedding celebrations, or a fun day at sea, this exclusive boat rental combines luxury, adventure, & nonstop vibes for an unforgettable Caribbean experience. Party Atmosphere
High-quality party speakers Personalized music (R andB, Hip Hop Reggaeton and more – or bring your own playlist!) AQUATIC ADVENTURES and STOPS Stop 1 – Snorkeling Adventure
Dive into vibrant coral reefs and explore the underwater world Stop 2 – Dolphin Island Cruise
Scenic cruise where you may spot dolphins from the boat Stop 3 – Crystal-Clear Waters
Relax, swim, enjoy tropical vibes and use the onboard water slide - Famous Sandbar Experience
Swim, float, dance, and enjoy Caribbean-blue shallow waters TOUR DURATION 3 Hours Yacht Cruise + 1 hour of transportation services

Skip crowded boat tours for a private catamaran adventure that takes you to a variety of different snorkeling sites along the West Coast of St. Lucia. Instead of vying for space on deck, spread out and enjoy the undivided attention of the captain and crew. With lunch, equipment, and round-trip transportation included, you can explore much of the island’s shoreline in a single day without managing the details yourself.

Experience the enchantment of snorkeling in an area inhabited by green sea turtles and other tropical marine creatures with this excursion. Follow your instructor-guide straight from the shore and into the sea, without the need to board a boat. Once in the water, you can observe—and learn about—marine life from your guide.

With this private catamaran tour, you'll enjoy a customized navigation within the accepted areas, play your own music, and have privacy to enjoy time with your loved ones. Your lunch will be a seafood feast, freshly prepared and grilled on board. You'll also have the chance to snorkel at the Cabeza de Toro reef and relax in the natural pools. Because this is a private tour, you can specify any special event you're celebrating so we can add a personal touch to your boat at no extra cost.

Looking for a travel experience that goes beyond the ordinary? Black Octopus Tours offers more than just sightseeing, we craft unforgettable journeys designed to thrill, inspire, and connect you with the heart of every destination. You'll get personal attention, more flexibility, and the chance to really immerse yourself in the moment.

Enjoy a unique location to experience a sunset sail and swim in the South Coast Of P.R. in a protected anchorage.

Punta Cana Booze Cruise Experience Snorkeling • Sandbar • Music • Drinks • Pure Caribbean Fun Get ready to experience the ultimate cruise in Punta Cana!
Perfect for birthdays, bachelor/bachelorette parties, after-wedding celebrations, or a fun day at sea, this exclusive boat rental combines luxury, adventure, & nonstop vibes for an unforgettable Caribbean experience. Party Atmosphere
High-quality party speakers Personalized music (R andB, Hip Hop Reggaeton and more – or bring your own playlist!) AQUATIC ADVENTURES and STOPS Stop 1 – Snorkeling Adventure
Dive into vibrant coral reefs and explore the underwater world Stop 2 – Dolphin Island Cruise
Scenic cruise where you may spot dolphins from the boat Stop 3 – Crystal-Clear Waters
Relax, swim, enjoy tropical vibes and use the onboard water slide - Famous Sandbar Experience
Swim, float, dance, and enjoy Caribbean-blue shallow waters TOUR DURATION 3 Hours Yacht Cruise + 1 hour of transportation services

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!

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

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.

From the moment you step aboard, we promise an experience filled with excitement. You'll be greeted with a welcome drink as our captain outlines the safety protocols, setting the stage for our sailing journey. As we leave the harbor, we’ll catch the breeze and set sail along the stunning Bonaire coastline. We’ll dock at one of the pristine moorings between Bonaire and Klein Bonaire within the protected Marine Park. Dive into a world of vibrant marine life with our top-quality snorkel gear, complete with detailed instructions and assistance from our expert team. Choose to join a guided exploration or drift through the colorful reef on your own terms.Back on board, as we sail once more, lounge under the sun and let the ocean's rhythm soothe your soul. We’ll treat you with snacks and refreshing beverages.Our trip concludes with a gentle return to the pier, where you’ll have ample time to wander through the streets of Kralendijk, rich with culture.Join us for this exceptional journey!

There’s no better way to discover Bermuda’s secret coves and hidden beaches than aboard your own private catamaran charter. This boat, good for up to 15 guests, comes equipped with a restroom, snorkeling gear, and stand-up paddleboards (SUP), so you can enjoy the Great Sound’s serene waters. Catering and drinks can be arranged for an additional charge.

Enjoy sailing, snorkeling, and shopping all in on tour, without the hassle of booking different activities, on this day cruise from St. Thomas to St. John. Board your catamaran at Frenchman’s Reef and set sail for Cruz Bay on St. John. Browse the shops and enjoy lunch (own expense), and set sail for Honeymoon Beach for snorkeling. On the sail back, enjoy an open bar.

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.

Join the Jolly Crew aboard Aruba's liveliest sunset party cruise with an opportunity to swing from the Jolly Pirate yard arm. There's a DJ aboard and a tasty BBQ is served as the sun dips down past the horizon. Our floating happy hour at sea includes an unlimited open bar and the ship's rope swing too! Adults Only The Open Bar is unlimited - should be 18+ Bring ID

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.

LUXURY YACHT PARTY EXPERIENCE! Live your best VIP moment in Punta Cana! Celebrate your birthday, bachelorette, anniversary, or special occasion on board with a 5-star captain & crew What’s Included: * Experienced Captain & Professional Crew * Top-of-the-line Sound System – Premium nightclub-level speakers bring the beats to life. 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 * 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 3 hours boat ride + 1 hour of transportation services. Why Book With Us? * Flexible Booking & Full Refund if canceled due to weather (thunderstorms) * Top-rated Local Experience – Highly recommended by visitors and locals alike * Friendly, Energetic Crew Focused on Fun & Safety

Sail through time with this tour through the ancient pirate's nest of Salt River Bay. Used by Conquistadors, Buccaneers, and Pirates for more than two hundred years, to dock, trade and party. This bay is where history and nature are preserved together. Highlights of the tour include Columbus Cove, where the wreck of Pirate Jean Martel's ship waits, and Fort Christiansvaern, which hosted five historic battles.

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.

Set sail for a one-of-a-kind adventure on the Caribbean 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. LUXURY EXPERIENCE! Live your best VIP moment in Punta Cana! Celebrate your birthday, bachelorette, spring brake, anniversary, or special occasion aboard a private luxury boat with a 5-star captain & crew 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

In an intimate setting (max 7 people), come and discover the Saintes archipelago by sail! I'll take you to Terre de Bas to observe the pelicans and jump into the water in search of sea turtles! Together, let's hoist the sails, take the helm of the catamaran, and enjoy the silence of sailing.... The Baie des Saintes is classified by UNESCO as one of the most beautiful in the world, and follow the famous Pain de Sucre to the rhythm of the trade winds is simply spectacular!