Top Caribbean Sailing Tours

Set sail on a private catamaran adventure in Punta Cana. Perfect for groups looking to celebrate or explore the stunning coastline. Enjoy the freedom to set your own pace while soaking up the sun and enjoying the vibrant Caribbean sea. This rental includes amenities for a relaxing day on the water, making it ideal for parties or family outings. - Enjoy a private catamaran for your exclusive use - Flexible rental duration to accommodate your schedule - Experience the beautiful coastline of Punta Cana at your own pace - Perfect for parties, family gatherings, or special celebrations

Charter a private catamaran exclusively for your group and enjoy the Punta Cana coastline without sharing the boat with strangers. This 4.5-hour experience combines a guided snorkeling stop, unlimited local drinks, tropical snacks, music, entertainment and time to swim and celebrate at Punta Cana’s famous natural pool. Round-trip transportation from selected Punta Cana hotels is included, making the experience easy from pickup to return. Whether you are celebrating a birthday, bachelor or bachelorette party, family reunion or simply enjoying a day at sea with friends, the crew can create a lively or relaxed atmosphere for your group. Cruise along the turquoise coast, snorkel near the coral reef, enjoy drinks served by your private bartender and finish at the shallow natural pool, where your group can swim, dance and take memorable vacation photos.

Discover BVI’s legendary Anne Bonny—a classic 60ft sailing yacht with pirate soul! Snorkel iconic Caves & Indians, swim with turtles at Pirates Bight, party at Willy T floating bar. All-inclusive: gear, open bar (mimosas, rum punch), fresh lunch. Expert crew tailors every adventure to weather & guest vibes. Children welcome. Book now & live the BVI dream! ⛵

Join us on Mojito, one of our luxury sail catamarans for an amazing day on the water. Our 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 our 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.

We would love to host you all and show you a wonderful day on the water! This itinerary is set to maximize witnessing the beauty of the Virgin Islands, particularly St John. Departing from Cruz bay allows us a wonderful day on the water and multiple options for destinations as well. St. John's protected western shoreline provides the perfect venue for your entire party to enjoy the serene, blue, waters to relax and sunbathe while we set a course to show you sea turtles up close! At this first stop you will be fitted with the equipment needed to enjoy amazing snorkeling. (Snorkeling equipment is included in your day with us also). After snorkeling and swimming for approximately 40 minutes, we will head to a second stop where you will be able to swim with more amazing sea life and comb the white sandy beaches of some of the most incredible shoreline on the planet. You decide where you’d like to enjoy lunch because you have the boat exclusively to yourselves!

Your private group up to 12 individuals will enjoy a Luxury Sunset and Champagne cruise about our luxury 50' Voyage catamaran. We head out early evening where we begin cruising out of American Yacht Harbor in Red Hook on St. Thomas sailing around St. Thomas, St. John and St. James Islands. You get to appreciate and enjoy the peaceful atmosphere aboard and quickly understand this is the beginning of a spectacular evening where you have a front row seat for the sunset. This cruise is where you get to feel totally relaxed and disconnected from your daily routines. At sea it feels as though you are right next to the sunset. Watching the sun drop down in to the horizon you will enjoy a bottle of champagne or your choice of fine red or white wine while enjoying a delicious cheese tray and chocolates. The price for this excursion is for the entire yacht up to 12 people. The price is all inclusive including Captain, Crew &fuel. Departs American Yacht Harbor promptly at 4:30pm local time.

Indulge in a Private Punta Cana Snorkeling Tour that sets itself apart in every way: 1. Private Transportation: A comfortable minibus will pick you up from any place in the Bavaro Hard Rock - Barcelo hotels area and take you to where your private boat sets sail. 2. Intimate Experience: Unlike crowded tours, we keep it small, ensuring an exclusive and personalized journey. 3. Coastal Charm: Cruise along Bavaro Beach's pristine coastline, immersing yourself in its beauty and tranquility. 4. Underwater Wonders: Dive into Punta Cana's premier snorkeling spot, encountering a vibrant marine world with provided gear. 5. Natural Pool Paradise: Unwind in the crystal-clear natural pool. 6. Lasting Memories: Whether a snorkeling pro or newbie, our tour guarantees cherished memories and awe-inspiring moments. *You’re welcome to bring your own food and drinks Choose us for an unforgettable adventure that combines luxury, nature, and discovery, all in one remarkable package.

Enjoy an exciting excursion on a private catamaran that will take you to explore the crystal-clear waters of a tropical paradise. During the trip, you will have the opportunity to immerse yourself in three stops: Snorkel. where you will discover the wonderful marine life that hides beneath the surface. From the comfort of the catamaran, you can spot dolphins playing in their natural environment, these charming marine mammals. To relax even more, we will anchor in a natural pool, an idyllic place where you can swim in shallow waters and enjoy a serene and beautiful environment. While you delight in the views and activities, you will have access to an open bar that offers refreshing drinks, exquisite tropical cocktails and beer throughout the trip. And to complete this unforgettable experience, we will delight you with a delicious Dominican lunch prepared with authentic and fresh flavors that will transport you to the culinary essence of the region.

Enjoy an adrenaline adventure with Sailing Splash, you will navigate in your own high-speed boat along the coast of Bávaro in Punta Cana and you will be able to immerse yourself in the underwater world with Snorkel to enjoy the impressive natural landscapes and the exuberant marine life coral reef of Bávaro as you navigate the bottom of the sea.

Discover The Baths’ legendary granite boulders, hidden pools, and the famous Cathedral as your guide leads you through one of the Caribbean’s most breathtaking natural wonders. After your guided exploration and snorkeling in crystal-clear water, continue to Cooper Island or Peter Island for swimming, relaxing, or enjoying lunch at a stylish beachfront restaurant (at your own expense). An unforgettable blend of adventure, beauty, and island-hopping.

Spend the day cruising off the Dominican Republic’s coast on a Catamaran bound for Catalina Island. Listen to live music and sip drinks from the open bar before diving in to snorkel on “The Wall” with the snorkel equipment provided. A beachside lunch, round-trip transportation, and snorkeling equipment are all included in the tour. Embark on a full-day excursion to Catalina Island, located near the shores of La Romana. This stunning island is ideal for water sports, particularly diving and snorkeling. While parts of the beach are used for cruise ship excursions, the entire beach is open to the public, featuring pristine white sands and calm waters.

Avoid the crowds - All tours are limited capacity for more social space, personalized service, and to help promote sustainable tourism. Enjoy the best of both worlds on St. Thomas's most sought-after two stop catamaran experience puts you next to graceful green sea turtles in the warm Caribbean waters that surround the island.

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.

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury catamaran Elusive, with no crowds and no preset script. Sip wine, enjoy a hand-selected meal, and take in the shifting sky from the best seat in Bermuda. As night falls, your captain can point out constellations overhead—adding a quiet magic that few ever experience. This is sunset, the Sail Bermuda way: personal, peaceful, unforgettable. 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.

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury catamaran Wyuna, with no crowds and no preset script. Sip wine, enjoy a hand-selected meal, and take in the shifting sky from the best seat in Bermuda. As night falls, your captain can point out constellations overhead—adding a quiet magic that few ever experience. This is sunset, the Sail Bermuda way: personal, peaceful, unforgettable. 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.

1) Scenic views: Guests can enjoy breathtaking sunset vistas over water, providing a stunning backdrop for photographs 2) Marine Life Exploration: Snorkeling allow participants to observe diverse maring ecosystems, including colourful fish, coral reefs and other amazing aquatic life. 3) Guided Experience: Many trips offer knowledgeable guides who provide insights about the local marine environment, safety tips and snorkeling techniques 4) Relaxation and Serenity: The combination of a sunset setting and the tranquility of the ocean creates a peaceful atmosphere, perfect for unwinding. 5) Guides often share local experiences, about the snorkel area, marine life etc. enriching the experience.

Punta Cana Cruise Experience Snorkeling • Sandbar • Music • Drinks • Open Bar • Caribbean Fun Get ready for an unforgettable Cruise along the beautiful Caribbean coast with music, drinks, snorkeling, swimming & famous sandbar Perfect for birthdays, Spring Break, bachelor & bachelorette parties, weddings, celebrations, or simply a fun day in paradise! What’s Included Open bar with refreshing drinks High-quality sound system & party music Snacks Snorkeling equipment Natural sandbar experience Onboard water slide Swimming in crystal-clear Caribbean waters Professional crew Caribbean Adventure Snorkeling Adventure
Explore the beautiful underwater world & discover colorful tropical marine life. Dolphin Island Cruise
Enjoy a scenic cruise through the Caribbean waters, where you may spot dolphins from the boat. Natural Sandbar & Crystal-Clear Waters
Swim, float, dance, relax, and enjoy the shallow turquoise waters. Have fun on the onboard water slide and soak up the Caribbean atmosphere.

What makes this experience unique is the perfect combination of adventure, celebration, and Caribbean relaxation in one unforgettable cruise. Guests can snorkel over vibrant reefs, cruise near Dolphin Island, enjoy a lively onboard party with personalized music, open bar and snacks, and finish at Punta Cana’s famous natural sandbar with crystal-clear shallow waters. With an onboard water slide, professional crew, great music, tropical drinks, and a fun atmosphere designed for birthdays, bachelor/bachelorette parties, Spring Break, weddings, and group celebrations, this is more than a boat tour—it’s a complete Punta Cana party experience on the Caribbean Sea.

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 5-Star Crew | Beach | Snorkeling | Music | Dance | Sand bar | Unforgettable Fun!
 What's Included: Unlimited Open Bar Mojitos, Cuba Libre, Passion Love, rum punch, Rum & Coke, Water, Juices, Sprite, soft drinks! Extras Provided: Party speakers Personalized Music (Rap, R&B, & more - or bring your own playlist!)

Discover the unique charm of Saona Island in the Dominican Republic. This tour offers an immersive experience combining cultural exploration and relaxation on stunning beaches. Enjoy a scenic boat ride along the beautiful coast, indulge in delicious local food and drinks, and soak up the rich Dominican culture that defines this paradise. Ideal for beach lovers and culture enthusiasts alike, this tour promises a delightful day under the sun. - Scenic boat ride to the beautiful Saona Island - Savor local food and drinks during your visit - Explore the vibrant Dominican culture on the island - Perfect for beach lovers and cultural explorers

the perfect blend of adventure, relaxation, and fun in one incredible tour. You'll get to explore Punta Cana's stunning coastline while enjoying tropical music and a lively atmosphere. Our expert guides ensure a safe and exciting snorkeling session at Shallow Reef, followed by a relaxing time at the Natural Pool with a rum punch in hand. Unlike other tours, we focus on creating a lively, social experience, with fun games and activities led by our friendly crew to keep the energy high all day long. Whether you're snorkeling, dancing, or just soaking in the breathtaking views, this is the ultimate way to enjoy the beauty and vibe of Punta Cana with a fantastic party spirit!

Embark on a unique journey from Santo Domingo to Saona Island with our tour, offering seamless travel, an exclusive visit to the stunning Natural Pool, and immersive experiences on Saona Island. With comfortable transport, a boat ride to the Natural Pool, and ample time to explore the island's beauty, including snorkeling and beach lounging, our tour ensures an unforgettable adventure. Conclude the day with a luxurious catamaran return, complete with vibrant entertainment, making it the perfect blend of relaxation and excitement, setting our tour apart as the ultimate Saona Island experience.

Avoid the crowds All tours are limited capacity for more social space, outstanding personalized service, and to help promote sustainable tourism. The start to a perfect evening is always the sunset. Board your luxury sailing catamaran and lounge in one of the many spacious socializing areas. Relaxing with a premium cocktail in hand, head west to discover the best Caribbean sunset views. As you circumnavigate Water and Hassel Islands along the southern coast of St. Thomas, witness the stunning island and ocean vistas. Indulge in a charcuterie board, hors d’oeuvres, and champagne sunset toast in front of Honeymoon Beach as you watch for the elusive world famous green flash. After sunset, take a smooth harbor cruise through Charlotte Amalie to see glowing harbor lights and visiting yachts.

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.