Top Caribbean Sailing Tours - page 7

Cruise along Punta Cana's coastline aboard your own private catamaran during a personalized excursion for up to 30 people, ideal for celebrating a special occasion or for those who want to experience multiple island highlights in a single trip. Swim with sharks and stingrays or snorkel around the barrier reef and to secluded beaches, and customize your itinerary according to personal preference. Your charter includes on-board entertainment and an open bar.

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

Why Guests Love This Experience Flexible booking
 Full refund if canceled due to weather
Friendly, energetic crew
 Safe, fun, and highly recommended by travelers Book Now!
After your reservation, we’ll share contact details to coordinate everything easily via WhatsApp. Come party in paradise and create unforgettable memories in Punta Cana!

What makes this tour truly unique is the perfect balance of adventure and relaxation in one unforgettable experience. You’ll explore the stunning waters of Carlisle Bay, home to some of the most accessible and fascinating shipwrecks in the Caribbean, giving you the rare opportunity to snorkel among history and vibrant marine life all in one place. Unlike typical snorkel trips, this experience goes beyond just the water. With a relaxed atmosphere onboard, complimentary drinks including rum punch and local beers, and our signature floating bed for ultimate comfort, you can seamlessly switch between exploring and unwinding. It’s a more personal, laid-back cruise designed to let you enjoy the ocean at your own pace—whether you’re snorkeling over shipwrecks, soaking up the sun, or simply floating your worries away.

Our team knows how to blend adventure and relaxation perfectly. From snorkeling with sea turtles and exploring shipwrecks to sipping rum punch as you sail across Carlisle Bay, we create an authentic, personal, and unforgettable experience in a small-group setting. To top it off, you can choose to stay and enjoy Carlisle Bay’s famous soft white-sand beach after your cruise.

Grab up to five of your travel companions for a private day of snorkeling and sailing. Your captain will take you to great spots for snorkeling and swimming, stopping along the way for an included grilled lunch. This private experience offers plenty of opportunities to customize the day to suit your interests.

Put a new knot on your skill belt with a basic sailing lesson and half-day tour of St Lucia's Rodney Bay. Set out aboard a 40-feet-long racing yacht with an attentive crew who will teach you to fly the jib and hoist the main sail, then allow you to practice on your own. Participate as much or as little as you like: simply sit back and watch the action or go all in and take over the ship's wheel. This spectacular coastline excursion includes both morning and afternoon departures.

Spend a day on the water with Reve de Nav's charter to Les Saintes from Basse-Terre. Enjoy sailing to various points of interest in Guadeloupe like Cabrit Island and Terre-de-Haut before pausing to swim or snorkel. It takes two hours to sail to Les Saintes so you'll even have the chance to helm the ship alongside your captain-teacher. A Creole meal is served at lunchtime. Arrive back at Riviere-Sens Marina at sunset.

Encounter the amazing beauty of Curacao’s West Coast on this sailing adventure. Hope aboard a comfortable catamaran and relax as your crew ferries you to two mostly unvisited beaches. Take the chance to sunbathe, snorkel and swim while the crew provides you with a delicious lunch. With the premium bar opened from around midday, enjoy a variety of beverages as you take in your magnificent surroundings.

Set sail aboard your own private yacht on this personalized sailing adventure from Montego Bay, a great choice for families or groups celebrating a special occasion. Opt to snorkel around a coral reef and see tropical fish and maybe sea turtles and starfish; try your luck at deep sea fishing; or simply relax on the yacht's deck and enjoy views of the island. A minimum of four guests is required for this private charter.

Sail from St. Thomas to St. John on this small-group sailing adventure. Snorkel in the warm waters of Christmas Cove, and enjoy cheese or pepperoni pizza from the floating pizzeria, Pizza Pi. Then sail to Maho Bay, where you can hop back in the water to swim among sea turtles and sting rays.

Explore the Caribbean oasis of Saona Island during this day trip from Punta Cana. Travel by comfortable bus to Bayahibe Beach La Romana, where you'll have a chance to snorkel with colorful tropical fish or relax on sandy beaches. Enjoy a high-speed boat ride to a natural pool in the Atlantic Ocean and dance to local tunes aboard your comfortable boat as you make your way back to shore.

Sail on the wind like in the old days on this morning or sunset trip on an eco-friendly sail boat with no engine. Enjoy the views as you sail between St. Martin and Tintamarre Island. You can relax on board (enjoying the complimentary snacks and open bar!) Or get a bit more active with the chance to snorkel in the sea and swim with turtles. Keep an eye out for dolphins, too.

Get epic aerial views of the coast of Punta Cana and Bavaro without the cost of an air tour with this parasailing adventure. Combine that thrilling excursion with a relaxing party cruise along the coast with snorkeling, snacks, and drinks for the best of both worlds. Planning these two activities separately may be challenging, but this tour takes care of all the details for you.

Experience the stunning southern coast of Puerto Rico on this full-day, private boat tour. Climb aboard your sailboat with your group and venture out to explore the Jobos Bay Reserve, Cayo Caribe, and other wetland locations. Use the provided snorkel equipment and listen to informative commentary from your captain about local marine life.

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.

Swap the crowds on land for the tropical beauty of the Caribbean Sea on a private sailing tour of St. Martin on a trimaran boat. Relish the freedom to customize your agenda as you sail to off-the-beaten-path snorkel and swimming spots, and get a new perspective of St. Martin’s coastline from onboard your private vessel.

Sailing has sensation. Come live an unforgettable experience on a sailboat. A timeless adventure aboard our sailboat. Come hoist the sails on the Caribbean Sea and guide the boat according to the wind. Come hold the helm of the ship with the assistance of the captain! Enjoy a monohull type ship and enjoy gliding on the seas.. Experience adventure aboard a sailboat from Fort Louis a Marigot Saint Martin Marina.

Enjoy a private romantic sunset cruise and 3 course dinner for two or for a for a group of up to 6 friends. We offer a more intimate experience than many other sailing companies in Aruba. This allows you to relax and enjoy the company of your loved ones without feeling crowded. Enjoy a delicious dinner and open bar. So you can sit back, relax, and enjoy the beautiful scenery without having to worry about a thing. Great customer service! The crew is friendly and professional, and they'll go out of their way to make sure you have a memorable experience. Book now for a captivating evening of love and luxury on the waters of Aruba.

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)!

We are a boutique catamaran specializing in private trips for families and small groups, We avoid the crowds of the party boats. A more personal, laid back snorkel & sailing cruise! 200+ five star reviews on google Our tour is customizable so we don’t have to stick to the usual itinerary, sometimes we can cater to earlier start times for cruise ship guests but message us to confirm before booking. You can meet us at the beach. Then we take you to the best snorkel spots on island. Our certified guide leads you into the underwater world. Home of tropical fish, rays, corals, shipwrecks and sometimes turtles. We keep it simple, Our local owned 30fr racing style catamaran has high quality snorkeling gear, life jackets, music and light drinks/snacks. After swimming we take a relaxing cruise along the scenic coast line as the sun sets with a complimentary rum punch :) This tour is only available mon/wed/fri Checkout out shared morning charters on our sister page Che’s surf school

Book this private tour for adults, which includes ziplining, horseback riding, and an ATV safari all in one experience. You’ll begin the experience with hotel pickup to keep things easy, then your adventures begin. Have thills on the zipline, ride your horse in the sea, and snorkel in the clear waters, too.

What could be better than sipping cocktails as the sun sets over the Caribbean Sea? This traditional sailing tour makes that dream a reality, and gives you a tour of Anguilla in a traditional wooden boat during golden hour—when the scenery looks at its most stunning. Plus, a small group limited to 12 people means you’ll enjoy an intimate atmosphere.

Learn to sail across the azure waters of the Caribbean Sea with this private sailing lesson in St. John. Board your vessel with your group and “captain” your boat for the whole day, or relax on the decks. Your day includes swim and snorkel stops, deli sandwiches, snacks, mixed drinks, beer, soda, juice, and water.