Top Caribbean Sailing Tours - page 8

Charter a private sailboat for a day of cruising and snorkeling in the Virgin Islands. You and your group of up to six people will have the entire boat to yourself, making it easy to customize your experience. You'll have plenty of time to snorkel, swim, and visit beautiful beaches, and lunch will be prepared for you right on the boat.

Combine a tour to Saona Island and an all-terrain vehicle adventure in a single package, saving you from sorting out the logistics yourself. Embark on full-day tour via boat to the idyllic Saona Island, which includes a barbecue lunch and a stop at the natural pool. The ATV tour takes a half-day, where you and a guide will make your way through the rugged parts of the island to see the "real" Dominican Republic's countryside.

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.

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.

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)!

Unforgettable Party Experience Aboard in your Punta Cana boat adventures! Set sail for a one-of-a-kind adventure on the Caribbean Sea! Join us aboard your 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, your 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 – Thrills for all ages Book Now – Limited Availability! Spots fill up quickly

Spend a day immersed in the beauty of the Caribbean on this full-day excursion to Saona Island from Punta Cana. Climb aboard a catamaran and party on the way to Saona. Then, enjoy plenty of time to swim and sunbathe before tucking into a delicious buffet lunch on the beach. On the way back, stop in Palmilla to swim in the natural pool.

Join us on Don't Worry, 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)!

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.

Catch the most amazing sunsets from a secluded spot on the Jobos Bay National Estuarine Research Reserve (JBNERR) with our experienced USCG Captain and crew, in the comfort and privacy of our 36-foot sailboat fit for six (6) passengers. Your departure time is schedule and confirmed according to the sunset hours. Private Day Sail Charters depart from the gorgeous town of Guayama at the docks of the Guayama Fishing Club, famous for its stunning sunset views. The departure dock in the town of Guayama is about an hour drive away from San Juan, through the amazing landscapes of the Cordillera Central, the main mountain range in Puerto Rico.

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

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This trip is limited to only 12 guests. Start the morning with Muffins Fruit and a full open bar w/bottomless mimosa's are served as we sail along the beautiful Northern Cays of the USVI. We check into the BVI Customs and you will receive a new stamp in your passport. You'll get to explore the town of Great Harbor with its sandy Main Street and maybe even meet Foxy himself while you get to enjoy some Fire Water Rum or grab a souvenir at the boutique. After Great Harbor we sail over to the beautiful White Bay, which is home to The Soggy Dollar Bar to spend the entire afternoon. This 9 hour trip will give the maximum time at White Bay and The Soggy Dollar Bar. ** This is an International Excursion and a Valid Passport and USD85 cash customs fees per person is required ** This is a share trip with other guests. This is NOT a private tour

Benefit from personalized attention and a flexible itinerary on this private sunset sail of Grace Bay from Providenciales. Just walk down to your resort's beach for water pickup, step aboard the catamaran, and sit back to enjoy epic sunset views. Munch on appetizers such as cracked conch and sip beer, wine, and rum punch. Toast to your vacation and your friends and loved ones as the sun sinks below the horizon, then return to your resort for drop-off in plenty of time for dinner.

The experience will leave you with a sense of awe and a renewed respect for the beauty of the ocean. It blends the thrill of scuba diving with the simplicity and exhilaration of riding your own underwater scooter. An exciting and unique adventure, the Scuba Doo underwater scooter excursion in Punta Cana takes scuba diving to a whole new level. Imagine driving your own personal underwater scooter and gliding through the crystal clear waters with ease; it would be an experience like no other. The Scuba Doo Underwater Scooter adventure in Punta Cana is an activity not to be missed, whether you are an experienced diver or just want to try something new. It provides a distinctive and exciting approach to experiencing the underwater world while making memories to last a lifetime. Also on this tour we have snorkeling time and a ride on our glass bottom boat where you will have the best view of our Caribbean Sea species.

Enjoy a relaxing and fun day on the water on this half-day cruise along the Punta Cana coast. Snorkel along a coral reef filled with tropical fish and visit a unique natural pool. When the bar opens, it’s time for an island party with music, dancing, entertainment, and swim-up service. The festive atmosphere continues on the return trip to the marina.

Create unforgettable memories with this exclusive private sailing experience in Curaçao. Our elegant 48-ft sailing yacht Galaxie is reserved entirely for your group, allowing you to enjoy the island’s stunning beauty in a relaxed, intimate and crowd-free atmosphere. With exceptional attention to detail and a strong focus on personalized service, we are proud to receive outstanding reviews and the Travelers’ Choice Award from Tripadvisor and Viator guests. Your spacious yacht is fully equipped for a smooth and comfortable experience on the water, with your safety, comfort and enjoyment always our highest priority. As owners and experienced crew, we personally host every tour to ensure a laid-back and memorable experience from beginning to end. Your Curaçao sailing and snorkeling adventure starts here!

Come aboard the comfortable Janise Lagoon 380 for a memorable 8-hourfull day charter in the beautiful Spanish Virgin Islands. Come experience first class service by our professional and friendly crew. Our great reviews have positioned us as the #5 Tripadvisor company in Fajardo. Our crew including one USCG certified captain and 1 professional first mate will make sure this is the highlight of your vacation in Puerto Rico!

Experience the waters of Punta Cana through watersports that anyone can enjoy—snorkeling and a banana boat ride—on this 2.5-hour afternoon tour. Head out on a speedboat with a group of fellow adventurers, then hop on a banana boat to be pulled behind the speedboat for a thrilling ride. Slip on some snorkel gear to explore the underwater world; guides will be on hand to provide instruction and information about the resident marine life.

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.

Where golden skies meet calm seas — sunset cruising along the south side of St. Maarten on our luxury sailing catamaran, Be Happy.

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the US Virgin Islands. Snorkel gear,noodles, fuel, drinks and light snacks are included.

Boat have capacity up to 80 people planning room to dance & have to much fun Unforgettable Party Experienced! You can add more people anytime! After your reservation I’m contacting u per WhatsApp 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, anniversary, or special occasion aboard a private luxury yacht 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

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.

On this 4-hour sail we have combined the excitement of Sailing on a great trimaran, Swimming/Snorkeling in turquoise waters of a calm bay on the west coast of St.Maarten and to top it all off the sail back to home port is during a Caribbean Sunset. On this sail there is no music other than the wind in the sails, water against the hull. On each of our experiences 16 guests is the maximum capacity.