Top Caribbean Sailing Tours - page 3

Enjoy an afternoon of fun in the sun and sea, topped off with a barbecue of grilled seafood. Sail on a comfortable catamaran around the sparkling coastline of Bonaire and Klein Bonaire islands, stopping at the Bonaire Marine Park to snorkel with a guide. Sail to another pretty spot for more water play while your crew prepares your tasty feast on board. Return to port as the sun is setting on a glorious day.

Spend about 6.5 hours sailing, snorkeling, eating, and drinking with this cruise from St. John. You'll start with an on-board continental breakfast, followed by a snorkel stop at a coral reef. Then it's off to a floating taco bar, Lime Out, for lunch, followed by a full open bar on the catamaran after snorkeling and more snorkeling before you head home. Weather conditions determine if sailing is an option.

This private sailboat charter from San Juan allows you to choose your own adventure. Sail around the bay and harbor of Old San Juan with an experienced captain and crew at the helm; you can choose to help sail or just relax and enjoy the ride. Bring whatever you prefer to sip on, as you watch the scenery. Ask any questions you may have about boating or the area.

The discerning visitors choice for over 20 years. The one excursion company that is all about you. This excursion is a genuine sailing adventure, we actually sail. Help us hoist the sails or just sit back, relax and experience the magic aboard our 48' custom day charter catamaran. Our friendly, native Captain and professional crew, will attend to your every need while sailing along the coastline of Grace Bay and the outer Cays. Watch for Dolphins, Rays and Turtles from our bow nets as you soak up the sun and enjoy your music or ours, domestic and imported beers, rum punch, fresh fruit, chips & dip and an open bar. Anchor at the Captain's favorite spot, swim and snorkel amazing coral reefs teeming with fish, and boasting a maze of tunnels, caverns and beautiful coral formations. Explore breathtaking deserted beaches with sugar fine soft sand, naturally carved limestone cliffs and outcroppings. We can also customize the trip to your liking. Sail, Swim, Snorkel, Relax, Explore, Learn.

End your week in Curacao with a relaxing sunset sail from Willemstad. Board your catamaran and sail into the sunset, while you much on light snacks and sip on provided beverages. Take in the sights of the island as you cruise up the east coast, Caracas and Fuik bays, and around the waterfront of Spanish Water.

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.

Visit Saona Island, the reef at Catuano, and the Las Palmillas natural swimming pool in a single tour on this catamaran cruise from La Romana. Squeezing all of these stops into a single day is a tough task, but passengers will enjoy lounging on the decks of the catamaran and watching the scenery while the boat whisks them around the island. lunch on the boat and open bar complete this all-inclusive experience.

Discover the underwater wonderlands of Cap Cana during an excursion that combines swimming, sailing, and snorkeling in the warm waters of the Caribbean Sea. You'll discover nature-rich spots that are only accessible by boat and increase your chances of spotting of tropical marine life. Plus, unlimited access to an open bar plus a seafood dinner at a floating kitchen are included.

End another day in tropical paradise in perfection on this sunset cruise. Hop on board your trimaran vessel late in the afternoon, just in time to set sail as the sun sinks beneath the horizon. You’ll be served snacks and drinks to enjoy as you admire the views. This is a chilled out small-group activity that’s ideal for couples.

Sail to Anguilla aboard a catamaran on this full-day cruise from St. Maarten. Stop at Prickly Pear Cay to lounge in the shallows of the small island's pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Enjoy a buffet lunch right onboard and an open bar.

Sail and snorkel with turtles off west Barbados without the expense and fuss of a private boat charter and with everything provided for you. After boarding a luxury catamaran with a limited number of guests, absorb the breezes, music, and views and arrive at a turtle site before the crowds. Snorkel among the wild turtles and fish before enjoying an on-board open bar and lunch buffet. Snorkel gear and hotel pickup are included for a complete experience.

Imagine a blissful snorkel stop in the crystal-clear waters in Turks & Caicos aboard a luxury catamaran. As the catamaran gently glides over the turquoise waters, you're surrounded by the breathtaking beauty of the Caribbean. The boat is spacious and equipped with comfortable seating, perfect for lounging in the sun or taking in the panoramic views of the coastline. The crew anchors in a prime snorkeling location, where the water is calm and inviting, with vibrant coral reefs just beneath the surface. The boat offers all the premium snorkeling gear you need, from masks to fins, allowing you to effortlessly slip into the water and explore a vibrant underwater world. Schools of tropical fish swim around you, while rays and sea turtles occasionally appear in the distance, making it a magical experience. After snorkeling, relax with a refreshing drink from the open bar. Enjoy a tropical cocktail, ice-cold beer, or a refreshing mocktail.. the bar has something for everyone!

Experience an unforgettable day of fun in the sun on our party catamaran and snorkeling tour in Montego Bay! Swim and snorkel in the crystal-clear waters of the Caribbean Sea, discovering vibrant coral reefs and colorful marine life. But the excitement doesn't stop there - our catamaran is equipped with a top-of-the-line sound system, a fully stocked bar, and a lively crew ready to keep the party going. Dance to the beat of the music, sip on delicious cocktails, and soak up the stunning views of the Jamaican coastline. This is not your average snorkeling tour - it's a one-of-a-kind experience that you won't want to miss. Book now for the adventure of a lifetime!

Enjoy views of Aruba you can’t get on land during this morning or afternoon cruise. Unlike on big party boats, the vessel accommodates a small group, so everyone can spread out and enjoy some peace and quiet. Use the provided snorkeling gear to explore the underwater world, then refuel with a tasty lunch or dinner, with various options. Afternoon cruises can watch the sunset, too.

Embark on a catamaran cruise on the turquoise waters off Punta Cana with other families for a fun day on the water. Everything is taken care of for you: use of snorkeling equipment for both kids and adults, as well as lunch (kids menu available) on board the boat and convenient round-trip transportation from your hotel.

Make a day trip to Jost Van Dyke from St. John that maximizes your time, combining several activities in one excursion. Enjoy a light continental breakfast during the cruise, go for a morning snorkel near the coral reefs surrounding the island, and relax at White Bay beach near the famous Soggy Dollar Bar with a full open bar available on the return cruise.

Cruise along Aruba’s southern coast aboard a graceful schooner. Sip a cool refreshment and relax in one of the boat’s lounges while you take in the sights. You’ll also have the option to take a swim or a guided snorkeling or kayaking excursion in the hidden reef and calm inlets of Aruba’s Spanish Lagoon. As you return to the deck, the aroma of sizzling flavors welcomes you. Your onboard chef will have fresh lunch accompanied by Caribbean music and refreshing hand-crafted cocktails to indulge in as you sail back to shore.

To end a perfect day, join this tour aboard a classic schooner in Grand Anse Bay, Grenada, where you’ll sip champagne as the sun sets. This group tour keeps costs down while offering beautiful sunset views, a glass of bubbles, an open bar, and freshly prepared antipasti. Note that a weight limit of 270 pounds applies for safety.

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.

Navigate the seas aboard an authentic sailboat during this excursion in the Bay of San Juan. While most boats these days have noisy motors, this sailboat experience exclusively uses the power of the wind. Enjoy views of Old San Juan from a different perspective and sip on beer or sangria as you sail; you may even encounter local wildlife like dolphins.

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select a half or full day charter. Visit the islands of St. Thomas, St. John and surrounding cays. SY Sirena is a 50′ Luxury catamaran with a spacious salon that opens on to an expansive back deck with seating and dining. The bow of the boat offers relaxing seating with bean bag chairs and large trampolines for group conversations, tanning or intense turtle, dolphin watching. There are plenty of water toys to keep you entertained, from snorkeling equipment to relaxing floats. Price includes ice, soda, beer and rum punch. You and our captain will design an itinerary that best meets the needs of your group. *Please note the BVI is not available on this vessel, but a visit to the BVI can be booked under Product Codes 111649P24 or 111649P25. Departure from American Yacht Harbor in Red Hook; pickup from Cruz Bay, STJ possible with advance request after booking.

Snorkel at the famous Antilla shipwreck during this happy hour sail on a luxurious catamaran. On this sailing excursion, meet the ship's friendly crew and enjoy complimentary snacks and drinks from an open bar. Opt to upgrade your tour to a 'snuba' dive, which combines snorkeling's simplicity with the depth of traditional scuba diving.

Spend a memorable sunset sailing into the waters around St. John on this cruise from the Ritz-Carlton in St. Thomas. You’ll be treated with refreshing beverages while you sail, with plenty of time to take photos or just enjoy nature’s light show as the sun sets below the Caribbean horizon.

Prepare for the adventure of a lifetime aboard a state-of-the-art, custom-built catamaran! Set sail across the crystal-clear Caribbean as you journey to one of Nassau’s most stunning coral reefs. There, you’ll dive into an unforgettable underwater experience, snorkeling for approximately one hour among vibrant fish, colorful corals, and an incredible array of exotic marine life. It’s visual paradise as you glide above Nassau’s shimmering, jewel-toned seas. Your catamaran offers exceptional comfort with spacious decks, cushioned seating, and private bathrooms—plenty of room to stretch out, relax, or socialize with fellow guests. On the return voyage, bask in the warm Bahamian sunshine while enjoying complimentary drinks from our onboard bar.