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.

Swim with green and hawksbill sea turtles on a sailing adventure from St. Thomas to St. John's Maho Bay and Honeymoon Beach. You'll make two snorkeling stops on your voyage, with a picnic lunch served on board in between. After swimming, enjoy free alcoholic beverages from the on-board bar. Note that onsite parking at the Ritz-Carlton now costs $30.

Board a classic West Indian sloop for a relaxing sail around Little Bay. Complimentary use of the boat’s snorkeling gear and swim aids is included. Slip into the sea alongside tropical fish, sea turtles, and water birds and then enjoy a variety of alcoholic and nonalcoholic beverages."

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.

Sail out to the Lovango Resort and Beach Club, on private Lovango Cay, with this evening cruise from the Westin on St. John. You’ll be served hors d'oeuvres and cocktails as you sail to the island, but you may want to save your appetite for the meal of fresh seafood that awaits you. Cordials will be served on the return trip home or you can order a drink from the on-board open bar.

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.

Visit Saona Island, an idyllic speck of sand and palm trees in the blue Caribbean, during a full-day tour from Punta Cana. Board a small speedboat for the thrilling ride out to the island, including a stop at a natural swimming pool where you can see starfish. Upon reaching Saona Island, spend the day exploring; stroll along the beach, relax in the white sand and swim in the azure waters. Sip drinks from the open bar and enjoy a buffet lunch of traditional Dominican fare. Round-trip transportation from Punta Cana is included.

Spend a day sailing and snorkeling with just five other passengers with this full-day sailing and snorkeling experience. You’ll set sail in the morning and head out to some of the USVI's prettiest spots for swimming and snorkeling, with a stop for lunch along the way. While locations may vary, the crew will do their best to ensure you beat the big cruise ship crowds.

Set sail from St. Thomas to the island of St. John with this luxury catamaran dinnertime cruise, ideal for those who want to have dinner at the St. John restaurant of their choosing. You'll whet your appetite with appetizers and cocktails as you make your way to St. John, with plenty of time on the island to enjoy dinner. Cordials and desserts will be served on the return journey home.

Sail to Isla Icacos on this full-day cruise from Fajardo aboard a modern 51 ft. sailing catamaran. Relax and enjoy the scenery as you travel, then snorkel among reefs teeming with tropical fish and spend time on the beach. Midday, enjoy a sandwich buffet lunch with beverages included. Hotel pickup and drop-off from San Juan, Condado, and Isla Verde areas are provided for convenience.

Enjoy picture-perfect views on an Aruba sunset cruise followed by our custom seafood dinner at a waterfront restaurant. Set sail aboard a catamaran for a cruise on the Caribbean while you take in the vivid colors of a tropical sunset. Enjoy snacks and an open bar before enjoying our custom dinner served seaside with a glass of wine at the Pelican Nest Restaurant.

Set sail from Aruba for a dinner cruise by catamaran, then watch the sun set into the Caribbean as you drink and dine on deck. Enjoy an open bar throughout the cruise, and nibble local and international fare from a sumptuous, three-course buffet. Take in Aruba’s shoreline scenery and cool sea breezes, then return to Palm Beach as the stars appear over the island.

Enjoy a day out of the water of St. Thomas on this small-group sailing excursion. Spend the morning sailing through the protected waters of the Virgin Islands National Park. Enjoy pristine beaches and look for turtles, sting rays, and tropical fish while snorkeling. Afterwards, visit Caneel Bay, which is only accessible by water. After an onboard lunch, enjoy time at Honeymoon Beach.

Sail along the coast of St. Martin during sunset on this excursion. Enjoy snacks, drinks, and entertainment as you take in the exquisite colors of a Caribbean sunset. Pick a spot on the spacious deck of the boat or upfront in the nets stretching between the two hulls of the catamaran to relax, relish the ride and watch the sun sink below the horizon, ending another beautiful day in paradise.

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.

*Professional and friendly crew* *Snorkeling equipment and safety briefing* *Delicious snacks and refreshments* *Access to the rope swing and diving platform* *Comfortable seating and shaded areas* Embark on an unforgettable adventure aboard our luxury catamaran! Experience the stunning beauty of the coastline, crystal-clear waters, and vibrant marine life on this exclusive catamaran cruise. Perfect for families, couples, and groups looking for a mix of relaxation and adventure.

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.

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.

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.

Go sailing and watch the sunset on a cruise from San Juan. Get great photo ops of Puerto Rico’s coastline and enjoy a comfortable sail on the Caribbean Sea. Your captain shares commentary about the region and provides complimentary drinks for your group of no more than six people.

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 to hors d’oeuvres and champagne 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.

Take a sunset cruise on the Frances Anne with this St. Thomas cruise package for up to six guests. You can hang out on the boat and take advantage of the open bar and free charcuterie offerings or, if the mood hits, you can go swimming and snorkeling right from the boat.

Admire Aruba at its most magical on a sunset cruise that captures the spirit of Havana, Cuba. Sip Cuban cocktails, dance to Latin beats, and sample snacks from the Caribbean island as you escape the crowds on land and admire Aruba’s coastline from the water. Plus, an onboard salsa teacher helps you supercharge your dancing skills.