Top Caribbean Sailing Tours - page 3

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.

Head out for a day of snorkeling with this all-inclusive yacht trip. You'll visit two different snorkel spots, USVI St. John National park and nearby coral reefs, and snorkel equipment will be provided. As this is an all-inclusive tour, you won’t need to worry about packing your meals—breakfast and lunch will be served plus free soft drinks and alcohol will be available on board.

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.

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.

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.

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.

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.

Watch the sunset and dine on Creole fare aboard a catamaran during this excursion from St. Maarten. Sip drinks from the open bar and munch on complimentary appetizers while the sun sinks below the horizon. Once twilight falls, enjoy a buffet-style Creole dinner, followed by dessert and Caribbean rum. Hit the dance floor to island beats while the boat sails back to the marina.

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!

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.

Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride. Watch the island coastline glide by as the sun sinks toward the horizon. Sip a complimentary rum punch or sparkling wine with your family and friends and listen as your captain points out landmarks like El Morro Fort and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.

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.

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.

Explore the Caribbean waters around Puerto Rico on a sailing tour from Fajardo. Join a small group and head to the nature reserve on Piñeros Island to discover the local biodiversity. Your captain makes several stops throughout the day and you can choose to swim in the pristine waters, snorkel in the abundant reefs, or simply sunbathe on the white-sand beaches. A delicious lunch and drinks 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.

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.

Watch the sunset on the deck of a spacious catamaran off Grace Bay while you enjoy a glass of Champagne on this catamaran sightseeing cruise around Providenciales. This 18-and-over tour allows you to enjoy a sunset like no other while rocking gently on the Caribbean waters. Dine on snacks, including fresh conch fritters, provided by a local restaurant while you toast the gorgeous surroundings—it's an ideal option for date night.

Spend the day sailing around the Virgin Islands on this all-inclusive charter, with departures from Red Hook. With group size capped at six, you’ll have plenty of space onboard to relax and enjoy the views. Enjoy snorkeling with the provided equipment, with a guide to lead the way, and instruction if needed. A Mediterranean lunch is provided onboard, along with a fully stocked bar.

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.

Watch the sun set from the deck of a catamaran during this 2-hour champagne cruise from Philipsburg. Sip unlimited champagne and enjoy delectable appetizers while you sail down the coast of St Maarten towards Long Bay. Say goodbye to another day in paradise as the sun sinks below the horizon.

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.

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.

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 up the coast of Aruba during a colorful Caribbean sunset on this excursion. Watch the sunset over the turquoise ocean waters while sipping drinks from the open bar and enjoying light snacks. Meet the friendly crew and dance the evening away on this luxury catamaran.