Top Caribbean Sailing Tours - page 2

Enjoy sailing, snorkeling, and shopping all in on tour, without the hassle of booking different activities, on this day cruise from St. Thomas to St. John. Board your catamaran at Frenchman’s Reef and set sail for Cruz Bay on St. John. Browse the shops and enjoy lunch (own expense), and set sail for Honeymoon Beach for snorkeling. On the sail back, enjoy an open bar.

Explore St. Maarten’s natural landscape away from the crowded beaches on a boat cruise that departs from Bobby’s Marina. To ensure your comfort and a personal experience, the boat crew provide a buffet lunch, open bar, and snorkeling gear. Stops on the itinerary range from top landmarks to secluded snorkeling locations often missed by visitors.

Sail aboard our unique half day cruise, where you will enjoy a fully guided snorkelling tour of the famous Underwater Sculpture Park. Following a buffet lunch and beverages, you will sail to Flamingo Bay to snorkel over a beautiful reef in a protected marine reserve and afterwards, to relax on a soft, white sandy beach. You may get the chance to see diverse marine life such as stingrays, turtles and eels, as you float through the reserve’s crystalline blue waters. On the way back to port, rum punch and other drinks will be served on our open bar. Admission tickets, drinks and lunch are all included in the tour.

Get a different perspective on Aruba’s coastline by heading out to sea. This sailing experience takes you to beaches and a shipwreck, where you can swim snorkel, swim, paddleboard, or simply soak up the atmosphere. All this activity builds up an appetite, so enjoy an onboard BBQ meal and sip on included alcoholic drinks. Finish off your trip by catching the sunset.

*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.

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.

Discover the beauty of the Caribbean on a 4-hour tour to the stunning Icacos Island. This trip offers the perfect blend of relaxation and adventure with two exciting stops: one for snorkeling among vibrant marine life and another to soak up the sun on the beach. Savor a delicious buffet-style lunch served aboard the catamaran, along with refreshing drinks and all necessary snorkeling equipment provided. Ideal for families and groups, this unforgettable experience departs from Fajardo at 9:00 AM and returns at 1:00 PM and the afternoon tour from 2:30pm to 6:30pm - 4-hour tour to Icacos Island with snorkeling and beach time - Buffet-style lunch and refreshing drinks included - All snorkeling equipment provided for your convenience - Perfect for families, friends, or anyone looking to unwind in paradise

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.

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.

Welcome aboard, fellow adventurers, to the breathtaking paradise of Jost! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered.Relax on stunning beaches and enjoy the vibrant atmosphere at the famous Soggy Dollar Bar, where you can sip on the iconic Painkiller cocktail. Please note that you will need to swim ashore to reach the bar—hence the name "Soggy Dollar!" We will also include other stops, such as Sandy Spit and the Bubble Pool, weather permitting, giving you the chance to explore some of the most picturesque areas in the BVI. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed throughout your adventure. Let’s set sail together and create memories that will last a lifetime!

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.

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.

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!

Explore Aruba’s coast on this morning sailing trip. Board a catamaran limited to fewer than 35 guests and unwind as the captain and crew take you to Boca Catalina Beach. Enjoy snorkeling, swimming, and paddling, or simply soak up the sun. All these activities build up an appetite, so enjoy snacks, drinks, and a BBQ lunch onboard. Perfect for anyone looking to escape the mainland for a short while.

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.

Exploring Bermuda's coastline can be tricky without a boat of your own, but this evening cruise keeps things simple. Head out onto the water to enjoy the sunset from a unique vantage point aboard a 50-foot (15-meter) catamaran, then return to land with plenty of time to enjoy the rest of your evening. While onboard, sip on classic Bermudian rum cocktails and enjoy the sounds of island music—a truly relaxing experience in paradise.

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.

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.

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.

Hop aboard the beautiful sailing vessel Cosmos Mariner for a small group sailing and snorkeling adventure for up to 6 guest max. We'll sail from Sapphire Beach Marina and take you to a spectacular location to snorkel with tropical fish. All snorkeling gear will be provided, and alcoholic beverages and soft drinks will be served on board at no additional charge.

Sail and snorkel around Cades Reef and the surrounding beaches during this 6-hour boat tour from St. John's. Relax on the white sand while the crew serve you drinks and prepare a barbecue lunch. Round-trip transportation from St. John's hotels or the cruise port included.

Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. You can select a half or full day charter. Visit the islands and harbors of St. Thomas, Buck Island, Water Island, and maybe even a secret cay! S/Y Pisces is a 47′ luxury Leopard Catamaran with a spacious salon that opens on to an expansive back deck with comfortable seating. The bow of the boat offers relaxing seating with bean bag chairs and two large trampolines for group conversations, breezy tanning or turtle watching. Equipped with the latest in audio technology, Pisces has a JBL sound system with Bluetooth capability to ensure you travel with your favorite tunes. There are plenty of water toys to keep you entertained, from snorkeling equipment and relaxing floats to beach games. You and our captain will design an itinerary that best meets your needs. All departure times are listed in Local Island Time.

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.

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.