Top St Thomas Sailing

Set sail on St Thomas' aquamarine waters during this 3-hour sailing excursion from Frenchman's Reef. Step aboard the 54-foot (16-meter) catamaran and meet your friendly captain and crew. Head for the serene waters of Buck Island National Wildlife Refuge, where you'll don the provided snorkeling gear and jump in to snorkel among the vibrant marine life. Snacks, pirate tattoos and unlimited drinks from the open bar are included.

Get access to the National Wildlife Marine Refuge on a sailing yacht during this half-day tour from Charlotte Amalie. Learn about the turtles' behavior and habits through guided commentary and watch them munch on sea grass before sailing out to Buck Island, where you can swim and snorkel to explore the underwater world. This convenient tour combines two of the most popular water activities in a single booking.

Charter your own private yacht and sail the day away around the U.S. or the British Virgin Islands. Create a custom itinerary with your captain and crew and enjoy a half- or full-day sail out on the crystal clear waters of the Caribbean with your private group of up to 12 passengers. Yachts are equipped with an open bar, light snacks, Wi-Fi, and some water sports equipment.

We offer a private setting with a maximum of 6 guest and a personalized experience. The sailboat Cosmos Mariner is stable, sea kindly, and a beautiful classic boat. With years of experience sailing and snorkeling these waters Rob and Deb are sure to deliver an unforgettable experience.

This is a semi private trip for up to 6 guest (no children 12 years and under please). Avoid the crowds and enjoy approximately 2 hours of leisurely sailing with your loved ones aboard our beautiful 40ft classic sailboat. The sunset trip is a favorite by many and sure to be a memorable experience aboard SV "Cosmos Mariner".

An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memories as you experience spectacular sailing destinations with those you love. If your celebrating a special occasion or have a special request, please reach out to us directly so we can provide a customized experience.

Enjoy a relaxing and romantic sail in the calm waters of Pillsbury Sound with views of the beautiful beaches on the north shore of St. John, returning back to the beach at The Ritz-Carlton in time for dinner. A champagne sunset sail in the Virgin Islands is the perfect way to start a romantic night on your Caribbean getaway!

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht. Relax and enjoy snorkeling the crystal clear waters of the Virgin Islands while your crew takes care of everything from custom cocktails to a gourmet lunch. The boat will be all yours for the duration of this private charter and the captain will work with you to customize your itinerary to make an unforgettable day for you and your crew!

We sail to the beautiful Christmas Cove of Great St. James Island off of St. Thomas for a wonderful view of the sunset. Where we will have a champagne toast and great appetizers such as shrimp cocktail and a cheese and meat board.

An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memories as you experience spectacular sailing destinations with those you love.

Snorkel at the National Park in St. John and snorkel at an uninhabited island. This trip is all inclusive. Breakfast, lunch, drinks and snorkel equipment is provided. This trip caters to vegetarians and vegans as well. This adventure includes the captain, crew, sundeck, shade and fuel.

This personalized tour takes only a maximum of 12 guests. Enjoy a continental breakfast as you sails along the scenic North Shore of St. John and stops at one of the most beautiful beaches in the world; Maho Bay. Maho Bay is located in the Virgin Islands National Park (all park fees are included in the price) and where the turtles hang out. After your swim/snorkel with the turtles, we'll have a relaxing downwind sail & drop anchor at Christmas Cove, Great St. James Island, which is one of the most protected coves in the US Virgin Islands. Here we have time for more snorkeling while we wait for our pizzas to be delivered via dinghy, from Pizza Pi which has been featured on the Food Network and HGTV as the only floating Pizza Boat in the entire world. After enjoying Pizza, we will sail to beautiful Honeymoon Beach, St. John where you can swim in and enjoy an ice cold beverage from Bikini's Beach Bar. We welcome you back on the boat with fresh baked cookies as we sail back home.

The Blue Dream Flyer is an exceptional fast and amazing powerboat that was built for speed and comfort. Let her take you around the islands with your own personal captain for the day as you take in the breathtaking views of the Virgin Islands.

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry" designed 40ft Baba pilothouse Cosmos Mariner. Whether you want to learn a few things about sailing or just enjoy the ride, this will be an unforgettable expierence. This is an unique trip where we simply sail the Virgin Islands with no snorkel stops (unless requested) . Come enjoy the day and Sail the Cosmos! If your group is interested in snorkeling we'll be happy to fit a snorkel stop in too.

Join us aboard one of our luxury catamarans, as we set sail for the best snorkeling destinations surrounding St. John. Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies, our main lunch will be pizza from the Virgin Island’s ONLY floating food boat, PiZZA Pi, VI. We also include an open bar and snorkeling gear for this three-quarter day adventure. After lunch, we sail another beautiful snorkel stop for some additional snorkeling and beach time! This kid-friendly snorkeling tour in the Virgin Islands is perfect for guests of all ages!

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day of your vacation. Whether you want to sail all day or find a nice anchorage to relax and swim, we're happy to show you the best the Virgin Islands have to offer! Leave all the sailing up to us or have Captain Rob help customize your perfect trip!

Step aboard our luxury 53 foot catamaran for an evening escape to the island of St. John. This popular sail departs directly from The Ritz-Carlton Resort’s beach, and begins with cocktails and appetizers while underway to St. John where you may dine at the restaurant of your choosing. Departing from St. John after dinner, you will enjoy a starlight cruise home while sampling deserts, full open bar and cordials to finish the evening before disembarking back at The Ritz-Carlton Resort.

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones aboard our beautiful 40ft classic sailboat. The sailor's delight trip is a favorite by many and sure to be a memorable experience aboard SV Cosmos Mariner! Come sail the cosmos with us!

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memories as you experience spectacular sailing destinations with those you love. We can make the day what you want it to me, Explore, Swim and Snorkel, Relax on the Water, Bar Hop. We will work with you to customize the day of your dreams for you and up to 5 of your friends and/or family. Please reach out to customize the trip for special occasions.

This trip is a private crewed sailboat charter on a Leopard 50 sailing catamaran. We will cruise daily for 2-5 hours to many of the popular locations in the United States Virgin Islands. Captain Kevin and Chef Elizabeth have been sailing these waters for many years. The Captain will design a custom itinerary that will insure your experience is exactly what you are looking for while Chef Elizabeth will delight your culinary tastebuds with a taste of Southern Charm.

Join us aboard one of our luxury catamarans to enjoy a sun filled day of sailing with lunch at Lovango Resort and Beach Club.

Step aboard our luxury 65 foot catamaran Lady Lynsey II for an evening escape to the private island of Lovango Cay for dinner under the stars.

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles.

An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memories as you experience spectacular sailing destinations with those you love. Please reach out to customize this trip for any special occasions.