Top St John Sailing

No need to suffer through a stale packed sandwich on this full-day snorkeling cruise. Instead, enjoy freshly-made pizzas from the unique floating food boat Pizza Pi. Spend the rest of the day working up an appetite with swimming and snorkeling at picturesque beaches and offshore cays. When you’re tired from all that swimming, relax on deck and make the most of the free snacks and open bar.

If sailing into the sunset while sipping champagne sounds like your idea of a good time, this St. John sailing experience may be just what you need. With this group cruise, you'll sail from the Westin on St. Johns out into the Pillsbury Sound aboard a 55-foot catamaran, where you'll be served champagne and hors d'oeuvres as the sun sets into the sea.

Enjoy the beauty and convenience that come with a day pass to Honeymoon Beach. Experience the beauty, fun, and relaxation that are on offer at this white sand beach bordering the Caribbean's sparkling blue waters. Lounge all day in your dedicated beach chair or lie in a hammock hanging from two palm trees for the ultimate relaxing experience. Try your hand at stand-up paddleboarding, kayak around Caneel Bay, or snorkel the offshore coral reefs if you're into water sports.

Spend a day 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 bit more snorkeling before you head home.

Kayak, hike, and snorkel in Caneel Bay, a UNESCO World Heritage-listed National Park. Choose from two tour lengths, and follow your adventure guide to trek down forest trails on Turtle Point, paddle a kayak in the bay's serene waters and snorkel through beds of seagrass inhabited by the local sea turtles. Along the way, enjoy informative commentary about the history, ecology, and natural resources of this unique ecological zone. All equipment is included, and the longer tour includes lunch.

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.

This night Kayak and Glow tour is an award winning excursion based out of the beautiful Westin Resort, St. John. Upon arrival "get your glow on" with glow paint and photos. Upon departure be amazed by the clear-bottom kayaks and glow of your kayak. Some clear water parts of the cove allow you to search for marine life below such as pre-historic tarpons and sting rays. Other parts, more murky, create a fun and spooky experience as you paddle along the shoreline. Allow your A-Team of guides to take you on a nocturnal adventure you won't soon forget!

Escape the tourist crowds and explore the US and British Virgin Islands at your own pace on a private boat excursion from St. John or St. Thomas. Sunbathe on the boat’s deck, snorkel and swim in the refreshing waters, or island hop for an intimate sightseeing experience, benefiting from insight and tips provided by your captain on a fully customizable tour.

Let a powerboat speed you to some of the best beaches of the US and British Virgin Islands in one hassle-free experience with this private boat charter from St. Thomas. Board your comfortable, skippered boat and enjoy an itinerary customized to you, stopping at prime snorkel and swim spots such as The Baths, Virgin Gorda, and more. Snorkel gear, onboard music, and hotel pickup are provided for a complete experience.

Sail around the island of St. John with this small-group tour. You'll sail along the North Shore until you reach a good snorkeling spot, where you'll make your first stop. Then you'll continue to the floating taco bar, Lime Out for lunch, followed by a second stop for snorkeling before you head back to your departure point.

Spend the day aboard a 40-foot sailboat with this St John day trip, departing from Cruz Bay. You'll visit a quiet cay for snorkeling and swimming before making your way to a second area for more swimming plus white-sand beach time and an included lunch before returning to Cruz Bay.

Spend the day sailing in St John aboard a 40-foot sailboat with this private excursion. You'll head out to Cruz Bay where you'll take an inflatable tender out to your sailboat. You'll then head out to sea, with a couple of stops for snorkeling in the clear Virgin Islands waters.

Hop aboard a 40-foot-long sailboat for this small-group sunset cruise. Your captain will take you and up to five other travelers out on a relaxing cruise through the USVI's calm waters as you watch the sun set into the sea. Free drinks and snacks onboard add to the festive, but chilled-out, atmosphere.

Set sail into the sunset while sipping on bubbly and snacking on hors d'oeuvres on this group cruise. You’ll hop aboard the 55-foot Daydreamer catamaran and sail off into the Pillsbury Sound, with plenty of chances to take photos or simply take in the views before you make your way back to shore.

Head out on a half-day adventure around St. John and nearby St. Thomas on this budget-friendly, two-stop snorkeling tour. Your captain will show you and your group of up to 48 other passengers a couple of off-the-beaten-path snorkeling spots, away from where the cruise ships frequent. Once you’ve snorkeled to your heart’s content, you can order free drinks from the boat’s on-board open bar.

The Picnic Snorkel Sail takes place on a luxurious catamaran, guided by knowledgeable crew. The picnic lunch being provided onboard allows for maximum snorkeling time at both of the 'off the beaten path' reef stops!

Take a half-day trip out to the waters around St. John and nearby St. Thomas by booking this two-stop snorkeling tour. Your captain will show you and your small group of fellow passengers two lesser-visited snorkeling spots, where you'll get to jump in and check out the underwater life around you. After you’re done, you can order free drinks from the boat’s on-board open bar.

With 20 years of experience sailing here in the US Virgin Islands we have found that our guests value the smaller venue for purists sailing. We can offer as much or as little instruction as you request while you take the helm of your very own sailboat here in the Caribbean. A great, hands on experience for everyone in the family and unforgettable memories with photos to prove! You are invited, though not required, to "Captain" the boat for the whole day, let everyone have a go at the helm or simply hand it back over to your guide to relax and enjoy the ride.

You will have private, personable and unique experience with Sailing Tipitina. We are owner/operators and live aboard this classic sailboat with our sweet Weimeraners Oyster and Pearl.

A six hour full day sailing of Pillsbury Sound from Cruz Bay enjoying the sun, the wind, water and being on a big beautiful sailboat. We will pass by and visit Honeymoon Beach, Caneel Bay, and Lovango Cay as we sail gracefully over the aquamarine crystal clear waters of the Caribbean. Enjoy lunch on board along with all inclusive beverages: beer, wine, mixed drinks, soft drinks water and juices. We will also stop so you can swim and snorkel to see tropical fish and sea turtles.

We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swim with sea turtles daily. We look forward to sharing our passion for true sailing, hospitality and the best day of your vacation with you!

The best day of your Virgin Islands Vacation will be your day out sailing with Island Sailing Tours. You will enjoy the sun, wind, and water sailing out of Cruz Bay to Pillsbury Sound on the beautiful, large comfortable classic sailboat Tandemeer, which is the same boat shown in the 1980's hit movie "Trading Places" with Eddie Murphy, Dan Akroyd and Jamie Lee Curtis We will aslo stop at a beautiful beach and reef so you can snorkel the crustal clear waters seeing hundreds of tropical fish or swimming with sea turtles.

Set sail aboard a 60-foot sailboat with this three-hour snorkeling cruise from Cruz Bay out to Pillsbury Sound. You and your private group of up to six people will set sail aboard the Tandemeer (which once made an appearance in the film Trading Places), with a break along the way at Honeymoon Beach or Lovango Cay for swimming and snorkeling.

The best day of your Virgin Islands Vacation will be your day out sailing with Island Sailing Tours. You will enjoy the sun, wind, and water sailing out of Cruz Bay to Pillsbury Sound on the beautiful, large comfortable classic sailboat Tandemeer, which is the same boat shown in the 1980's hit movie "Trading Places" with Eddie Murphy, Dan Akroyd and Jamie Lee Curtis We will aslo stop at a beautiful beach and reef so you can snorkel the crustal clear waters seeing hundreds of tropical fish or swimming with sea turtles.