Top St John Cruises & Sailing

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.

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 one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island out of all other group charters. After checking in at the Westin on St John, guests board our 55′ catamaran for a truly extraordinary day. A light continental style breakfast as we cruise on the North Shore of St. John to enjoy a morning snorkel off one of the many coral reefs surrounding the island. After the snorkel stop, the boat continues on to Great Harbor to clear into customs. After customs we make our way to White Bay, just a few minutes away and home to the Soggy Dollar Bar and one of the finest beaches on the planet! Guests 18+ can try a world-famous “Painkiller” cocktail, all can play the Ring Toss game, relax in a hammock, or swim and snorkel in the turquoise waters. Then, guests 18+ enjoy happy hour aboard as we head back to St. John with a full open bar, returning after clearing US Customs in Cruz Bay. Passport Required

Experience St. John's through the eyes of a local with this private guided tour. You'll learn all about the island's culture and ecology as you visit famous beaches and other tourist attractions. such as Oppenheimer Beach and Hawksnest Beach. You'll also get the chance to visit the Annaberg Sugar Plantation

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!

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.

Experience the best of the BVI on this leisurely tour, focusing on two iconic destinations without feeling rushed. Begin with a guided exploration of The Baths, uncovering hidden gems away from the crowds while learning about local culture and history. Then, venture to the renowned White Bay Beach on Jost Van Dyke, famous for its vibrant beach bars and pristine shores. Discover why this beach consistently ranks among the world's best. Note: this is an international excursion—a valid passport and cash for customs fees is required.

Depart St. Thomas or meet up at St. John for a visit to the smallest of the US Virgin Islands. Take in the history of the island as well as its majestic natural beauty on this half-day tour. See an old Danish sugar plantation, a national park, and various lookouts along the way. Start by boarding a ferry that takes you across the short 4 miles (6.4 km) of water between St. Thomas and St. John, where your tour bus awaits you. With your local guide, stop first at the Virgin Islands National Park to take in beautiful mountain vistas, impossibly blue water, and verdant coastal greenery. Enjoy the panoramic displays of white-sand beaches meeting mountain forests at your next 2 stops, Caneel Bay and Trunk Bay. At Annaberg, see the remnants of a 1780s sugar mill plantation. Wonder at the ruins of the factory, windmill, and slave quarters as you learn about the island's Danish settlers. Finish with a drive back to the ferry terminal for your cruise back to St. Thomas.

Avoid the crowds with this small group tour of St. John. You'll be picked up at your resort or cruise ship and will head to the East End ferry dock or meet the guide at the Cruz Bay dock and tour the beautiful island of St John, after enjoy beach time at the world class Trunk Bay Beach. Travel between the two islands on a scenic ferry ride then steps ashore on St John. Began with an island tour of this picture-perfect island given by a local guide. Tour is wonderful for scenic view, beach time and leaning about the history of the island. Please note that ferry tickets to and from St. John are not included in this tour's cost and are available for purchase at the dock.

Learn about the history and culture of St. John and get plenty of time leftover to hang out at the beach with this private four-hour tour. Your professional driver/guide will take you to plenty of local beaches as well as to the historic Annaberg Sugar Plantation and to the Bordeaux Mountain Trail, the highest point in the island.

Often voted as one of the top ten beaches in the World. Trunk Bay offers powdery white sand, stunning scenery, great snorkeling, and almost a mile long beach that you won’t want to leave. Located in the Virgin Islands National Park securing it from overdevelopment, Trunk Bay’s pristine beach really is unparalleled. The tour is going to St. John's Trunk Bay beach with two stops in Virgin Island's National Park to take in the beautiful views.

Sail across the glimmering waters of the Caribbean Sea aboard your own boat when you book this sunset sail in St. John. Climb aboard your vessel and sail during the beautiful golden hour, watching as the sky turns from blue to shades of yellow, orange, and pink. While you sail, sip on provided drinks from the open bar: white wine, beer, soda, and water.

An island tradition, Full Day-Fun Day aboard SY Mazu makes lasting memories. SY Mazu is a Gemini Legacy sailing catamaran. SY Mazu will whisk you to destinations of your choice throughout St. Thomas and St. John. SY Mazu is a private charter with an ideal capacity for 8 guests, please call in advance if you have greater than 8 guests. Spend time at the legendary Honeymoon Beach at Caneel Bay where the now world famous Pain Killer flows freely. Or, stop by Pizza Pi where sailors have enjoyed great food, drink and music. SY Mazu, or SY Neptune, is a new Gemini Legacy 35 sailing catamaran with twin Yanmar engines. The bow offers relaxing seating for breezy tanning or turtle watching. Equipped with the latest in audio technology, she has a Sony sound system with Bluetooth to enjoy your favorite tunes. There is plenty of snorkeling equipment on board to enjoy the crystal blue waters. Pickup available from Red Hook or Cruz Bay, St. John with advance notice and agreement.

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands, and one of the most famous destinations in the Caribbean. We start the day with continental breakfast as we cruise to The World Famous Baths of Virgin Gorda. Formed over millions of years, the Batholiths are a series of interconnected boulder formations creating grottos to wander through, and crystal clear waters to explore. Looking for an exceptional lunch on your exceptional trip - look no farther than Top of the Baths! After lunch, we head to the Treasure Caves of Norman Island for some amazing snorkeling. Legend has it that this is the setting of Robert Louis Stevenson's book "Treasure Island." The Caves are a gorgeous snorkel with friendly fish and three different caves to snorkel in and explore. Upon departure it’s time for Happy Hour. Enjoy complementary open bar after snorkeling as we cruise through Sir Francis Drakes Passage and along the coast of St. John. Passport Required

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.

Enjoy a day cruising around the coasts of St. John, St. Thomas, and Cays on this small-group cruise on a luxury catamaran. Enjoy plenty of space and a crew to take care of everything. Go snorkeling at Watermelon Cay and Maho Bay, then enjoy drinks from an open bar on the way to Christmas Cove and the Ledges of Little St. James.

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.

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.

Set sail aboard your own private boat with this customizable tour from the U.S. Virgin Islands. You'll spend the day cruising out to sea, with plenty of stops to snorkel and a lunch break on Saint John. You'll be aboard the Coqui, designed to comfortably hold up to 8 guests and equipped with snorkel gear for kids and adults plus a large swim platform plus a cooler full of juice, beer, and liquor.

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.

Choose to be picked up from St. Thomas or Meet us in St. John Cruz Bay Dock to view the beautiful St. John scenery in two scenic stops included in the excursion. Stops offer the perfect opportunity for photos. Trunk Bay Beach is nestled inside the Virgin Islands National Park, the beach is a perfect location for you to admire the scenery or venture into the turquoise water to snorkel or swim. Your driver drops you off along the pristine beach, where you can find calm bay waters and luscious tropical foliage around you. Take advantage of the beach chair and umbrella rentals or find your spot for a day on the sand. Stretch out and feel the sun on your skin as the cooling Caribbean breeze blows in from the water. Next, head out for a dip into the warm coastal sea or rent a snorkel to explore the world of coral beneath the surface. The ferry tickets to St. John are not included in the price.

Learn about the local culture and life on the smallest Virgin Island. Highlights of the tour include Cruz Bay, Annaberg Ruins, and one of St. John’s premier historic sites, Leinster Bay Trail. The Annaberg Sugar Plantation is a partially restored but the most intact sugar plantation in the Virgin Islands. It keeps the memory of the grueling times in 1717 when slaves were forced to work on the plantation which resulted in a revolt in 1733 that led to the abolishment of slavery. It was discovered and built by Laurence Rockefeller in 1956 while sailing on a family cruise. This luxurious hideaway is accessible only by boat/ferry and its beaches are widely considered to be among the best in the world. Enjoy beach time at Trunk Bay. Relax in the sand, rent some snorkel gear or bring your gear to explore the self-guided underwater world. Lunch stop is optional at your own expense.

Visit the famous PiZZA Pi floating restaurant in Cruz Bay and enjoy time to snorkel when you book this half-day excursion. Sail across the blue waters of the Caribbean and make several snorkel stops in some of the best locations in St. John. Then, head to the Virgin Islands’ only floating food boat, PiZZA Pi, for a delicious lunch.