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U.S. Virgin Islands Yacht Charter Itinerary

“Lime” – the West Indian Verb for Doing Absolutely Nothing – in America’s Favorite Paradise

On a St. Thomas yacht charter, "You are free to go where you want, when you want, and do whatever you'd like once you get there." That's our motto in a nutshell. Of course, the weather on a St. Thomas yacht charter may also like to have a say in your sailing itinerary, so trust that your captain will customize a VI sailing itinerary to suit your personal preferences and current weather conditions.

Here's just a sample of all the fun, relaxing and exhilarating stuff you could get up to, on an 8 days/7 nights luxury holiday break on a St. Thomas sailing charter.


  • Day 1 St. Thomas to St. John

    St. Thomas to St. John – Your superyacht will be waiting for you at Yacht Haven Grande, the premier superyacht marina adjacent to an exclusive shopping galleria featuring notable brands such as Bvlgari, Louis Vuitton, and Gucci. Once you depart on your St. Thomas yacht charter, there are no large marinas so anchoring out will be the norm.

    You can linger in port for some shopping or a round of golf at Mahogany Run. Later in the day, cast off for St. John renowned for its unparalleled natural beauty – lush, green hills steeply rising up from long stretches of powder white beaches. Nearly two-thirds of the island is National Park, and many of the anchorages here are idyllic coves with barely a trace of civilization in sight. Of course, you’re likely to catch a glimpse of a sea turtle poking its head out of the water or hear the hoarse bray of a “wild” but very lazy donkey ashore.

    We’ll anchor in Leinster Bay for the evening. The snorkeling is fantastic… one of our favorite spots is Waterlemon Cay where the starfish are as big as your hand. You will also discover some heart-pumping hiking trails to the ruins of the old sugar mill plantations during your VI sailing days.

  • Day 2 St. John, Tortola, Norman Island

    Enjoy the hush of dawn or sleep in – the time schedule is totally up to you. After breakfast and maybe a swim, we head for the BVI, stopping in Soper’s Hole… where pirates used to tuck away their ships and be on the lookout for an unsuspecting merchant ship. Today, booty can be found in a cluster of West Indian pastel painted shops that line the boardwalk. Your captain will handle the Customs/Immigration clearance while you enjoy lunch and a quick “shore explore”.

    After lunch, we set sail for Norman Island, the inspiration for Robert Louis Stevenson’s famous tale “Treasure Island.” Who knows, maybe you’ll find some treasure of your own as you snorkel the water and explore caves teeming with a colony of friendly fish during VI sailing. Take a heart-pumping hike up Spyglass Hill for a spectacular sunset or belly up to the bar at the floating Willy T.

  • Day 3 Peter Island

    Deadman’s Bay may not be the most conducive name for a stunning stretch of beach, but don’t let the name fool you. Today, you’ll find your paradise amid VI sailing. This is the spot where Bluebeard abandoned his conspirators with only rum for company, and although that doesn’t sound too bad from where you’re standing now, it was said that being stranded here was brutal. Alas, there was no Peter Island Resort back then, so that’s understandable. Your personal chef can prepare a lunch fit for royal pirates and cast

    you off for the breathtaking seaside portico of the resort. The views are simply spectacular and the spa is not to be missed

    Want to indulge in a relaxing Swedish massage while listening to waves crashing ashore? Then this is the place for you. Sunset drinks will be served aboard your luxury yacht, right in the heart of Great Harbor, just before a delectable gourmet dinner of local seafood specialties.

  • Day 4 Virgin Gorda

     One of the most iconic and photographed features on the Virgin Islands are the mysterious oversized boulders found on a secluded stretch of beach on Virgin Gorda, our next island destination. At ‘The Baths’, there are caves and underwater grottos to explore and, on land, a leisurely mountaintop trail leading to a delightful restaurant and bar offering countless rewards for your efforts. The views – and the food – are both amazing!

    A little further north your St. Thomas yacht charter transports you to endless stretches of secluded pristine beaches await you, until we reach the famous Bitter End, the last port of call and the easternmost point on the Virgin Islands, before the Atlantic Ocean’s open waters begin. Lots of bars and restaurants ashore including the famed “Happy Aargh” at Leverick Bay with local pirate Cap’n Beans. Plus a spectacular watersport spot!

  • Day 5 Anegada

    Anegada - A glorious to the hidden gem of the Virgins, Anegada is a flat island surrounded by a horseshoe coral reef with mile after mile of powder white beaches. It's laid back, enchantingly beautiful, and a naturalist's dream - giant iguanas, flamingos, wonderful trails and endless beaches with names like Cow Wreck, Loblolly and Flash of Beauty. Bone fishing is supreme here and local guides are available. An absolute “must do” is to enjoy a grilled lobster feast at a shoreside restaurant… as fresh as it gets.

  • Day 6 Marina Cay

    Marina Cay – Linger a little longer in North Sound, take a dinghy tour past Necker Island of Sir Richard Branson fame, snorkel Eustacia Reef, or take a kite surfing lesson. Set sail for Tortola, maybe stopping at The Dogs for lunch and ending up in Marina Cay, a sweet little island off the coast of Tortola. You can tender to Trellis Bay for some arts and craft shopping or Scrub Island for spa. Or venture ashore to Pussers for some local libations during your VI sailing days.

  • Day 7 Sandy Spit/Jost Van Dyke

    Sandy Spit/Jost Van Dyke – One of the Caribbean’s most picturesque beaches, Sandy Spit is one of those places that has the ability to capture sailor’s imagination and kidnap their hearts forever. In a life where the idyllic, picture-postcard beach is always around the next bend, finding Utopia feels insanely rewarding.

    In the afternoon, after we tear you away from Sandy Spit (probably kicking and screaming) we’ll take you to Jost Van Dyke, yet another superb little island home to only 200 souls and countless beach bars. Head to Soggy Dollar bar for a painkiller, spend the afternoon anchored to a hammock or get that adrenaline pumping on an exhilarating ATV tour of the hinterland. Enjoy more mouthwatering sundowners at Foxy, the most iconic Caribbean bar of all, where guitar-strumming, socializing and merry making is the order of the day.

  • Day 8 St. Thomas

    St. Thomas – It’s time to wrap it up folks, as you dig out those closed shoes from the bottom of your suitcase, put on more than a sarong, and begrudgingly head back ashore for your return trip home. Oh, don’t be so disheartened…when you’re ready, another St. Thomas sailing charter will be right here waiting for you to return.

    Don’t be too long now.

Our Expert Opinion

The U.S. Virgin Islands are the gateway to the BVI, and together, the Virgins are the most popular sailing destination is the world. Constant trade winds, short sailing distances between islands and calm seas make this is an ideal location for chartering a sailing yacht or catamaran. Don’t “rush” to the BVI - enjoy at least a day in St. John with its pristine beaches, hiking trails and boutique shopping.

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