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Destinations and Sample Itinerary

Start Planning YOUR Dream Vacation NOW!

Your Island Girl Sailing Adventure begins with a Sunday evening boarding at American Yacht Harbor in Red Hook, St. Thomas. This is the perfect location to gaze out across the pristine waters and lush green island vistas that await you. 

Below is a sample itinerary that worked very well for our 2005-2006 Virgin Islands cruises.  You are encouraged to read up on the many possible destinations and itineraries and to suggest your own ideas.  The Captain and First Mate are ready to discuss any and all possibilities.

Red Hook, St Thomas

Red Hook is a town located on the east side of Saint Thomas in the East End subdistrict. Referred to as Red Hook, the east end features an unofficial "town" of red-tiled roof homes and businesses dotting a rolling coastline that overlooks Pillsbury Sound and the island of St. John. Red Hook hosts several hotels, a port, and other key items of the East side of St. Thomas

St John, US Virgin Islands
Cruz Bay - Caneel Bay


After a short warm-up sail across Pilsbury Sound, you will feel your worries slip away as you acclimatize to life in Paradise.  Arriving on St. John, a pristine US National Park, you can visit and shop Cruz Bay and have the opportunity to have lunch at the luxurious Caneel Bay resort. The Ultimate kick-off to an adventure of a lifetime.

Jost Van Dyke - BVI - Great Harbor
At roughly 8 square kilometres, Jost Van Dyke is the smallest of the four main islands of the British Virgin Islands, the northern portion of the archipelago of the Virgin Islands, located in the Atlantic Ocean and Caribbean Sea.  After a short afternoon sail to Jost Van Dyke, you will clear into British Customs and enjoy the afternoon and evening relaxing and exploring the remote and friendly island and visit the famous Foxy's Tamarind Grill.  It is a highlight of the trip and is a great place to spend the night on a morring.

Cane Garden Bay, Tortola, BVI

Cane Garden Bay is one of the most fabulous beaches in the world! After an approximately two hour sail from Jost Van Dyke, you will be mesmerized by the beauty and splendor of this destination. Strewn with white sand and dotted with funky native beach bars and restaurants, you will feel right at home as you settle into  a full day of relaxation, exploration and casual Caribbean dining and entertainment. Cane Garden Bay is also home to Quito Rhymer's famous Gazebo nightclub.  Quito is an amazing native reggae artist who performs on a regular basis at the club.  A GREAT DESTINATION!

Camanoe Passage - Marina Cay - Virgin Gorda

Your third day will begin with an AM departure from Cane Garden Bay, sailing east along the north side of Tortola. We will proceed through the gorgeous Camanoe Passage towards Virgin Gorda, stopping for lunch at Marina Cay, home of Pusser's Landing's famous Virgin Island Pain Killer.  You will then set sail across the Sir Francis Drake Channel to Virgin Gorda, where we will visit the wondrous Baths before checking into Virgin Gorda Yacht Harbor, a full service marina.  Here there will be plenty of time to shop, explore, re-provision and enjoy the amenties of the marina. 

Sir Francis Drake Passage to Cooper Island Beach Club or Norman Island

Your fourth day will begin on Virgin Gorda with a late morning departure for Norman Island, the "Treasure Island" of Robert Louis Stevenson. There we will spend our final night on a mooring in the "Bight".  This very small island has a couple of nice bars and restaurants such as the famous Willie T, a sailing ship turned into a bar.  This will surely bring out the pirate in you. There is excellent swimming, snorkeling and relaxing opportunity aboard at this final destination.

Return to USVI

Your final day aboard Island Girl will be spent sailing from Norman Island back to St. John, USVI.  Here, we will clear US Customs and spend a little time in Cruz Bay before heading back to Red Hook, where you will finish your cruise. You may elect to continue your stay at a local hotel, or you may spend a final night aboard for an extra charge.

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