St. John was voted “Best Caribbean Island” many times. Virgin Gorda is famous for it’s unique rock formations “The Baths”. Snorkeling is exhilarating in “The Caves” at Norman Island. Enjoy beach combing at it’s best at White Bay, a drink at “Foxiy’s” and fresh caught lobster for dinner on Jost van Dyke. Starting in St. Thomas, these are just some of the many highlights your personalized itinerary might include.a

Itineraries starts in St. Thomas (airport code STT)  or Tortola (airport code EIS) to visit the US & British Virgin Islands.

*If you want a sailing trip more off the beaten track, with less crowded anchorages, choose our one way trip starting in St. Thomas, visiting the Spanish Virgin Islands (Culebra, Culebrita, Palominos etc) and ending in Marina Del Rey in Puerto Rico. This is only available during select times of the year and must be requested in advance. There is a relocation fee of $900.00. You will fly into St. Thomas and out of San Juan, PR (airport code SJU). This trip can include the visit of the rainforest EL Yunque and the historic sites of Old San Juan.


A Sample week aboard the Billy Jean cruising the US & British Virgin islands.

1st day:

We welcome you aboard the sailing yacht BILLY JEAN at 2:00 pm at Tropical Marina with a typical Caribbean Rum Punch. We will explain to you, all the things you have to know about “living aboard”. We will set sail to St. John, moore at Francis Bay in St. John, where you can have your first swim and snorkel in the blue Caribbean waters.

2nd day:
After breakfast we head to West End Tortola, Soper’s Hole to check into the BVI waters. You have the opportunity to do some shopping ashore. After lunch we sail towards Cooper Island. The Cooper Island Beach Club is known for his excellent tropical drinks. Dinner al fresco in the protected cockpit of Billy Jean after the sunset ends another beautiful day in paradise.

3rd day:
One to two hours of sailing will bring us to Virgin Gorda, where we dock in the marina of Spanish Town. From here to take a taxi to The Top of The Baths and explore one of the most unique site in this area: the Devils Bay trail through The Baths.

Spanish Town is also the perfect place for you to have a night out and dine in one of the typical restaurants. Wednesdays and Fridays a local band is playing live music for you to dance the night away.

4th day:
In the morning you can take a short walk to one of the most exclusive resorts on Virgin Gorda: Little Dix Bay. You are welcome on their palm fringed, picture perfect beach for lounging, sunbathing and for a drink, of course. We leave the marina after lunch for a nice down wind sail to Peter Island. Great Harbor is the perfect place for snorkeling and the beautiful beach of the Peter Island Resort is only a short walk away.

5th day:

A short sail brings us to Norman Island, The Bight. You can take the ocean kayak for a ride to the snorkel spot The Caves.

We anchor close to the world famous swimming bar and restaurant Willy T’s (William Thornton). Another great place out for dinner and drinks and party at the bar. For the more adventurous type: you can experience a “body shot” and get (temporary) tattooed with the Willy T’s skull and Bones.

6th day:

With the wind from behind we have a nice sail to St. John and pick up a mooring in one of the national park coves, Leinster Bay. This is a very quiet place with Watermelon Cay as an excellent snorkel spot. Because there is no artificial light at night it makes also one of the best spots for stargazing.

7th day:
We set sail to Cruz Bay, St. John where we check back into US territory. We have lunch ashore in the local shack “Uncle Joes” for the best BBQ ribs and chicken or “Woody’s for their Hamburgers, 2 of the best eats on the islands. We then head out for a last quiet night at Christmas Cove in Great St. James Island. Here snorkeling is all around the boat and stargazing is encouraged.

8th day:
After breakfast you will have to say good bye to BILLY JEAN, your swimming home for the past week. We are sure that you will have had an unforgettable week.

***This example is just one of the numerous ways to see the islands. Some times we also visit Jost Van Dyke with the famous beach bar FOXY’S or we show you more of the national park of St, John. The final itinerary is made according to your needs and depending on the actual weather conditions. The final decision is always made by the captain.