Sample USVI Itinerary

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Here is a sample of what to expect on your all-inclusive charter yacht vacation.

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USVI Itineraries Water Island


Water iSLAND

After you arrive at the St. Thomas International Airport (STT), a taxi will take you to meet your yacht and crew in Yacht Haven Grande Marina.

After a safety briefing and yacht orientation you will leave the dock and take the short trip over to Water Island. This charming little island is located just off the south shore of St. Thomas. Head over to Honeymoon beach which has 2 bars on opposite ends. Dinghies often has live music, especially all day on Sundays, and a shack that offers movie night on Monday nights on a projection screen between two palm trees. It is a great place to take a swim and there is also a protected snorkeling area to explore. 


Great st. James

After breakfast you will head to Buck Island. This is an an uninhabited island, a little further south of St Thomas, where Turtle Cove is a famous spot for snorkeling. In shallow water, you can easily access a shipwreck called the Cartanza, where you will be sure to see plenty of fish. After lunch onboard your crew will move your yacht to Christmas Cove. This is a well-protected cove behind the island of Great St James and is home to Pizza Pi, a floating pizza restaurant. This is also a great place for watersports such as tubing, wakeboarding, and stand-up paddleboarding.

Crewed charter
Steve McCauly photo usvi


Magens Bay

After breakfast sail to the secluded, beautiful Hans Lollik Island. This is one of the more remote stops, where you will likely have the the entire island to yourself. There is a beautiful beach to explore and lots of shade should you want to relax. The snorkelling is great which you can experience straight of the back of your yacht.
Weather permitting, you may spend the entire day and night here. If not then your Captain will move to either Magens Bay or carry on to Lovango Cay for the night.


Caneel bay, St. John

Depending on where your yacht was anchored last night, you will either wake up in Lavango Cay or sail there after breakfast. Lovango Cay was first populated in 1728 and by 1917 had population of 49 and had one of the first schools built in the territory. It also had the last legal brothel in the territory and was for many years a destination for the many colorful mariners who were native to the area at the time. This is where the name came from (Lov An Go). Today it has a fine dining restaurant called Zozos on one side as well as a handful of private residences (all off-grid) and on the other side, it is secluded.

Between Lovango Cay and Congo Cay there is some of the most beautiful waters with Incredible snorkelling. Located here is the largest and scariest cliff jumping location named Carvel Rock and also a huge cave to explore. 

After lunch the your cew set sail for Cannel Bay, St. John, which includes 7200 acres of land and 5600 acres of underwater land which make up the Virgin Islands National Park. Caneel Bay was the only resort ever to be allowed within the boundary of the National Park.

After Hurricanes Irma and Maria, the resort sadly never reopened. The land has since been largely reclaimed by nature, making once private beaches now open to the public.

There are several beaches here to choose from, with Cruz Bay around the corner which has lots of beach bars and a local farmers market of fresh fruits and hand-made items such as wooden bowls and conch horns. This is another great spot for watersport activities, exploring the beaches or just swimming and relaxing on the boat. There are also multiple short hikes available, with rewarding views.

Crewed charter


Waterlemon cay

After breakfast your crew will take you to Waterlemon Cay. This is the number one destination for snorkeling on St John. Enjoy a guided snorkel with your crew and learn about all the marine life. Take an easy walk along the shore to the Annaburg Plantation which offers stunning views of Tortola and Jost Van Dyke as well as a tour through St. John’s past. There is a light-duty uphill hike that takes you past the ruins of one of the oldest churches in North America to the Great House at the top of the Leinster Bay Trail. From here you can see Virgin Gorda, Norman Island, Cooper Island, Peter Island, Ginger and Salt, Tortola, Jost Van Dyke, the rest of St. John and St. Thomas. Possibly the best spot in the world to watch a sunset!


Salt pond bay

In the morning sail past the West End of St. John close to the boarder with the BVI territorial waters. You will see Tortola and Norman very close, and even as far as Virgin Gorda. This is a great area for catching fish! From here on you will be exploring the South Shore of St. John where all the beaches are much harder to get to, making them much more secluded and quiet. This is also deep in the park boundary, so there are very few houses and no towns where we will be going. Perfect for stargazing at night!

Salt Pond Bay is very secluded and protected, and is a tranquil place to relax. There is a short walk to the Salt Pond, or the Rams Head Trail hike. Also great for some  paddle boarding, kayaking or tubing.  


Reef bAY

After breakfast in Salt Pond Bay you move to Bay. Here you you can relax onboard, snorkel in the bay and walk along the beautiful white sandy beach. Enjoy lunch onboard in this beautiful bay before heading to Reef Bay for the rest of the day.

Reef Bay has a wonderful hiking trail that takes you through lush tropical forests, historical ruins and even ancient rock carvings left by the islands indigenous people. It is great opportunity to immerse yourself in the islands rich history and natural wonders.  


St. Thomas

Have a relaxing breakfast followed by a leisurely sail back to Yacht Haven Grande, St. Thomas. Here you will depart your crewed yacht charter and head to the airport. Alternatively you may wish to book a hotel for an extra night in paradise. St Thomas has lots to do. Check out Emancipation Gardens, the 99 steps, and the historic Fort Christian. Take advantage of duty-free shopping at the vendor’s plaza or in any of the downtown boutiques.


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