USVI Yacht Charter Special | June & July 2024

A man watching his family in a raft from the deck of a yacht

Book a luxury 10-day USVI charter for the price of 7 days!

Claim This Limited-Time Offer*

*For new and direct bookings only. Offer valid til April 30, 2024.

Depart from our base in historic Frenchtown surrounded by the natural beauty and culture of the U.S. Virgin Islands and experience an unforgettable charter vacation. Your previously scheduled private cab will be ready to pick you up from the airport.

Waypoints USVI is located near excellent gourmet restaurants, pub-style eateries, and downtown Charlotte Amalie world-class duty-free shopping. Spend a night on the dock or anchored nearby to enjoy the sights and lights of our busy Caribbean port.

If you are doing a sleep-aboard, you can spend your first night in the marina in Frenchtown with multiple dining options and provisioning nearby. If your charter begins at noon, we will get you on board, do a boat review, and then get you underway.

Sample Itinerary – 10-Day Charter from USVI to BVI


Traveling between the USVI and BVI allows you to see world-renowned sights and make unforgettable memories on a multi-day charter adventure.

Start the vacation of a lifetime by flying directly into Saint Thomas and catching a short ten-minute cab ride from Cyril E. King airport to the Waypoints USVI base. If you are doing a sleep-aboard, you can spend your first night in the marina in Frenchtown on your boat, with multiple dining options and provisioning nearby. If your charter begins at noon, we will get you on board, conduct a boat review, and then get you underway.


Day 1


Depart from the marina and head east for your first stop in St. John. Take a mooring at Lind Point/Caneel Bay and go into town, or head up Maho Bay and hang out with the turtles. There are multiple snorkeling opportunities along the way to see some local sea life.


Day 2


The next day, you are on to the BVI! Head over to the West End of Tortola and clear customs at Soper’s Hole. Grab some lunch at any of West End’s delightful restaurants. Then, head over to the Bight at Norman Island, home of the legendary Willy T’s and Pirates Bite, to anchor for the night.


Day 3


The following morning brings an array of wonderful snorkeling spots. You can snorkel the Indians, the Caves, or both. Then, sail up the Sir Francis Drake Channel to overnight at Cooper Island. Make sure to book a reservation at the Cooper Island Beach Club.


Day 4


Sail to Trellis Bay and enjoy a luxurious day at Scrub Island Resort and Marina, or head up to Virgin Gorda and visit the Bath’s. You can’t go wrong with either choice.


Days 5-6


Time for the North Sound of Virgin Gorda. From Leverick Bay, Bitter End, and Saba Rock to Prickly Pear, Biras Creek, and the Sand Box. The possibilities are endless. Plan for two days in the area because one just isn’t enough.


Days 6-7


Anegada is known for sailing, lobsters, and white sand beaches. Tuck in behind the reef at the Settlement and let the fun begin. Spend two days in paradise soaking up every bit of sun and relaxation.


Day 8


Leave Anageda early the following morning and take a smooth downwind sail to Jost. The hardest part of the whole trip will be deciding which anchorage to head to, including Diamond Cay, Little Jost, Sandy Cay and Spit, Little Harbor, or Great Harbor.


Day 9


Set a course back to the USVI on the south side of St. John and then pick from several anchorages. You can settle in at Coral Bay with its funky vibe. Enjoy absolute bliss while star gazing at either Salt Pond or Lameshur, or head on down to Rendezvous Bay.


Day 10


Time for another downwind run with several options for your last night on charter. Head to Christmas Cove and grab a slice at Pizza Pi, or anchor out at Honeymoon Beach at Water Island, the home of Dinghy’s Beach Bar. You can also come on back to the marina in Frenchtown to ease back into reality.

On the day you return your boat, you will have a quick stop at a marina for fuel and return to our base in Frenchtown. Make sure to send us pictures of your charter trip, and don’t forget to add #WaypointsWanderer on social media!

Book Your Luxury USVI 10-day charter for the price of 7 days!

Contact a Charter Specialist Today

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