top of page

Virgin Islands Bareboat Charter

Take Charge as Skipper on your Private Charter - $6,999

Take command of SV Serenity, our 2022 Beneteau Oceanis 40.1, and choose your own adventure! From secluded island anchorages, lively beach bars and a plethora of islands to choose from you can make seven days aboard truly your own unique experience. Bareboat charters are reserved for current SailTime Boston members and well-qualified First Reef Sailing graduates. Click below to schedule your charter today!

Sold Out
Winter 2024

What to Expect

Attractions and Itineraries

The goal for our courses is not only to offer top-tier sailing instruction but to introduce students to the "cruising lifestyle". We typically only ever spend one or two nights in the same anchorage and like to experience all of the amazing locations the Virgin Islands have to offer. 

US Virgin Islands

British Virgin Islands

The Boat

2022 Beneteau Oceanis 40.1 

Beneteau's latest cruising model that combines a stiff rig and high performance with maximum interior volume and luxury

Beneteau 40.1 Exterior.jpg

More Information

Typical Day

Each day can take any format you desire! We recommend trying to maximize each charter by only spending one or two nights in each location. Most groups choose to do an activity in the morning and sail in the afternoons! Activities include snorkeling, scuba diving, hiking, fishing, walking around town, visiting local attractions and more. First Reef Sailing can provide travel guides and itineraries customized to each bareboat charter!

Equipment Onboard

Our boat comes equipped with a 10’ highfield dinghy with a 20 horsepower outboard making zipping from boat to shore a breeze! We also have fins, snorkels and masks for up to 6 people plus assorted water toys.


Bareboat charter crews will be responsible for buying their own groceries and provisioning the boat. There is a wonderful grocery store only 1 block away from our slip, and plenty of other services on island. Ask us how we can help!

British Virgin Islands Requirements

If you choose to spend your charter in the British Virgin Islands make sure to bring your Passport! There are no visa requirements for US Passport holders. You will be departing the USVI on the first day and checking into the BVI's. Skippers will be responsible for the check in process, all you have to do is fill out a short form and pull out your passport! 

Our Marina

The trip will begin and end at our dock at American Yacht Harbor, in Red Hook on St. Thomas. 


American Yacht Harbor is a full service marina with on-shore showers and bathrooms, Wi-Fi, and 24/7 Security staff. It is located in the center of Red Hook, the easternmost town on St. Thomas, making it the logical departure point for charters in the USVI and the British Virgin Islands.


Red Hook itself boasts plenty of dining and shopping opportunities within a 5 minute walk of the marina. There is a gourmet supermarket across the street from the marina as well as a full service laundromat.



American Yacht Harbor

6100 Red Hook Quarters #2

St. Thomas, USVI 00802

bottom of page