How much does the Caribbean Flotilla cost?

For reference, the 2026 trip cost approximately $2,390 per person (excluding flights), covering charter fee, planning fee, provisioning, and mooring. Final pricing depends on headcount.

Can I bring a guest on the Caribbean Flotilla?

Yes, guests are encouraged to join.

What kind of boat is used for the flotilla?

The club typically sails a 42-50 foot catamaran. Final boat selection is made at booking.

What is the cancellation policy for the flotilla?

Before September 1: full refund. Between September 1 and October 1: 50% refund. After October 1: no refund.

Caribbean Sailing Flotilla | BVI Trip

Itinerary

Day One

Ease into island time at Cooper Island with crystal-clear waters, relaxed beach bars, and one of the best sunset anchorages in the BVI.

Cooper Island

Day Two

A legendary Caribbean sailing destination, Bitter End Yacht Club combines world-class marina culture with waterfront dining, watersports, and stunning North Sound views.

Bitter End Yacht Club

Day Three

Famous for its pristine white-sand beaches and fresh lobster dinners, Anegada offers a laid-back escape unlike anywhere else in the Virgin Islands.

Anegada

Day Four

Explore the charm of Spanish Town and the natural beauty of Virgin Gorda, including a visit to the world-famous Baths with their giant granite boulders, hidden pools, and crystal-clear grottoes.

Virgin Gorda

Day Five

Great Harbour embodies the laid-back, lively spirit of the BVI, where beach bars, island music, and unforgettable nightlife welcome sailors from around the world. A visit isn’t complete without stopping at Soggy Dollar Bar and the legendary Foxy's — iconic waterfront favorites that have become must-visit destinations for generations of sailors.

Jost Van Dyke

Day Six

Anchor off Norman Island and experience the famous Willy T’s floating bar, a bucket-list stop known for snorkeling, cocktails, and unforgettable energy.

Norman Island

Day Seven

Begin and end the adventure in Tortola, the sailing hub of the BVI and the perfect launching point for a week of island hopping and camaraderie.

Tortola – Charter Base

Can I bring a guest?

Yes! Guests are encouraged!

What should I pack?

Pack as light as possible in a soft, flexible duffle bag. A full packing list will be released upon signup.

Are there land excursions?

Yes, we have several land excursions and will go ashore some nights for dinner.

Do we ever sleep on land?

Members can sleep on land at their own expense, but this is not recommended. Part of the adventure is living aboard the boat.

What kind of boat will we sail?

Final boat selection will be made at booking, but we typically sail a 42-50 foot catamaran.

Do I get my own cabin?

You get your own berth. There are 2 berths to a cabin, 4 cabins to a vessel. Each cabin has 1 queen bed. This means you will be sharing the bed with another member.

Can I pick who is on my boat?

You can pick who is on your boat as long as you have a group of 6. If you do not have a group of 6, random members will be assigned to your boat.

Who is responsible for cooking and cleaning?

The crew. This is a bareboat charter so the crew is responsible for their living quarters.

Are flights included?

No, flights are the responsibility of the member.

When will I be committed to the trip?

Before September 1, you can cancel your reservation with 100% refund
Between September 1 and October 1, you can cancel your reservation with 50% refund
After October 1, you cannot receive a refund

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How much does it cost?

We cannot release a final price until we have a final headcount. For reference, the 2026 cost breakdown was:

Charter Fee: $1330 (fuel and water included)
Planning Fee: $500 (Waived for skipper)
Provisioning Fee: $350
Mooring Fee: $210
Total: $2390
Flights are not included

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