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Upcoming Flotilla Vacation

British Virgin Islands

January 25 - February 1, 2025

The British Virgin Islands (BVI), located in the heart of the Caribbean, offer an unparalleled seafaring experience. With crystal-clear waters, idyllic coves, and a vibrant maritime culture, this archipelago is a haven for sailors, adventurers, and anyone seeking a tropical paradise. Navigating the BVI is an unforgettable journey filled with beauty, excitement, and relaxation.

In a nutshell:

Who can join:

  • On a shared boat: experienced and inexperienced sailors - may require hiring a captain

  • On private boats: Guest's choice of crew, self-skippered or an option to hire a captain


Enjoy living aboard and cruising a luxurious sailboat (monohulls and catamarans under 4 y/o) in the Caribbean sea. Enjoy the company of old friends and make new ones, make lifetime memories, enhance your sailing skills, and learn new life skills.

On top of it all - the Caribbean weather - with 75-80F and a nice steady north-easterly breeze (while temperatures back home in the Northeast will be around 20-30F...).


Getting there:

From Newark - United or American Airlines flights to Terrence B. Lettsome Airport in Tortola, BVI (EIS) with connections in San Juan, Puerto Rico, or Miami. Prices as of July 2024 - $550-$600.


The following is a skeleton Itinerary and is subject to changes before and during the trip.
  • Check-in day Sat Jan 25 – Arrive in Nanny Cay Marina, check in to boats at 5pm, settle in, and enjoy a dinner at a local restaurant

  • Sun Jan 26 – Depart Nanny Cay by 11am. Sail East towards the Baths 11.5NM, and stop for an afternoon hike between the amazing rock formations at the beach. Before sunset - sail a mile north along Virgin Gorda’s west coast, and anchor or moore off of Spanish Town. 

  • Mon Jan 27  –  Sail north towards Gorda Sound - 10NM. Optional - stop on the way up north for a swim and snorkeling, or alternatively, head over to the night mooring area - near Saba Rock, where you can enjoy a variety of activities including swimming, snorkeling, paddle boarding, kayaking etc. Dinner - at the newly built famous Bitter End Yacht Club.

  • Tue Jan 28 – Sail from Virgin Gorda North towards Anegada - 17NM. Take a ride to tour the island, perhaps catch a view of the flamingos at the pond, and end up at the West End beach for a sunset beverage. The Island is known for its lobsters - enjoy a dinner at the Lobster Trap on the beach by the anchorage.

  • Wed Jan 29 – Sail from Anegada to Guana Island - White Bay. 20 NM. Enjoy snorkeling the beautiful reef and watersports. Option: spend the night at Beef Island - Trellis Bay, known for its nightlife.

  • Thu Jan 30 – Sail west towards Jost Van Dyke - 12NM. Anchor at East End Harbor and go for a hike ashore, till you get to the Bubbly pool :-) After getting back to the boat - sail to Great Harbour (3NM) and pick a mooring ball for the night. Dinner - ashore at the famous Foxy’s. Alternatively - sail a bit more west and pick up a mooring at White Bay - by the Soggy Dollar Bar, where you can enjoy their famous painkillers. Dinner - on board.

  • Fri Jan 31 – Sail from Jost Van Dyke towards Norman Island, through the narrows - 10NM. Arrive at the Bight and anchor close to the famous Willy T floating bar. Dinghy over and enjoy an afternoon at the bar. Before sunset - sail back to Nanny Cay Marina 5.5NM and dock back at the charter company’s dock.

  • Sat Feb 1 – Check out from boat by 10am


Want to learn more?

Thanks for inquiring! We will get in touch with you over the next 48 hours.

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