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Guiding Winds
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Granite boulders of The Baths at Virgin Gorda, BVI

Tortola · Caribbean · Caribbean

British Virgin Islands. One catamaran, up to 12 guests, a week off the grid.

Length

5 to 7 nights

Guests

Up to 12

Starts at

$3,350/ guest

The voyage

Norman Island, The Baths, Anegada, Jost Van Dyke. Quiet anchorages day-trippers never reach.

In the price

  • All meals aboard, cooked fresh in the galley
  • Snorkel gear, paddleboards, kayaks
  • Private cabin with ensuite head
  • Fuel and moorings
  • Crew

Not included

  • Flights to/from Beef Island (EIS)
  • Travel insurance
  • Off-boat dining and excursions

The water

Quiet anchorages day-trippers never reach.

The week, day by day

A sample itinerary. Weather and mood get a vote.

  1. Day 1 · Saturday

    Embarkation · Nanny Cay

    We stay tied up at the marina this first night, so everyone can get settled aboard before we head out in the morning.

  2. Day 2 · Sunday

    Norman Island

  3. Day 3 · Monday

    The Baths · Virgin Gorda

  4. Day 4 · Tuesday

    Anegada

  5. Day 5 · Wednesday

    Jost Van Dyke

  6. Day 6 · Thursday

    Sandy Spit & Sandy Cay

  7. Day 7 · Friday

    Cooper Island

  8. Day 8 · Saturday

    Disembarkation · Nanny Cay

Granite boulders of The Baths at Virgin Gorda, BVI

From our guests · Caribbean

Our trip with Guiding Winds was nothing short of perfection. We spent our days island hopping and soaking up every bit of the sun on the catamaran. Dodie and Clint have truly mastered the art of hospitality - they made everything feel so effortless and dreamy. If you're looking for gorgeous waters and a stress-free getaway, this is it. We can't wait to come back.

Joe & Danielle Steen · St. Augustine, FL · British Virgin Islands

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From the field

What it looks like.

A mix of guest photography and licensed imagery while we add to Dodie's library through the 2027 season.

Map of the British Virgin Islands showing the anchorages sailed on this voyage
Granite boulders of The Baths at Virgin Gorda
Norman Island
Anegada
Jost Van Dyke

Before you go

Questions guests actually ask.

The full 23-question FAQ covers everything. If something isn't there, just ask.

Do I need to know how to sail?
No. Clint handles every helm decision. If you want to learn or take the wheel under his eye, he'll teach. If you want to read a book, the boat sails itself with him at the helm.
What does the cabin look like?
Each cabin has an ensuite head (toilet + shower) and a hatch over the bed for stars at night. Air conditioning on shore power; fans underway. The catamaran was chosen for cabin volume.
What if I get seasick?
Catamarans are dramatically more stable than monohulls - most people who get seasick on cruise ships are fine on this boat. Guests should purchase seasickness remedies such as scopolamine patches, Bonine, or ginger on their own and bring them along. The BVI is also one of the most protected sailing grounds on earth - you're almost never out of sight of an island.
Cancellation policy?
We recommend travelers insurance that lets you cancel for any reason and get a full refund: trawickinternational.com/?agent=21057. We talk through the details with you on a quick call before you book.
Can we bring kids?
Yes. The boat sleeps 12 and kids stack in cabins easily. Two notes: this is an adult-pace trip (long dinners, no kids' menu), and there's no formal childcare. If you want a family week, book the whole boat and let us tailor the itinerary.
Is there Wi-Fi?
We don't provide onboard internet. Wi-Fi can be purchased for an additional charge, and the connection can be unreliable at times. Most guests embrace the unplug.

Availability

A limited runSee the open weeks

A limited run of weeks. When they're gone they're gone - we don't add capacity or stretch the run.

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Off-grid catamaran voyages

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