The Best Times of the Year to Charter a Yacht in the BVI, USVI, and SVI

The Best Times of the Year to Charter a Yacht in the BVI, USVI, and SVI

The Best Times of the Year to Charter a Yacht in the BVI, USVI, and SVINatalie Rucker
Published on: 11/11/2025

Discover the best times to plan a vacation to the Caribbean Virgin Islands based on weather, peak tourism, holiday seasons, special experiences, and more.

Travel TipsPrivate Caribbean Charters
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A Day Aboard the Barefoot Cowboy: What to Expect on Your Caribbean Charter Vacation

A Day Aboard the Barefoot Cowboy: What to Expect on Your Caribbean Charter Vacation

A Day Aboard the Barefoot Cowboy: What to Expect on Your Caribbean Charter VacationNatalie Rucker
Published on: 21/10/2025

What should you expect from your Barefoot Cowboy voyage? Here’s a glimpse into what the average day looks like aboard our private charter in the Caribbean.

Private Caribbean Charters
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Island Hopping in Paradise: The Ultimate Charter Itinerary for the British Virgin Islands

Island Hopping in Paradise: The Ultimate Charter Itinerary for the British Virgin Islands

Island Hopping in Paradise: The Ultimate Charter Itinerary for the British Virgin Islands Natalie Rucker
Published on: 02/09/2025

This 7-day Caribbean charter vacation itinerary highlights the best routes, top spots to explore, and insider tips to make the most of each destination.

Travel TipsDestinations
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8 Reasons You Shouldn't Choose a One-Size-Fits-All Caribbean Charter

8 Reasons You Shouldn't Choose a One-Size-Fits-All Caribbean Charter

8 Reasons You Shouldn't Choose a One-Size-Fits-All Caribbean Charter Natalie Rucker
Published on: 05/08/2025

Planning a Caribbean getaway? Here are 8 reasons to avoid a one-size-fits-all yacht vacation and go for a custom, personalized charter experience instead.

Travel Tips
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