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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5 Mistakes First-Time Travelers Make When Taking a Caribbean Vacation (And How to Avoid Them)

5 Mistakes First-Time Travelers Make When Taking a Caribbean Vacation (And How to Avoid Them)

5 Mistakes First-Time Travelers Make When Taking a Caribbean Vacation (And How to Avoid Them) Natalie Rucker
Published on: 08/07/2025

Mistakes can add stress to what should be a blissful escape. Discover the top 5 mistakes first-time Caribbean travelers make—and how you can avoid them

Travel Tips
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