Frequently Asked Questions

Planning a Caribbean charter vacation doesn’t have to be stressful. Below, you’ll find the questions we hear most often, so you can get answers fast, schedule your once-in-a-lifetime getaway, and start counting down the days.

Frequently Asked Questions

Planning a Caribbean charter vacation doesn’t have to be stressful. Below, you’ll find the questions we hear most often, so you can get answers fast, schedule your once-in-a-lifetime getaway, and start counting down the days.

Barefoot Cowboy Charter FAQ

Are shorter charter vacations available?

Yes, we offer several options for those looking for a shorter adventure, including:

• 5 days, 4 nights

• 6 days, 5 nights 

• 7 days, 6 nights

Give us a call, and we’ll work together to create a vacation that fits your schedule and budget.

What is the minimum age required to be on Barefoot Cowboy? 

There is no minimum age! Little tikes and seasoned travelers are all welcome aboard Barefoot Cowboy. 

That said, we ask that parents bring a life jacket for each child under the age of 8, and that they wear their life jacket while we are sailing.

What should we bring for our charter?

Swimsuits, shorts, t-shirts, and flip-flops are always good choices. Some travelers like to bring a sundress or a nicer pair of shorts/shirt for dining out, but not much else is needed!

Please pack in a soft-sided/collapsible suitcase that’s easy to tow away in your private cabin, like this one or this one

What should we not bring?

You don’t have to worry about bringing body wash, shampoo, conditioner, reef-safe sunscreen, or beach towels. We’ll provide all of those for you. 

Illegal drugs, including marijuana, will not be tolerated.

Can we fish on Barefoot Cowboy?

Yes, you can fish on Barefoot Cowboy while we are in U.S. waters. There is no fishing in British Virgin Island waters. However, we can arrange a rendezvous fishing boat to take you deep-sea fishing in either place.

Can we SCUBA dive on Barefoot Cowboy?

Welcome aboard, divers! We’re happy to arrange a rendezvous SCUBA excursion for you.

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