Customizable yacht charters on the tranquil blue waters of the Caribbean sea. Your all-inclusive ticket to adventure freedom with us at Ready. Set. Sail. Charters.

Breathtaking landscapes, unbeatable turquoise waters, and vibrant cultures make the Caribbean one of the world’s top sailing destinations to visit. And with hundreds of islands to choose from, it’s hard to pick just one to explore. On your yacht charter in the Caribbean with Ready. Set. Sail. Charters you don’t have to!

CHOOSE YOUR: Pick-up location, Destinations, Itinerary, Activities

YOUR HOLIDAY, YOUR WAY!

 

 
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CARIBBEAN SAILING CHARTERS

 

 

From the sailing mecca of the British Virgin Islands to the untouched Grenadines, we offer an array of sailing packages OR the option to customize your own. With us at Ready. Set. Sail. Charters, you have complete adventure freedom onboard our spacious BENETEAU 523!

 
 
 

SAILING OFF THE BEATEN PATH

 

 

We combine our local knowledge and passion for exploration with your interests to create a unique Caribbean sailing charter that you’ll never forget. With over two decades of experience sailing around the Caribbean, we’ll be sure to show you the authentic Caribbean – free of crowds!

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about us

MEET YOUR CREW

 

 

Our nomadic souls crave exploration and travel. You won’t find us in one spot for any length of time. As a sailing junky and a traveling nurse, we combined lives and created a lifestyle revolved around doing what we love most. And we want to bring that adventure and novelty to those looking for a truly personalized Caribbean sailing charter.

 
 
Max and Haily will make sure to take you to some of the most gorgeous hidden spots in the Caribbean with some of the bluest water you have ever seen!
— Laura Bijnsdorp
 
 
 

Don’t have time for a full-week of sailing in the Caribbean? Check out our day charter package!