Breathtaking landscapes, unbeatable turquoise waters, and vibrant cultures make the Caribbean one of the world’s top sailing destinations.

With hundreds of islands to choose from it's hard to pick just one island to explore. At Ready. Set. Sail. Charters you don't have to!

YOU CHOOSE YOUR:

Pick-up location

Destinations

Itinerary

Activities

YOUR HOLIDAY, YOUR WAY!

We aim to provide you a customizable sailing experience on the tranquil blue waters of the Caribbean Sea with your all-inclusive sailing charter.

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

 
 
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
 
 
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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 Ready. Set. Sail. Charters, you have complete adventure freedom on your Caribbean sailing vacation!

To provide smooth sailing in the Caribbean possible for you, we’ll combine our knowledge and passion for adventure with your ideas
and interests to create a unique experience you’ll never forget.

Contact us at any time to chat about your ideas or pick our brains for ours.