A new shade of Blue(sail) is upon us. You - our guests and partners - have helped us grow and evolve since our beginnings in early 2018...

Bluesail Awarded 2022 Tripadvisor Travelers’ Choice Award for Boat Tours/Water Sports KEY WEST, FL – JULY 2022 – Today Bluesail announced...

Bluesail Awarded 2021 TripAdvisor Travelers' Choice Award for Boat Tours/Water Sports

Enjoying the Florida Keys from land is fun, but have you ever gone on a sailing trip from Key West? Chartering a catamaran from The Perry...

What is Trip Cancellation Protection? The Trip Cancellation Protection Plan provides an easy-to-understand cancellation coverage for your...

The Bluesail Trip Cancellation & Property Protection Plan provides additional cancellation flexibility and property damage protection.

Parking with Bluesail at Stock Island Marina Village is easy, convenient, and FREE!

Did you book through AirBnb, VRBO, or similar vacation rental site and want to take the boat our for a sail during your stay? Read more...

Looking for a local skipper to help operate your bareboat rental with Bluesail? Check out our local referral list to help in the process.