Sunsail | Discover the Ultimate Sailing Experience

Sailing isn’t just about getting from A to B. It’s about the thrill of the open water, the freedom to explore, and the moments that make a trip unforgettable. At Sunsail, we don’t do ordinary.

We’ve spent over 50 years helping sailors of all levels experience the world differently—whether it’s island-hopping in the Caribbean, navigating Greece’s hidden coves, or catching the perfect wind in Croatia. With one of the largest charter fleets in the world, we offer the perfect yacht for every type of sailor, ensuring an adventure that’s as seamless as it is unforgettable.

This isn’t just another vacation. This is Sunsail.

20+ Stunning Destinations

5-Star Sailing Experience

Loyalty Rewards Program

Award-Winning Yachts

Leap into adventure and sail the magnificent waters of the BVI – where there’s always something new to discover.

View the BVI

Out on the water, the start of every day is special. Enjoy our activities or chart your own course. It’s all up to you and your crew.

Discover the Med

We get the thrill of sailing better than anyone. With over 50 years experience, we’ll make sure you squeeze every last drop out of your time on the water.

EXPLORE ALL DESTINATIONS

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What our Guests say

Linda Wilson St Lucia

“Excellent service. Very accommodating. Boats clean and in good order. “

Dan Ryan Tortola

“The boat, Sorrel, was in great shape. I’ve sailed on boats and this was well maintained, clean, and clearly taken care of. “

Adam Mishcon Tortola

“Fantastic in every regard. The captain they provided was just the best! A great sailor, so knowledgeable, and so much fun and friendly. (Thank you Ana!). The boat was perfect – new and everything functioned well. And the BVI’s are just the most magical place to sail. The staff at Sunsail was so helpful and friendly. Highly recommend Sunsail and the entire experience.”

Benedykt Slusarek St Martin

“Ease of the whole process. Great check in and out experience “

Nicole Cox Tortola

“We had a wonderful week! The boat was great, our captain was awesome, and we are counting down till we can visit again!”

View our Free Digital Brochure

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Ways to Sail with Sunsail

Bareboat Charters

Take full control and sail at your own pace, with our expert team ready to help when needed.

View our Bareboat Charter

Skippered Charters

Want to relax or learn the ropes? Let a Sunsail skipper take the helm.

View Skippered Charters

Flotilla Sailing

A social way to explore—sail with a group, enjoy group dinners, and get support when needed.

View our Flotillas

Sailing Schools

Learn from the best with RYA and ASA-certified courses in some of the world’s most beautiful sailing spots.

view our Sailing Courses

Regattas

Get on board as crew with a hired Sunsail Skipper or charter your own yacht and join in an exciting experience of a lifetime event.

View our Regattas

Call our experts for help and guidance

call: 877 772 3502

Award-Winning Sailing

For over five decades, Sunsail has been leading the way in sailing vacations. Our fleet, destinations, and service have earned us recognition worldwide—but for us, it’s all about the adventure. We know what sailors need because we are sailors.

Your Next Adventure Starts Here

So, where to next? Browse flotilla routes, book a bareboat adventure, or sign up for a sailing course. Wherever you go, make it more than just a trip.