Endless Summer Special

Up to 20% off your NEXT Adventure

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Just because summer’s over doesn’t mean you have to sit at the dock

Now is the perfect time to book your next adventure and take advantage of special savings on fall and winter charters. Picture yourself gliding through the calm, turquoise waters of the Caribbean—whether it’s the lush hills of the British Virgin Islands, the relaxed rhythm of the Abacos, or the spice-scented breezes of Grenada. With sailings available through January 31st, 2026, you can trade winter coats for swimsuits and discover a better way to spend the season.

Prefer the charm of Europe’s off-season? Set sail along the quiet shores of the Mediterranean, where cooler temps mean fewer crowds and even more authentic experiences. Wander seaside villages, enjoy freshly caught seafood, and drop anchor in peaceful coves that feel like your own private hideaway. Wherever you choose to go, this is your moment to plan ahead, save more, and set sail on a voyage you’ll never forget.

Book by September 1, 2025 and save up to 20%  on your sailing getaway. Your next sailing adventure is just around the corner! 

Book online now

☎️ Office hours:
Monday – Friday: 8am – 8pm EST
Saturday: 10am – 4pm EST

Enjoy Up to 20% off Worldwide Sailing Vacation

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⏰ Don’t miss out! Book by September 1, 2025

Terms and Conditions*

_{This 15% discount offer applies to Sunsail Bareboat or Flotilla sailing charters. The offer is combinable with our 5% loyalty discount for maximum savings of up to 20%. A minimum charter duration of 5 days is required in the Caribbean, Exotics, and Americas destinations and 7 days in the Mediterranean. This offer includes all destinations excluding Australia and Italy. Offer applies to charters departing between August 1st, 2025 and January 31st, 2026, Peak Dates excluded. Must book by September 1st, 2025 to apply. New Bookings only. A confirmed booking requires a deposit. Offer is subject to availability and change can be withdrawn at any time.} 

Why Sunsail?

⛵️ Over 50 years of expertise: Ensuring your time on the water is seamless and stress-free.

🌎 Sail Your Way: Flotilla or bareboat—choose the style that matches your pace and preferences.

💫 Unforgettable Adventures: From Croatia’s clear waters to Greece’s hidden gems, every moment on the water is a memory waiting to be made.

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!”