Early Booking Offer

HOLIDAY DEPARTURES! Book Peak season now!

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Book early, sail better

Secure next season’s dream vacation today with Sunsail’s Early Booking Offer and enjoy the freedom to choose exactly what you want for 5% off. When you plan ahead, you’ll lock in the best yacht model and the destination that speaks to your sense of adventure—whether that’s island-hopping in the Caribbean, discovering hidden coves in Greece, or savoring long, golden evenings in the Bahamas.

With award-winning yachts designed for performance and comfort alike, you’ll be set for an unforgettable sailing trip from the moment you step on board. This offer is valid for charters departing between October 3^rd, 2026 and October 3rd, 2027*. 

Book online now

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

Enjoy 10% off Worldwide Sailing Vacation

choose your destination

⏰  Don’t miss out! Book by November 30, 2025.

Terms and Conditions*

_{5% Early Booking Offer applies to Sunsail Bareboat or Skippered sailing charters. The offer is combinable with our 5% loyalty discount for maximum savings of up to 10%. A minimum charter duration of 5 days is required in the Caribbean, Exotics, and Americas destinations and 7 days in the Mediterranean. This offer is valid for all destinations except Australia and Italy. Offer applies to charters departing between October 3rd, 2026 and October 3rd, 2027; Peak Dates excluded. Must book between November 3rd, 2025 and January 7th, 2026 to apply. If at time of booking more than one Special Offer is available, the Offer with the highest discount will be applied. New Bookings only. A confirmed booking requires a deposit. Offer is subject to availability and change and can be withdrawn at any time.} 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.

Loren Sivils Dubrovnik

“Charter was trouble free. Marina and flotilla staff were excellent.”

Stephen Knoble Dubrovnik

“The whole process went just as planned. The team in Dubrovnik were very helpful and efficient. Boat was clean and ready. Briefing was great. No complaints. “

Daphne Firth Agana

“The flotilla crew were amazing hard working, fun and always helpful. The boat was very comfortable and in excellent condition. “

Mary Brendon Agana

“Our lead boat crew were beyond fantastic in every way! My expectations were exceeded! Elle, Finn, and Fintan were amazing! And the sailing part?? Out of this world!”

Gerard Dodd Agana

“The lead Crew – Elle, Finn and Cairrag……They were outstanding…..fun, caring and truly a fantastic example to everyone young and old…….PAY THEM MORE immediately!!”