Windwards Special

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Discover some of the Caribbean’s most spectacular sailing destinations for less. With this special offer, you can explore the lush rainforests and iconic Pitons of St. Lucia, or set course for the unspoiled islands and crystal-clear waters of Grenada—all while enjoying 10% off* your next charter vacation if you book by August 31, 2026. 

To benefit from this special offer depart on your charter between November 1, 2026 and March 31, 2027* and escape to a warm breeze and island vibes. 

Don’t Just Sail, Sunsail

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

 Don’t miss out! Book by August 31^st, 2026  

*Terms and Conditions

_{This 10% discount offer applies to Sunsail Bareboat sailing charters in St. Lucia and Grenada only. Skippered charters are excluded. The offer is combinable with our 5% loyalty discount for maximum savings of up to 15%. A minimum charter duration of 5 days is required. Offer applies to charters departing between November 1, 2026 and March 31, 2027. Peak Dates excluded. Must book by August 31, 2026 to apply. 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 Offer is subject to availability and change and can be withdrawn at any time.} 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: Bareboat, Skippered, or Flotilla—choose the style that matches your pace and preferences. 

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