Windstar Caribbean Cruise Deals

Island-hopping, the Windstar way

There are few better ways to explore the Caribbean than on one of Windstar Cruises‘ luxury yachts. Onboard, you will receive the very highest standards in dining and service, while enjoying an itinerary that combines a heady mixture of popular ports, hidden gems and a variety of exciting excursions ashore.

Windstar’s Caribbean cruises depart from Barbados, San Juan and St Martin and are available on a 7-night, 11-night or 14-night basis. Voyages are available on two of Windstar’s luxury yachts, Star Pride and Star Legend, and two of their sail-ships, Wind Surf and Wind Star.

Exclusive Windstar offers with The Cruise Line

We are delighted to share a selection of Windstar Caribbean cruise deals featuring exclusive savings and added-value promotions. From the lush peaks of St Lucia and the white sands of Barbados to lesser-known gems scattered across the Grenadines, these itineraries reveal both the iconic highlights and the hidden corners of the Caribbean.

Exceptional value guaranteed

When you book with The Cruise Line, you’ll enjoy access to the very latest Windstar Caribbean cruise deals. From early booking promotions to last-minute reductions, our offers combine outstanding value with expert advice, ensuring your Caribbean holiday is everything you imagined and more.