7-night Jewels Of The Windward Islands Cruise From Bridgetown, Barbados

Windstar

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.
Windstar's Star Legend cruise ship sailing at sunset.
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Sailing Nov 27, 2026

Your 7-night Caribbean Cruise at a Glance

Sailings aboard Star Legend depart from Bridgetown, Barbados with 7 stops in ports-of-call including The Pitons, Castries, and St. George's, Grenada. The Cruise Web can help you find the best deals and stateroom prices on the next sailing November 27, 2026.

Departure Port

Bridgetown, Barbados

Barbados, where the weather is impeccable, the beaches are beautiful and the food is fantastic. Before you depart Bridgetown, Barbados, we can help you plan travel and accommodations for your Caribbean cruise.

Destination

Caribbean

Stops on your Caribbean voyage will include The Pitons on day 5 and Mayreau, Grenadines on day 5. We can help you with excursions and making the most of any itinerary.

Cruise Ship

Star Legend

Star Legend, built in 1992 and refurbished in 2021, carries 312 passengers with a crew of 200.

Cruise Line

Windstar Cruises

Get away from the crowd and journey to unique destinations aboard Windstar’s intimate small ships. We can help you maximize deals on Caribbean cruises aboard Star Legend or 7 of Windstar’s other ships.