8-night Windward Ways & Tobago Cays Cruise From Oranjestad, Aruba, Caribbean

Windstar

A stunning panoramic view of Rodney Bay on the island of St. Lucia, showing a bustling harbor filled with sailboats, a colorful town, and lush green hills under a bright blue, cloudy sky.
Windstar's Star Legend cruise ship sailing at sunset.
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Sailing Feb 22, 2027

Your 8-night Caribbean Cruise at a Glance

Sailings aboard Star Legend depart from Oranjestad, Aruba, Caribbean with 8 stops in ports-of-call including St. Georges, Grenadines, Kralendijk, and Bridgetown (Barbados). The Cruise Web can help you find the best deals and stateroom prices on the next sailing February 22, 2027.

Oranjestad, the capital of Aruba, is a cheerful Caribbean city known for its colorful Dutch colonial architecture, turquoise waters, and laid-back island vibe. Before you depart Oranjestad, Aruba, Caribbean, we can help you plan travel and accommodations for your Caribbean cruise.

Destination

Caribbean

Stops on your Caribbean voyage will include Bridgetown (Barbados) on day 9 and Bequia, Grenadines on day 9. 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.