Latest Windstar Cruises cruise deals

windstar-cruises

7 Night Windward Ways & Tobago Cays (Oranjestad To Bridgetown)

Star Pride

Sail date: March 15, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night Beach Fun & Sun: A Remote Caribbean Getaway (Philipsburg Roundtrip)

Wind Surf

Sail date: March 22, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night Bermuda Bliss (New York To San Juan)

Star Pride

Sail date: October 19, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night San Juan & The Virgin Islands (San Juan Roundtrip)

Star Pride

Sail date: October 26, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night San Juan & The Virgin Islands (San Juan Roundtrip)

Star Pride

Sail date: November 02, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night San Juan & The Virgin Islands (San Juan Roundtrip)

Star Pride

Sail date: November 09, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night San Juan & The Virgin Islands (San Juan Roundtrip)

Star Pride

Sail date: November 16, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night San Juan & The Virgin Islands (San Juan Roundtrip)

Star Pride

Sail date: November 23, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night San Juan & The Virgin Islands (San Juan Roundtrip)

Star Pride

Sail date: November 30, 2025

Reason: Price is lower than ship's average price

windstar-cruises

7 Night Classic Caribbean (Philipsburg Roundtrip)

Wind Spirit

Sail date: February 07, 2026

Reason: Price is lower than ship's average price