Best Windstar Cruises
Find the Best Windstar Cruises for you. Easily compare prices and find out when to book your Windstar Cruises dream vacation with our cruise search.
7 Night Caribbean
PORTS
Philipsburg, Saint-Martin; Falmouth, Cornwall, England; Road Bay, Anguilla;... Philipsburg, Saint-Martin
SAIL DATE: Dec 14, 2025 - Dec 21, 2025
Interior
not available
Oceanview
$1225 $175/night
Balcony
not available
Suite
$1720 $245/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Oct 26, 2025 - Nov 02, 2025
Interior
not available
Oceanview
$1483 $211/night
Balcony
$2176 $310/night
Suite
$5199 $742/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 30, 2025 - Dec 07, 2025
Interior
not available
Oceanview
$1538 $219/night
Balcony
$2231 $318/night
Suite
$5299 $757/night
8 Night Western Mediterranean
PORTS
Venice, Italy; Venice, Italy; Zadar, Croatia; Dubrovnik; Dubrovnik; Messina (Taormina)... Civitavecchia
SAIL DATE: Mar 23, 2026 - Mar 31, 2026
Interior
not available
Oceanview
$1814 $226/night
Balcony
$2606 $325/night
Suite
$6259 $782/night
7 Night Caribbean
PORTS
Philipsburg, Saint-Martin; St. John's, Antigua; Road Bay, Anguilla; Prickly... Philipsburg, Saint-Martin
SAIL DATE: Feb 21, 2026 - Feb 28, 2026
Interior
not available
Oceanview
$1649 $235/night
Balcony
not available
Suite
$6499 $928/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Raiatea; Motu Mahaea (Tahaa); Bora Bora; Bora Bora;... Papeete, Tahiti
SAIL DATE: Dec 04, 2025 - Dec 11, 2025
Interior
not available
Oceanview
$1759 $251/night
Balcony
$2606 $372/night
Suite
$8869 $1267/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Raiatea; Motu Mahaea (Tahaa); Bora Bora; Bora Bora;... Papeete, Tahiti
SAIL DATE: Dec 11, 2025 - Dec 18, 2025
Interior
not available
Oceanview
$1759 $251/night
Balcony
$2606 $372/night
Suite
$6419 $917/night
7 Night Western Mediterranean
PORTS
Malaga; Malaga; Gibraltar (U.K.); Cartagena, Spain; Valencia, Spain; Palma de Mallorca; Ba... Barcelona
SAIL DATE: Nov 14, 2025 - Nov 21, 2025
Interior
not available
Oceanview
$1839 $262/night
Balcony
$2991 $427/night
Suite
$5259 $751/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Raiatea; Motu Mahaea (Tahaa); Bora Bora; Bora Bora;... Papeete, Tahiti
SAIL DATE: Jan 08, 2026 - Jan 15, 2026
Interior
not available
Oceanview
$1869 $267/night
Balcony
$2855 $407/night
Suite
$6619 $945/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Bora Bora; Bora Bora; Motu Mahaea (Tahaa); Raiatea; Huahine; Papeete, Tahiti
SAIL DATE: Aug 28, 2025 - Sep 04, 2025
Interior
not available
Oceanview
$1971 $281/night
Balcony
$2972 $424/night
Suite
$6991 $998/night
The best Windstar cruises combine excellent service, onboard amenities, and an exciting itinerary - and you can find the perfect sailing for you with cruisewatch.com. Plus, our innovative price prediction (which you won’t find anywhere else) combined with free automatic price alerts ensure we can offer our customers up to 70% off on Windstar cruises. Don’t miss out on this free service and wind up paying too much for your dream vacation on Windstar Cruises. Let us do the heavy lifting so you can focus on what matters most: making the most out of your unforgettable Windstar Cruises cruise!