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.
18 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Raiatea; Motu Mahaea (Tahaa); Bora Bora; Bora Bora;... Papeete, Tahiti
SAIL DATE: Dec 11, 2025 - Dec 29, 2025
Interior
not available
Oceanview
$3354 $186/night
Balcony
$5477 $304/night
Suite
$14279 $793/night
11 Night Western Mediterranean
PORTS
Bordeaux, France; Bordeaux, France; Bilbao, Spain; Bilbao, Spain; Ferrol, Spain; Vigo; Cadi... Barcelona
SAIL DATE: Aug 24, 2025 - Sep 04, 2025
Interior
not available
Oceanview
$2034 $184/night
Balcony
$3233 $293/night
Suite
$7769 $706/night
7 Night Caribbean
PORTS
Oranjestad; Kralendijk; Pigeon Island, St. Lucia; The Pitons; Port Elizabeth, Bequia, Gren... Bridgetown
SAIL DATE: Mar 15, 2026 - Mar 22, 2026
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; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 16, 2025 - Nov 23, 2025
Interior
not available
Oceanview
$1483 $211/night
Balcony
$2176 $310/night
Suite
$5199 $742/night
7 Night Caribbean
PORTS
San Juan; St. George's, Grenada; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Il... San Juan
SAIL DATE: Nov 23, 2025 - Nov 30, 2025
Interior
not available
Oceanview
$2699 $385/night
Balcony
$3959 $565/night
Suite
$5199 $742/night
15 Night Europe
PORTS
Barcelona; Barcelona; Nice; Nice; Livorno (Florence & Pisa), Italy; Livorno (Flore... Venice, Italy
SAIL DATE: Dec 20, 2025 - Jan 04, 2026
Interior
not available
Oceanview
$3243 $216/night
Balcony
$4497 $299/night
Suite
$13139 $875/night
6 Night Caribbean
PORTS
Colon, Panama; Bocas Del Toro, Panama; San Blas Islands, Panama; Cartagena, Spain; Cartage... Oranjestad
SAIL DATE: Mar 09, 2026 - Mar 15, 2026
Interior
not available
Oceanview
$1374 $229/night
Balcony
$2067 $344/night
Suite
$4999 $833/night
7 Night Western Mediterranean
PORTS
Malaga; Malaga; Gibraltar (U.K.); Cartagena, Spain; Valencia, Spain; Palma de Mallorca; Ba... Barcelona
SAIL DATE: Dec 13, 2025 - Dec 20, 2025
Interior
not available
Oceanview
$2899 $414/night
Balcony
$4339 $619/night
Suite
$5859 $837/night
8 Night Western Mediterranean
PORTS
Venice, Italy; Venice, Italy; Zadar, Croatia; Dubrovnik; Dubrovnik; Messina (Taormina)... Civitavecchia
SAIL DATE: Jan 04, 2026 - Jan 12, 2026
Interior
not available
Oceanview
$3399 $424/night
Balcony
$4839 $604/night
Suite
$6359 $794/night
8 Night Europe
PORTS
Civitavecchia; Sorrento; Giardini Naxos; Kotor, Montenegro; Dubrovnik; Split, Croatia;... Venice, Italy
SAIL DATE: Oct 18, 2025 - Oct 26, 2025
Interior
not available
Oceanview
$4099 $512/night
Balcony
not available
Suite
$4819 $602/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!