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.
6 Night Panama Canal
PORTS
Balboa/Panama; Bocas Del Toro, Panama; San Blas Islands, Panama; Cartagena, Spain; Oranjestad
SAIL DATE: Jan 11, 2026 - Jan 17, 2026
Interior
not available
Oceanview
$1404 $234/night
Balcony
$2160 $360/night
Suite
$4904 $817/night
15 Night Southern Europe
PORTS
Venice, Italy; Venice, Italy; Zadar, Croatia; Dubrovnik; Dubrovnik; Messina (Taormina) Ital... Barcelona
SAIL DATE: Jan 04, 2026 - Jan 19, 2026
Interior
not available
Oceanview
$4196 $279/night
Balcony
$6976 $465/night
Suite
$10016 $667/night
24 Night Southern Europe
PORTS
Venice, Italy; Venice, Italy; Zadar, Croatia; Dubrovnik; Dubrovnik; Messina (Taormina) Ital... Barcelona
SAIL DATE: Jan 04, 2026 - Jan 28, 2026
Interior
not available
Oceanview
$7199 $299/night
Balcony
$11599 $483/night
Suite
$16349 $681/night
16 Night Western Mediterranean
PORTS
Civitavecchia; Livorno (Florence & Pisa), Italy; Livorno (Florence & Pisa), Italy... Barcelona
SAIL DATE: Jan 12, 2026 - Jan 28, 2026
Interior
not available
Oceanview
$4799 $299/night
Balcony
$7759 $484/night
Suite
$10989 $686/night
16 Night Western Mediterranean
PORTS
Barcelona; Barcelona; Valencia, Spain; Cartagena, Spain; Gibraltar (U.K.); Malaga; Mal... Civitavecchia
SAIL DATE: Jan 19, 2026 - Feb 04, 2026
Interior
not available
Oceanview
$4799 $299/night
Balcony
$7759 $484/night
Suite
$10989 $686/night
24 Night Europe
PORTS
Barcelona; Barcelona; Valencia, Spain; Cartagena, Spain; Gibraltar (U.K.); Malaga; Mal... Venice, Italy
SAIL DATE: Jan 19, 2026 - Feb 12, 2026
Interior
not available
Oceanview
$7199 $299/night
Balcony
$11599 $483/night
Suite
$16349 $681/night
15 Night Europe
PORTS
Barcelona; Barcelona; Nice; Nice; Livorno (Florence & Pisa), Italy; Livorno (Flore... Venice, Italy
SAIL DATE: Jan 28, 2026 - Feb 12, 2026
Interior
not available
Oceanview
$4699 $313/night
Balcony
$7479 $498/night
Suite
$10519 $701/night
8 Night Panama Canal
PORTS
Puerto Caldera, Costa Rica; Punta Leona; Puerto Quepos, Costa Rica; Puerto Jimenez (Gol... Balboa/Panama
SAIL DATE: Jan 03, 2026 - Jan 11, 2026
Interior
not available
Oceanview
$2699 $337/night
Balcony
$3959 $494/night
Suite
$5199 $649/night
14 Night Caribbean
PORTS
Philipsburg, Saint-Martin; Falmouth, Cornwall, England; Road Bay, Anguilla; Soper's Hole,... Bridgetown
SAIL DATE: Jan 04, 2026 - Jan 18, 2026
Interior
not available
Oceanview
$4899 $349/night
Balcony
not available
Suite
$6299 $449/night
21 Night Central America
PORTS
Philipsburg, Saint-Martin; Falmouth, Cornwall, England; Road Bay, Anguilla; Sopers Hole (F... Bridgetown
SAIL DATE: Jan 04, 2026 - Jan 25, 2026
Interior
not available
Oceanview
$7399 $352/night
Balcony
not available
Suite
$9499 $452/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!