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.
22 Night Transatlantic
PORTS
Philipsburg, Saint-Martin; Ponta Delgada, Azores; Lisbon; Cadiz & Seville; Gibraltar... Barcelona
SAIL DATE: Apr 04, 2026 - Apr 26, 2026
Interior
not available
Oceanview
$5299 $240/night
Balcony
not available
Suite
$6839 $310/night
25 Night Caribbean
PORTS
Lisbon; Bridgetown; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; St. George... Colon, Panama
SAIL DATE: Nov 04, 2025 - Nov 29, 2025
Interior
not available
Oceanview
$6399 $255/night
Balcony
not available
Suite
not available
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
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
24 Night Southern Europe
PORTS
Venice, Italy; Venice, Italy; Zadar, Croatia; Dubrovnik; Dubrovnik; Messina (Taormina) Ital... Barcelona
SAIL DATE: Feb 12, 2026 - Mar 08, 2026
Interior
not available
Oceanview
$7199 $299/night
Balcony
$11599 $483/night
Suite
$19349 $806/night
70 Night N-A
PORTS
Istanbul; Myrina, Lemnos, Greece; Mykonos; Kusadasi (Ephesus), Turkey; Bod... Puerto Caldera, Costa Rica
SAIL DATE: Oct 19, 2026 - Dec 28, 2026
Interior
not available
Oceanview
$21899 $312/night
Balcony
$24979 $356/night
Suite
$29639 $423/night
24 Night Caribbean
PORTS
Barcelona; Tarragona, Spain; Palma de Mallorca; Valencia, Spain; Cartagena, Spain; Malaga;... Bridgetown
SAIL DATE: Oct 25, 2025 - Nov 18, 2025
Interior
not available
Oceanview
$8399 $349/night
Balcony
not available
Suite
not available
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!