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 Caribbean
PORTS
Bridgetown; Basseterre; Iles Des Saintes (West Indies); Roseau; Fort-de-France; Mayreau, Grena... Lisbon
SAIL DATE: Mar 21, 2026 - Apr 12, 2026
Interior
not available
Oceanview
$4499 $204/night
Balcony
not available
Suite
$9999 $454/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
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
25 Night Northern Europe
PORTS
Lisbon; Cadiz & Seville; Gibraltar (U.K.); Malaga; Almeria, Spain; Cartagena, Spa... Venice, Italy
SAIL DATE: Apr 18, 2026 - May 13, 2026
Interior
not available
Oceanview
$8799 $351/night
Balcony
not available
Suite
not available
23 Night Europe
PORTS
Venice, Italy; Rovinj, Croatia; Split, Croatia; Dubrovnik; Dubrovnik; Kotor, Montenegro; Giard... Lisbon
SAIL DATE: Oct 15, 2026 - Nov 07, 2026
Interior
not available
Oceanview
$8399 $365/night
Balcony
not available
Suite
$10969 $476/night
24 Night Europe
PORTS
Barcelona; Palamos, Spain; Sanary-Sur-Mer, France; Monte Carlo; Cannes; PORTOFERRAIO (E... Venice, Italy
SAIL DATE: Jun 30, 2026 - Jul 24, 2026
Interior
not available
Oceanview
$8999 $374/night
Balcony
not available
Suite
$11889 $495/night
55 Night Caribbean
PORTS
Philipsburg, Saint-Martin; Falmouth, Cornwall, England; Road Bay, Anguilla;... Philipsburg, Saint-Martin
SAIL DATE: Jan 04, 2026 - Feb 28, 2026
Interior
not available
Oceanview
$20649 $375/night
Balcony
not available
Suite
$24499 $445/night
25 Night Europe
PORTS
Reykjavik, Iceland; Prince Christian Sound East; Qaqortoq, Greenland; Narsaq; Nanortalik, Gr... Montreal
SAIL DATE: Aug 31, 2026 - Sep 25, 2026
Interior
not available
Oceanview
$9399 $375/night
Balcony
$13899 $555/night
Suite
$20689 $827/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!