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.
13 Night Transatlantic
PORTS
Lisbon; Funchal, Madeira; Bridgetown
SAIL DATE: Nov 14, 2026 - Nov 27, 2026
Interior
not available
Oceanview
$2299 $176/night
Balcony
$3199 $246/night
Suite
$2299 $176/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
14 Night Caribbean
PORTS
Lisbon; Bridgetown
SAIL DATE: Nov 04, 2025 - Nov 18, 2025
Interior
not available
Oceanview
$2999 $214/night
Balcony
not available
Suite
not available
11 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Motu Maha... Papeete, Tahiti
SAIL DATE: Feb 12, 2026 - Feb 23, 2026
Interior
not available
Oceanview
$2748 $249/night
Balcony
$4212 $382/night
Suite
$10059 $914/night
14 Night N-A
PORTS
Puerto Caldera, Costa Rica; Punta Leona; Puerto Quepos, Costa Rica; Puerto Jimenez (Golfo... Oranjestad
SAIL DATE: Feb 09, 2027 - Feb 23, 2027
Interior
not available
Oceanview
$3599 $257/night
Balcony
$6019 $429/night
Suite
$8499 $607/night
14 Night Caribbean
PORTS
Bridgetown; Basseterre; St. John's, Newfoundland; Iles Des Saintes (West Indies); Roseau;... Bridgetown
SAIL DATE: Mar 07, 2026 - Mar 21, 2026
Interior
not available
Oceanview
$4099 $292/night
Balcony
not available
Suite
$9999 $714/night
14 Night Central America
PORTS
Balboa - Fuerte Amador; Bocas Del Toro, Panama; San Blas Islands, Panama; Cartagena, Spain... Bridgetown
SAIL DATE: Feb 16, 2027 - Mar 02, 2027
Interior
not available
Oceanview
$4399 $314/night
Balcony
$6819 $487/night
Suite
$4399 $314/night
10 Night Caribbean
PORTS
Bridgetown; Mayreau, Grenadines; Roseau; Anse Mitan; Deshaies, Guadeloupe;... Philipsburg, Saint-Martin
SAIL DATE: Jan 04, 2026 - Jan 14, 2026
Interior
not available
Oceanview
$3058 $305/night
Balcony
not available
Suite
not available
14 Night Southern Europe
PORTS
Malaga; Malaga; Gibraltar (U.K.); Cartagena, Spain; Valencia, Spain; Palma de Mallorca... Civitavecchia
SAIL DATE: Dec 13, 2025 - Dec 27, 2025
Interior
not available
Oceanview
$4899 $349/night
Balcony
$7679 $548/night
Suite
$10719 $765/night
10 Night Western Mediterranean
PORTS
Barcelona; Cartagena, Spain; Malaga; Malaga; Gibraltar (U.K.); Cadiz & Seville; Cadiz &a... Lisbon
SAIL DATE: Nov 04, 2026 - Nov 14, 2026
Interior
not available
Oceanview
$3599 $359/night
Balcony
$5099 $509/night
Suite
$6799 $679/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!