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 Caribbean
PORTS
San Juan; Santo Domingo, Dominican Republic; Cartagena, Spain; Cartagena,... Puerto Caldera, Costa Rica
SAIL DATE: Dec 07, 2025 - Dec 20, 2025
Interior
not available
Oceanview
$1614 $124/night
Balcony
$2460 $189/night
Suite
$8914 $685/night
14 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Omoa; Atuona, Hiva Oa, Marquesas; Tai... Papeete, Tahiti
SAIL DATE: Jan 15, 2026 - Jan 29, 2026
Interior
not available
Oceanview
$6247 $446/night
Balcony
$3426 $244/night
Suite
$15707 $1121/night
11 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Motu Maha... Papeete, Tahiti
SAIL DATE: Dec 18, 2025 - Dec 29, 2025
Interior
not available
Oceanview
$2247 $204/night
Balcony
$3578 $325/night
Suite
$9377 $852/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
10 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Motu Maha... Papeete, Tahiti
SAIL DATE: Nov 10, 2025 - Nov 20, 2025
Interior
not available
Oceanview
$2536 $253/night
Balcony
$3966 $396/night
Suite
$9432 $943/night
10 Night Western Mediterranean
PORTS
Santa Cruz De Tenerife, Canary Islands; San Sebastian De La Go... Santa Cruz De Tenerife, Canary Islands
SAIL DATE: Nov 20, 2025 - Nov 30, 2025
Interior
not available
Oceanview
$2034 $203/night
Balcony
not available
Suite
$8026 $802/night
10 Night Western Mediterranean
PORTS
Santa Cruz De Tenerife, Canary Islands; San Sebastian De La Go... Santa Cruz De Tenerife, Canary Islands
SAIL DATE: Dec 20, 2025 - Dec 30, 2025
Interior
not available
Oceanview
$1664 $166/night
Balcony
not available
Suite
$8329 $832/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 Eastern
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 16, 2025 - Nov 30, 2025
Interior
not available
Oceanview
$1794 $128/night
Balcony
$2957 $211/night
Suite
$8419 $601/night
14 Night N-A
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Nov 08, 2026 - Nov 22, 2026
Interior
not available
Oceanview
$3999 $285/night
Balcony
$6419 $458/night
Suite
$8899 $635/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!