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.
15 Night Transatlantic
PORTS
Bridgetown; Lisbon
SAIL DATE: Mar 28, 2026 - Apr 12, 2026
Interior
not available
Oceanview
$1765 $117/night
Balcony
not available
Suite
$5525 $368/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Bora Bora... Papeete, Tahiti
SAIL DATE: Apr 16, 2026 - Apr 23, 2026
Interior
not available
Oceanview
$2852 $407/night
Balcony
$4546 $649/night
Suite
$6072 $867/night
8 Night Western Mediterranean
PORTS
Civitavecchia; Naples, Italy; Messina (Taormina) Italy; Dubrovnik; Dubrovnik; Zadar, Cr... Venice, Italy
SAIL DATE: Dec 27, 2025 - Jan 04, 2026
Interior
not available
Oceanview
$2127 $265/night
Balcony
$3135 $391/night
Suite
$6137 $767/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
8 Night N-A
PORTS
Boston; Hamilton; Hamilton; St Georges; St Georges; San Juan
SAIL DATE: Oct 20, 2026 - Oct 28, 2026
Interior
not available
Oceanview
$1607 $200/night
Balcony
$2867 $358/night
Suite
$4107 $513/night
20 Night Caribbean
PORTS
Lisbon; Funchal, Madeira; Bridgetown; Anse Mitan; Pigeon Island, St. Lucia; Pigeon Island,... Bridgetown
SAIL DATE: Nov 14, 2026 - Dec 04, 2026
Interior
not available
Oceanview
$4199 $209/night
Balcony
$6199 $309/night
Suite
$8799 $439/night
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
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
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
7 Night Western Mediterranean
PORTS
Barcelona; Palma de Mallorca; Valencia, Spain; Cartagena, Spain; Cartagena, Spain; Gibraltar... Malaga
SAIL DATE: Nov 07, 2025 - Nov 14, 2025
Interior
not available
Oceanview
$1722 $246/night
Balcony
$2586 $369/night
Suite
$5802 $828/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!