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
$2899 $193/night
Balcony
not available
Suite
$5499 $366/night
7 Night Caribbean
PORTS
Oranjestad; Kralendijk; Pigeon Island, St. Lucia; The Pitons; Port Elizabeth, Bequia, Gren... Bridgetown
SAIL DATE: Mar 15, 2026 - Mar 22, 2026
Interior
not available
Oceanview
$2699 $385/night
Balcony
$3959 $565/night
Suite
$5199 $742/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 16, 2025 - Nov 23, 2025
Interior
not available
Oceanview
$2699 $385/night
Balcony
$3959 $565/night
Suite
$5199 $742/night
15 Night Europe
PORTS
Venice, Italy; Rovinj, Croatia; Split, Croatia; Dubrovnik; Kotor, Montenegro; Giardini Naxo... Barcelona
SAIL DATE: Oct 26, 2025 - Nov 10, 2025
Interior
not available
Oceanview
$5899 $393/night
Balcony
not available
Suite
$6749 $449/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 Caribbean
PORTS
Colon, Panama; Bocas Del Toro, Panama; San Blas Islands, Panama; Cartagena, Spain; Cartage... Oranjestad
SAIL DATE: Mar 09, 2026 - Mar 15, 2026
Interior
not available
Oceanview
$2499 $416/night
Balcony
$3759 $626/night
Suite
$4999 $833/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
$2529 $229/night
Balcony
$3860 $350/night
Suite
$9659 $878/night
10 Night Western Mediterranean
PORTS
Santa Cruz De Tenerife, Canary Islands; Santa Cruz De Palma; S... Santa Cruz De Tenerife, Canary Islands
SAIL DATE: Feb 18, 2026 - Feb 28, 2026
Interior
not available
Oceanview
$3899 $389/night
Balcony
not available
Suite
not available
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
$1568 $224/night
Balcony
$2500 $357/night
Suite
$6229 $889/night
7 Night Panama Canal
PORTS
Colon, Panama; Balboa - Fuerte Amador; Balboa - Fuerte Amador; Isla Parida... Puerto Caldera, Costa Rica
SAIL DATE: Feb 09, 2026 - Feb 16, 2026
Interior
not available
Oceanview
$1814 $259/night
Balcony
$2507 $358/night
Suite
$5799 $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!