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
15 Night Europe
PORTS
Barcelona; Barcelona; Nice; Nice; Livorno (Florence & Pisa), Italy; Livorno (Flore... Venice, Italy
SAIL DATE: Dec 20, 2025 - Jan 04, 2026
Interior
not available
Oceanview
$3243 $216/night
Balcony
$4497 $299/night
Suite
$13139 $875/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
25 Night Transatlantic
PORTS
Bridgetown; Lisbon; Tangier, Morocco; Malaga; Malaga; Cartagena, Spain; Valencia, Spain; Pa... Barcelona
SAIL DATE: Mar 28, 2026 - Apr 22, 2026
Interior
not available
Oceanview
$5499 $219/night
Balcony
not available
Suite
not available
7 Night Caribbean
PORTS
Philipsburg, Saint-Martin; St. John's, Antigua; Road Bay, Anguilla; Soper's... Philipsburg, Saint-Martin
SAIL DATE: Jan 31, 2026 - Feb 07, 2026
Interior
not available
Oceanview
$1484 $212/night
Balcony
not available
Suite
$6199 $885/night
7 Night Caribbean
PORTS
Bridgetown; Basseterre; Iles Des Saintes (West Indies); Roseau; Fort-de-France; Mayreau, G... Bridgetown
SAIL DATE: Mar 21, 2026 - Mar 28, 2026
Interior
not available
Oceanview
$1484 $212/night
Balcony
not available
Suite
$5699 $814/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
17 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Motu Maha... Papeete, Tahiti
SAIL DATE: Nov 10, 2025 - Nov 27, 2025
Interior
not available
Oceanview
$3794 $223/night
Balcony
$5796 $340/night
Suite
$14619 $859/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!