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.
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Oct 26, 2025 - Nov 02, 2025
Interior
not available
Oceanview
$1483 $211/night
Balcony
$2176 $310/night
Suite
$5199 $742/night
7 Night Western Mediterranean
PORTS
Civitavecchia; PORTOFERRAIO (ELBA); Bastia, Corsica; Calvi, Corsica; Mahon; Palma de Mallorca; Barcelona
SAIL DATE: Oct 26, 2025 - Nov 02, 2025
Interior
not available
Oceanview
$3099 $442/night
Balcony
not available
Suite
not available
7 Night North America
PORTS
New York City; St Georges; St Georges; San Juan
SAIL DATE: Oct 19, 2025 - Oct 26, 2025
Interior
not available
Oceanview
$1999 $285/night
Balcony
$2799 $399/night
Suite
$5499 $785/night
8 Night Europe
PORTS
Venice, Italy; Rovinj, Croatia; Split, Croatia; Dubrovnik; Kotor, Montenegro; Giardini... Civitavecchia
SAIL DATE: Oct 10, 2025 - Oct 18, 2025
Interior
not available
Oceanview
$2474 $309/night
Balcony
not available
Suite
$2881 $360/night
7 Night Europe
PORTS
Civitavecchia; Sorrento; Giardini Naxos; Dubrovnik; Split, Croatia; Rovinj, Croatia; Venice, Italy
SAIL DATE: Oct 03, 2025 - Oct 10, 2025
Interior
not available
Oceanview
$3438 $491/night
Balcony
not available
Suite
not available
8 Night Europe
PORTS
Civitavecchia; Sorrento; Giardini Naxos; Kotor, Montenegro; Dubrovnik; Split, Croatia;... Venice, Italy
SAIL DATE: Oct 18, 2025 - Oct 26, 2025
Interior
not available
Oceanview
$2868 $358/night
Balcony
not available
Suite
$3372 $421/night
24 Night Caribbean
PORTS
Barcelona; Tarragona, Spain; Palma de Mallorca; Valencia, Spain; Cartagena, Spain; Malaga;... Bridgetown
SAIL DATE: Oct 25, 2025 - Nov 18, 2025
Interior
not available
Oceanview
$8399 $349/night
Balcony
not available
Suite
not available
14 Night Western Mediterranean
PORTS
Athens, Greece; Monemvasia, Greece; Gythion, Greece; Messina (Taormina) Italy; Sorrento; So... Barcelona
SAIL DATE: Oct 11, 2025 - Oct 25, 2025
Interior
not available
Oceanview
$4999 $357/night
Balcony
not available
Suite
not available
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
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Bora Bora; Bora Bora; Motu Mahaea (Tahaa); Huahine; Papeete, Tahiti
SAIL DATE: Oct 09, 2025 - Oct 16, 2025
Interior
not available
Oceanview
$2254 $322/night
Balcony
$3156 $450/night
Suite
$9769 $1395/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!