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 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
$3499 $499/night
Suite
$5499 $785/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Raiatea; Motu Mahaea (Tahaa); Bora Bora; Bora Bora;... Papeete, Tahiti
SAIL DATE: Oct 02, 2025 - Oct 09, 2025
Interior
not available
Oceanview
$2938 $419/night
Balcony
$6299 $899/night
Suite
not available
8 Night Eastern Europe
PORTS
Istanbul; Myrina, Lemnos, Greece; Mykonos; Kusadasi (Ephesus), Turkey; Bodrum, Turkey;... Athens, Greece
SAIL DATE: Oct 06, 2025 - Oct 14, 2025
Interior
not available
Oceanview
$3568 $446/night
Balcony
$6839 $854/night
Suite
$8059 $1007/night
11 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Motu Maha... Papeete, Tahiti
SAIL DATE: Oct 30, 2025 - Nov 10, 2025
Interior
not available
Oceanview
$5499 $499/night
Balcony
$8099 $736/night
Suite
$15409 $1400/night
8 Night Eastern Europe
PORTS
Athens, Greece; Mykonos; Heraklion; Rhodes; Rhodes; Kusadasi (Ephesus), Turkey; Bodrum... Athens, Greece
SAIL DATE: Oct 14, 2025 - Oct 22, 2025
Interior
not available
Oceanview
$2319 $289/night
Balcony
$3282 $410/night
Suite
$7125 $890/night
8 Night Eastern Europe
PORTS
Athens, Greece; Patmos, Greece; Kusadasi (Ephesus), Turkey; Bodrum, Turkey; Rhodes; Rh... Athens, Greece
SAIL DATE: Oct 22, 2025 - Oct 30, 2025
Interior
not available
Oceanview
$4099 $512/night
Balcony
$5539 $692/night
Suite
$4099 $512/night
8 Night Europe
PORTS
Venice, Italy; Rovinj, Croatia; Split, Croatia; Dubrovnik; Kotor, Montenegro; Giardini... Civitavecchia
SAIL DATE: Oct 26, 2025 - Nov 03, 2025
Interior
not available
Oceanview
$4299 $537/night
Balcony
not available
Suite
$4819 $602/night
15 Night Southern Europe
PORTS
Athens, Greece; Delphi; Corfu; Argostoli, Kefalonia, Greece; Messina (Taormina) Italy; Trapani... Malaga
SAIL DATE: Oct 30, 2025 - Nov 14, 2025
Interior
not available
Oceanview
$7799 $519/night
Balcony
$10579 $705/night
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
$4099 $512/night
Balcony
not available
Suite
$4819 $602/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!