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.
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
7 Night Caribbean
PORTS
Philipsburg, Saint-Martin; Charlestown; Roseau; Mayreau, Grenadines; Iles D... Philipsburg, Saint-Martin
SAIL DATE: Dec 07, 2025 - Dec 14, 2025
Interior
not available
Oceanview
$1221 $174/night
Balcony
not available
Suite
$1716 $245/night
7 Night Western Mediterranean
PORTS
Barcelona; Barcelona; Nice; Nice; Livorno (Florence & Pisa), Italy; Livorno (Flore... Civitavecchia
SAIL DATE: Dec 20, 2025 - Dec 27, 2025
Interior
not available
Oceanview
$1366 $195/night
Balcony
$1942 $277/night
Suite
$6306 $900/night
7 Night Caribbean
PORTS
Philipsburg, Saint-Martin; Falmouth, Cornwall, England; Road Bay, Anguilla;... Philipsburg, Saint-Martin
SAIL DATE: Dec 14, 2025 - Dec 21, 2025
Interior
not available
Oceanview
$1552 $221/night
Balcony
not available
Suite
$1937 $276/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Raiatea; Motu Mahaea (Tahaa); Bora Bora; Bora Bora;... Papeete, Tahiti
SAIL DATE: Dec 11, 2025 - Dec 18, 2025
Interior
not available
Oceanview
$1279 $182/night
Balcony
$1895 $270/night
Suite
$6419 $917/night
7 Night Panama Canal
PORTS
Puerto Caldera, Costa Rica; Puerto Quepos, Costa Rica; Puerto Jimenez (Golfo Dulce), Co... Colon, Panama
SAIL DATE: Dec 20, 2025 - Dec 27, 2025
Interior
not available
Oceanview
$2338 $334/night
Balcony
$3220 $460/night
Suite
not available
8 Night Caribbean
PORTS
Oranjestad; Willemstad; Kralendijk; St. George's, Grenada; St. George's, Grenada; Mayreau,... Bridgetown
SAIL DATE: Dec 20, 2025 - Dec 28, 2025
Interior
not available
Oceanview
$2894 $361/night
Balcony
not available
Suite
not available
7 Night Panama Canal
PORTS
Colon, Panama; Balboa - Fuerte Amador; Balboa - Fuerte Amador; Isla Parida... Puerto Caldera, Costa Rica
SAIL DATE: Dec 13, 2025 - Dec 20, 2025
Interior
not available
Oceanview
$2768 $395/night
Balcony
$4028 $575/night
Suite
$5268 $752/night
7 Night Panama Canal
PORTS
Colon, Panama; Balboa - Fuerte Amador; Balboa - Fuerte Amador; Puerto Jime... Puerto Caldera, Costa Rica
SAIL DATE: Dec 27, 2025 - Jan 03, 2026
Interior
not available
Oceanview
$2926 $418/night
Balcony
$4186 $598/night
Suite
$7426 $1060/night
7 Night Western Mediterranean
PORTS
Malaga; Malaga; Gibraltar (U.K.); Cartagena, Spain; Valencia, Spain; Palma de Mallorca; Ba... Barcelona
SAIL DATE: Dec 13, 2025 - Dec 20, 2025
Interior
not available
Oceanview
$2899 $414/night
Balcony
$4339 $619/night
Suite
$5859 $837/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!