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 Panama Canal
PORTS
Balboa - Fuerte Amador; Isla Parida, Panama; Puerto Jimenez (Golfo Dulce),... Puerto Caldera, Costa Rica
SAIL DATE: Jan 25, 2026 - Feb 02, 2026
Interior
not available
Oceanview
$763 $95/night
Balcony
$1267 $158/night
Suite
$4883 $610/night
14 Night Caribbean
PORTS
Philipsburg, Saint-Martin; Charlestown; Roseau; Mayreau, Grenadines; Iles D... Philipsburg, Saint-Martin
SAIL DATE: Dec 07, 2025 - Dec 21, 2025
Interior
not available
Oceanview
$2217 $158/night
Balcony
not available
Suite
$3057 $218/night
7 Night Western Mediterranean
PORTS
Civitavecchia; Livorno (Florence & Pisa), Italy; Livorno (Florence & Pisa), Italy... Barcelona
SAIL DATE: Feb 20, 2026 - Feb 27, 2026
Interior
not available
Oceanview
$1159 $165/night
Balcony
$1735 $247/night
Suite
$5681 $811/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 Panama Canal
PORTS
Colon, Panama; Balboa - Fuerte Amador; Balboa - Fuerte Amador; Isla Parida... Puerto Caldera, Costa Rica
SAIL DATE: Feb 23, 2026 - Mar 02, 2026
Interior
not available
Oceanview
$1210 $172/night
Balcony
$1714 $244/night
Suite
$7570 $1081/night
6 Night Caribbean
PORTS
Bridgetown; Tobago Cays, Grenadines; Pigeon Island, St. Lucia; Pigeon Island, St. Lucia; C... Bridgetown
SAIL DATE: Mar 15, 2026 - Mar 21, 2026
Interior
not available
Oceanview
$1016 $169/night
Balcony
not available
Suite
not available
36 Night N-A
PORTS
Colon, Panama; Balboa - Fuerte Amador; Balboa - Fuerte Amador; Isla Parida, Panama; P... Papeete, Tahiti
SAIL DATE: Jan 31, 2027 - Mar 08, 2027
Interior
not available
Oceanview
$6005 $166/night
Balcony
not available
Suite
not available
10 Night Western Mediterranean
PORTS
Santa Cruz De Tenerife, Canary Islands; San Sebastian De La Go... Santa Cruz De Tenerife, Canary Islands
SAIL DATE: Dec 20, 2025 - Dec 30, 2025
Interior
not available
Oceanview
$1664 $166/night
Balcony
not available
Suite
$8329 $832/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
$1210 $172/night
Balcony
$2710 $387/night
Suite
$4710 $672/night
10 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Motu Maha... Papeete, Tahiti
SAIL DATE: Dec 29, 2025 - Jan 08, 2026
Interior
not available
Oceanview
$1651 $165/night
Balcony
$2531 $253/night
Suite
$9132 $913/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!