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.
25 Night Caribbean
PORTS
Lisbon; Bridgetown; Port Elizabeth, Bequia, Grenadines; St. George's, Grenada; Kralendi... Colon, Panama
SAIL DATE: Nov 10, 2026 - Dec 05, 2026
Interior
not available
Oceanview
$5999 $239/night
Balcony
not available
Suite
not available
11 Night Caribbean
PORTS
Bridgetown; Port Elizabeth, Bequia, Grenadines; St. George's, Grenada; Kralendijk; Will... Colon, Panama
SAIL DATE: Nov 24, 2026 - Dec 05, 2026
Interior
not available
Oceanview
$4099 $372/night
Balcony
not available
Suite
$7299 $663/night
18 Night Caribbean
PORTS
Bridgetown; Port Elizabeth, Bequia, Grenadines; St. George's, Grenada; Kra... Puerto Caldera, Costa Rica
SAIL DATE: Nov 24, 2026 - Dec 12, 2026
Interior
not available
Oceanview
$6899 $383/night
Balcony
not available
Suite
$12399 $688/night
7 Night Panama Canal
PORTS
Colon, Panama; Balboa - Fuerte Amador; Balboa - Fuerte Amador; Isla Parida... Puerto Caldera, Costa Rica
SAIL DATE: Jan 02, 2027 - Jan 09, 2027
Interior
not available
Oceanview
$3299 $471/night
Balcony
not available
Suite
not available
7 Night Panama Canal
PORTS
Puerto Caldera, Costa Rica; Puerto Quepos, Costa Rica; Puerto Jimenez (Golfo Dulce), Co... Colon, Panama
SAIL DATE: Dec 12, 2026 - Dec 19, 2026
Interior
not available
Oceanview
$3299 $471/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 19, 2026 - Dec 26, 2026
Interior
not available
Oceanview
$3299 $471/night
Balcony
not available
Suite
not available
7 Night Panama Canal
PORTS
Puerto Caldera, Costa Rica; Puerto Quepos, Costa Rica; Puerto Jimenez (Golfo Dulce), Co... Colon, Panama
SAIL DATE: Dec 26, 2026 - Jan 02, 2027
Interior
not available
Oceanview
$3299 $471/night
Balcony
not available
Suite
$6299 $899/night
7 Night Panama Canal
PORTS
Colon, Panama; Balboa - Fuerte Amador; Balboa - Fuerte Amador; Isla Parida... Puerto Caldera, Costa Rica
SAIL DATE: Dec 05, 2026 - Dec 12, 2026
Interior
not available
Oceanview
$3499 $499/night
Balcony
not available
Suite
$6499 $928/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!