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 Western Mediterranean
PORTS
Barcelona; Barcelona; Palma de Mallorca; Valencia, Spain; Cartagena, Spain; Gibraltar (U.K.);... Malaga
SAIL DATE: Nov 21, 2025 - Nov 28, 2025
Interior
not available
Oceanview
$962 $137/night
Balcony
$1538 $219/night
Suite
$5302 $757/night
16 Night Europe
PORTS
Venice, Italy; Venice, Italy; Zadar, Croatia; Dubrovnik; Dubrovnik; Messina (Taormina)... Athens, Greece
SAIL DATE: Mar 23, 2026 - Apr 08, 2026
Interior
not available
Oceanview
$2396 $149/night
Balcony
$3925 $245/night
Suite
$10602 $662/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
14 Night Transatlantic
PORTS
Lisbon; St. John's, Antigua; Philipsburg, Saint-Martin
SAIL DATE: Dec 05, 2026 - Dec 19, 2026
Interior
not available
Oceanview
$2499 $178/night
Balcony
not available
Suite
$3099 $221/night
14 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Omoa; Atuona, Hiva Oa, Marquesas; Tai... Papeete, Tahiti
SAIL DATE: Jan 15, 2026 - Jan 29, 2026
Interior
not available
Oceanview
$6247 $446/night
Balcony
$3426 $244/night
Suite
$15707 $1121/night
13 Night Transatlantic
PORTS
Lisbon; Funchal, Madeira; Bridgetown
SAIL DATE: Nov 14, 2026 - Nov 27, 2026
Interior
not available
Oceanview
$2299 $176/night
Balcony
$3199 $246/night
Suite
$2299 $176/night
14 Night Transatlantic
PORTS
Philipsburg, Saint-Martin; Ponta Delgada, Azores; Lisbon
SAIL DATE: Apr 04, 2026 - Apr 18, 2026
Interior
not available
Oceanview
$2599 $185/night
Balcony
not available
Suite
$3199 $228/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!