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
$906 $113/night
Balcony
$1410 $176/night
Suite
$5026 $628/night
13 Night Caribbean
PORTS
San Juan; Santo Domingo, Dominican Republic; Cartagena, Spain; Cartagena,... Puerto Caldera, Costa Rica
SAIL DATE: Dec 07, 2025 - Dec 20, 2025
Interior
not available
Oceanview
$1614 $124/night
Balcony
$2460 $189/night
Suite
$8914 $685/night
15 Night Transatlantic
PORTS
Bridgetown; Lisbon
SAIL DATE: Mar 28, 2026 - Apr 12, 2026
Interior
not available
Oceanview
$1765 $117/night
Balcony
not available
Suite
$5525 $368/night
14 Night Caribbean
PORTS
Lisbon; Bridgetown
SAIL DATE: Nov 04, 2025 - Nov 18, 2025
Interior
not available
Oceanview
$1648 $117/night
Balcony
not available
Suite
not available
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
7 Night South Pacific
PORTS
Papeete, Tahiti; Fakarava, Tuamotu Archipelago; Rangiroa, French Polynesia; Bora Bora... Papeete, Tahiti
SAIL DATE: Apr 16, 2026 - Apr 23, 2026
Interior
not available
Oceanview
$931 $133/night
Balcony
$1609 $229/night
Suite
$6072 $867/night
15 Night Southern Europe
PORTS
Venice, Italy; Venice, Italy; Zadar, Croatia; Dubrovnik; Dubrovnik; Messina (Taormina) Ital... Barcelona
SAIL DATE: Jan 04, 2026 - Jan 19, 2026
Interior
not available
Oceanview
$2080 $138/night
Balcony
$3609 $240/night
Suite
$10016 $667/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
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!