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 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
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
$1077 $134/night
Balcony
$1653 $206/night
Suite
$6137 $767/night
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
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
8 Night N-A
PORTS
Boston; Hamilton; Hamilton; St Georges; St Georges; San Juan
SAIL DATE: Oct 20, 2026 - Oct 28, 2026
Interior
not available
Oceanview
$1607 $200/night
Balcony
$2867 $358/night
Suite
$4107 $513/night
7 Night South Pacific
PORTS
Papeete, Tahiti; Moorea; Raiatea; Raiatea; Motu Mahaea (Tahaa); Bora Bora; Bora Bora;... Papeete, Tahiti
SAIL DATE: Jan 08, 2026 - Jan 15, 2026
Interior
not available
Oceanview
$1443 $206/night
Balcony
$2429 $347/night
Suite
$6193 $884/night
7 Night Caribbean
PORTS
San Juan; St. George's, Grenada; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Il... San Juan
SAIL DATE: Nov 09, 2025 - Nov 16, 2025
Interior
not available
Oceanview
$1484 $212/night
Balcony
$2177 $311/night
Suite
$5199 $742/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 Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 16, 2025 - Nov 23, 2025
Interior
not available
Oceanview
$1546 $220/night
Balcony
$2239 $319/night
Suite
$5262 $751/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!