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.
18 Night Caribbean
PORTS
Cozumel, Mexico; Grand Cayman; Cayman Brac; Ocho Rios; Santo Domingo, Domin... Philipsburg, Saint-Martin
SAIL DATE: Feb 17, 2026 - Mar 07, 2026
Interior
not available
Oceanview
$5699 $316/night
Balcony
not available
Suite
$7499 $416/night
11 Night Caribbean
PORTS
Cozumel, Mexico; Grand Cayman; Cayman Brac; Ocho Rios; Santo Domingo, Domin... Philipsburg, Saint-Martin
SAIL DATE: Feb 17, 2026 - Feb 28, 2026
Interior
not available
Oceanview
$4299 $390/night
Balcony
not available
Suite
$5299 $481/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!