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.
14 Night Transatlantic
PORTS
Lisbon; St. John's, Antigua; Philipsburg, Saint-Martin
SAIL DATE: Nov 18, 2025 - Dec 02, 2025
Interior
not available
Oceanview
$2899 $207/night
Balcony
not available
Suite
$3499 $249/night
15 Night Transatlantic
PORTS
Bridgetown; Lisbon
SAIL DATE: Mar 28, 2026 - Apr 12, 2026
Interior
not available
Oceanview
$1594 $106/night
Balcony
not available
Suite
$5499 $366/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
16 Night Transatlantic
PORTS
Bridgetown; Lisbon; Amsterdam
SAIL DATE: Mar 22, 2026 - Apr 07, 2026
Interior
not available
Oceanview
$3099 $193/night
Balcony
$3899 $243/night
Suite
$5199 $324/night
14 Night Transatlantic
PORTS
Lisbon; Bridgetown
SAIL DATE: Nov 10, 2026 - Nov 24, 2026
Interior
not available
Oceanview
$2499 $178/night
Balcony
not available
Suite
not available
25 Night Transatlantic
PORTS
Bridgetown; Lisbon; Tangier, Morocco; Malaga; Malaga; Cartagena, Spain; Valencia, Spain; Pa... Barcelona
SAIL DATE: Mar 28, 2026 - Apr 22, 2026
Interior
not available
Oceanview
$5499 $219/night
Balcony
not available
Suite
not available
22 Night Transatlantic
PORTS
Philipsburg, Saint-Martin; Ponta Delgada, Azores; Lisbon; Cadiz & Seville; Gibraltar... Barcelona
SAIL DATE: Apr 04, 2026 - Apr 26, 2026
Interior
not available
Oceanview
$5299 $240/night
Balcony
not available
Suite
$6839 $310/night
24 Night Transatlantic
PORTS
Barcelona; Tarragona, Spain; Palma de Mallorca; Valencia, Spain; Cartagena, Spain; Malaga;... Bridgetown
SAIL DATE: Oct 31, 2026 - Nov 24, 2026
Interior
not available
Oceanview
$5199 $216/night
Balcony
not available
Suite
not available
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!