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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.

21 Night Transatlantic

3.9 "Good"

PORTS

Puerto Caldera, Costa Rica; Papeete, Tahiti

SAIL DATE:   Feb 08, 2027   -   Mar 01, 2027

Interior

not available
Price Curve

Oceanview

$3699 $176/night
Price Curve

Balcony

not available
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Suite

$6699 $319/night
Price Curve

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14 Night Caribbean

4.3 "Very good"

PORTS

Philipsburg, Saint-Martin; Soper's Hole, Tortola, B.V.I.; Jost Van Dyke; Jo... Philipsburg, Saint-Martin

SAIL DATE:   Feb 27, 2027   -   Mar 13, 2027

Interior

not available
Price Curve

Oceanview

$4088 $292/night
Price Curve

Balcony

not available
Price Curve

Suite

$5788 $413/night
Price Curve

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14 Night Caribbean

4.3 "Very good"

PORTS

Philipsburg, Saint-Martin; Falmouth, Cornwall, England; Road Bay, Anguilla;... Philipsburg, Saint-Martin

SAIL DATE:   Feb 13, 2027   -   Feb 27, 2027

Interior

not available
Price Curve

Oceanview

$4099 $292/night
Price Curve

Balcony

not available
Price Curve

Suite

$5799 $414/night
Price Curve

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14 Night Caribbean

4.3 "Very good"

PORTS

Philipsburg, Saint-Martin; Charlestown; Roseau; Mayreau, Grenadines; Iles D... Philipsburg, Saint-Martin

SAIL DATE:   Feb 06, 2027   -   Feb 20, 2027

Interior

not available
Price Curve

Oceanview

$4099 $292/night
Price Curve

Balcony

not available
Price Curve

Suite

$5799 $414/night
Price Curve

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14 Night Caribbean

4.3 "Very good"

PORTS

Philipsburg, Saint-Martin; Charlestown; Roseau; Mayreau, Grenadines; Iles D... Philipsburg, Saint-Martin

SAIL DATE:   Feb 20, 2027   -   Mar 06, 2027

Interior

not available
Price Curve

Oceanview

$4099 $292/night
Price Curve

Balcony

not available
Price Curve

Suite

$5799 $414/night
Price Curve

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7 Night Panama Canal

3.8 "Good"

PORTS

Puerto Caldera, Costa Rica; Punta Leona; Puerto Quepos, Costa Rica; Puerto Jim... Balboa - Fuerte Amador

SAIL DATE:   Feb 09, 2027   -   Feb 16, 2027

Interior

not available
Price Curve

Oceanview

$2099 $299/night
Price Curve

Balcony

$3359 $479/night
Price Curve

Suite

$4599 $657/night
Price Curve

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-53%

14 Night Central America

3.8 "Good"

PORTS

Balboa - Fuerte Amador; Bocas Del Toro, Panama; San Blas Islands, Panama; Cartagena, Spain... Bridgetown

SAIL DATE:   Feb 16, 2027   -   Mar 02, 2027

Interior

not available
Price Curve

Oceanview

$4399 $314/night
Price Curve

Balcony

$6819 $487/night
Price Curve

Suite

$4399 $314/night
Price Curve

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7 Night Panama Canal

3.8 "Good"

PORTS

Balboa - Fuerte Amador; Bocas Del Toro, Panama; San Blas Islands, Panama; Cartagena, Spain... Oranjestad

SAIL DATE:   Feb 16, 2027   -   Feb 23, 2027

Interior

not available
Price Curve

Oceanview

$2399 $342/night
Price Curve

Balcony

$3659 $522/night
Price Curve

Suite

$4899 $699/night
Price Curve

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7 Night Caribbean

4.3 "Very good"

PORTS

Philipsburg, Saint-Martin; Soper's Hole, Tortola, B.V.I.; Jost Van Dyke; Jo... Philipsburg, Saint-Martin

SAIL DATE:   Feb 27, 2027   -   Mar 06, 2027

Interior

not available
Price Curve

Oceanview

$2599 $371/night
Price Curve

Balcony

not available
Price Curve

Suite

$3499 $499/night
Price Curve

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7 Night Caribbean

4.3 "Very good"

PORTS

Philipsburg, Saint-Martin; Charlestown; Roseau; Mayreau, Grenadines; Iles D... Philipsburg, Saint-Martin

SAIL DATE:   Feb 06, 2027   -   Feb 13, 2027

Interior

not available
Price Curve

Oceanview

$2599 $371/night
Price Curve

Balcony

not available
Price Curve

Suite

$3499 $499/night
Price Curve

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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!