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Windstar Cruises to the Caribbean

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Windstar Cruises to the Caribbean

We found you 83 cruises

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Star Pride
Windstar's stretched Star Pride (Photo/Melinda Crow)

7 Night
Windward Islands Surf & Sunsets 7d Sju-sjuDetails

114 Reviews
Leaving:San Juan
Cruise Line:Windstar Cruises
Jan 7, 2023
No prices currently available for this sailing.
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Star Legend
Star  Breeze pool lighting

11 Night
Central America & The Panama Canal Revealed 11d Bl...Details

122 Reviews
Leaving:Balboa
Cruise Line:Windstar Cruises
Mar 18, 2023
No prices currently available for this sailing.
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Star Pride
Windstar's stretched Star Pride (Photo/Melinda Crow)

7 Night
Lush & Lovely Islands Of The Lesser Antilles 7d Ph...Details

114 Reviews
Leaving:St. Maarten
Cruise Line:Windstar Cruises
Nov 11, 2023
No prices currently available for this sailing.
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Wind Star
Wind Star

11 Night
Colombian & Southern Caribbean Coastlines 11d Onx-...Details

111 Reviews
Leaving:Colon
Cruise Line:Windstar Cruises
Mar 18, 2023
No prices currently available for this sailing.
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7 Night
Jewels Of Windward Islands 7d Bgi-bgiDetails

246 Reviews
Leaving:Barbados
Cruise Line:Windstar Cruises
Feb 4, 2023
No prices currently available for this sailing.
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11 Night
Central America & The Panama Canal Revealed 11d Mi...Details

122 Reviews
Leaving:Miami
Cruise Line:Windstar Cruises
Dec 27, 2022
No prices currently available for this sailing.
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7 Night
Classic Caribbean 7d Ph1-ph1Details

246 Reviews
Leaving:St. Maarten
Cruise Line:Windstar Cruises
Feb 17, 2024
No prices currently available for this sailing.
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7 Night
Beach Fun & Sun: A Remote Caribbean Getaway 7d Ph1...Details

114 Reviews
Leaving:St. Maarten
Cruise Line:Windstar Cruises
Nov 4, 2023
No prices currently available for this sailing.
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Cruise Critic Favorite

7 Night
Costa Rica & Panama Canal 7d Ptc-onxDetails

111 Reviews
Leaving:Puntarenas
Cruise Line:Windstar Cruises
Mar 11, 2023
No prices currently available for this sailing.
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7 Night
Classic Caribbean 7d Ph1-ph1Details

246 Reviews
Leaving:St. Maarten
Cruise Line:Windstar Cruises
Mar 25, 2023
No prices currently available for this sailing.
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Cruise Critic Favorite

7 Night
Costa Rica & Panama Canal 7d Onx-ptcDetails

111 Reviews
Leaving:Colon
Cruise Line:Windstar Cruises
Jan 7, 2023
No prices currently available for this sailing.
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7 Night
Beach Fun & Sun: A Remote Caribbean Getaway 7d Ph1...Details

246 Reviews
Leaving:St. Maarten
Cruise Line:Windstar Cruises
Dec 16, 2023
No prices currently available for this sailing.
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11 Night
Gems Of The Leeward Islands 11d Sju-sjuDetails

114 Reviews
Leaving:San Juan
Cruise Line:Windstar Cruises
Dec 27, 2022
No prices currently available for this sailing.
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7 Night
Lush & Lovely Islands Of The Lesser Antilles 7d Bg...Details

246 Reviews
Leaving:Barbados
Cruise Line:Windstar Cruises
Feb 11, 2023
No prices currently available for this sailing.
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7 Night
Windward Ways & Tobago Cays 7d Orj-bgiDetails

122 Reviews
Leaving:Aruba
Cruise Line:Windstar Cruises
Jan 14, 2023
No prices currently available for this sailing.
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Lowest pricing is based on our 3rd party pricing supplier and valid as of November 30th, 2022.

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