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Windstar Cruises to the Caribbean

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Windstar Cruises to the Caribbean

We found you 91 cruises

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Star Pride
Star Pride

7 Night
San Juan & The Virgin Islands 7d Sju-sju Details

109 Reviews
Leaving:San Juan
Cruise Line:Windstar Cruises
Jan 22, 2022
No prices currently available for this sailing.
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Star Pride
Star Pride

7 Night
San Juan & The Virgin Islands 7d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Dec 11, 2021
No prices currently available for this sailing.
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Wind Star
Wind Star

7 Night
Costa Rica & Panama Canal 7d Ptc-onx Details

Leaving:Puntarenas
Cruise Line:Windstar Cruises
Jan 29, 2022
No prices currently available for this sailing.
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Star Pride
Star Pride

7 Night
Windward Islands Surf & Sunsets 7d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Mar 12, 2022
No prices currently available for this sailing.
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7 Night
San Juan & The Virgin Islands 7d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Feb 5, 2022
No prices currently available for this sailing.
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7 Night
San Juan & The Virgin Islands 7d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Mar 5, 2022
No prices currently available for this sailing.
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11 Night
Gems Of The Leeward Islands 11d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Dec 28, 2021
No prices currently available for this sailing.
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11 Night
Adventures In Panama & Costa Rica 11d Ptc-onx Details

Leaving:Puntarenas
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 Ph...Details

235 Reviews
Leaving:St. Maarten
Cruise Line:Windstar Cruises
Jan 28, 2023
No prices currently available for this sailing.
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11 Night
Central America Revealed 11d Mia-blb Details

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-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
Dec 11, 2021
No prices currently available for this sailing.
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7 Night
Lush & Lovely Islands Of The Lesser Antilles 7d Ph...Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
Jan 15, 2022
No prices currently available for this sailing.
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7 Night
Classic Caribbean 7d Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
Mar 19, 2022
No prices currently available for this sailing.
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Cruise Critic Favorite

7 Night
Yachtsmans Caribbean 7d Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
Mar 12, 2022
No prices currently available for this sailing.
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10 Night
Blue Waters Of The Leeward Islands Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
Dec 18, 2021
No prices currently available for this sailing.
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10 Night
Adventures In Panama & Costa Rica 10d Onx-ptc Details

Leaving:Colon
Cruise Line:Windstar Cruises
Dec 18, 2021
No prices currently available for this sailing.
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11 Night
Adventures In Panama & Costa Rica 11d Ptc-onx Details

Leaving:Puntarenas
Cruise Line:Windstar Cruises
Dec 28, 2021
No prices currently available for this sailing.
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11 Night
Stars Of The Greater Antilles 11d Czm-ph1 Details

Leaving:Cozumel
Cruise Line:Windstar Cruises
Feb 22, 2022
No prices currently available for this sailing.
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7 Night
Classic Caribbean 7d Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
Mar 5, 2022
No prices currently available for this sailing.
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Cruise Critic Favorite

7 Night
Yachtsmans Caribbean 7d Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
Mar 26, 2022
No prices currently available for this sailing.
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9 Night
San Juan & The Virgin Islands 9d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Nov 3, 2022
No prices currently available for this sailing.
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7 Night
San Juan & The Virgin Islands 7d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Nov 19, 2022
No prices currently available for this sailing.
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7 Night
Windward Islands Surf & Sunsets 7d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Nov 26, 2022
No prices currently available for this sailing.
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7 Night
Costa Rica & Panama Canal 7d Onx-ptc Details

Leaving:Colon
Cruise Line:Windstar Cruises
Dec 3, 2022
No prices currently available for this sailing.
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7 Night
San Juan & The Virgin Islands 7d Sju-sju Details

Leaving:San Juan
Cruise Line:Windstar Cruises
Dec 3, 2022
No prices currently available for this sailing.
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