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Windstar Cruises to the Caribbean

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Star Breeze
Star Breeze
Star Breeze

7 Night
Windward Ways & Tobago Cays 7d Orj-bgi Details

110 Reviews
Leaving:Aruba
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Breeze
Star Breeze
Star Breeze

7 Night
In The Wake Of The Spanish Armadas 7d Orj-onx Details

Leaving:Aruba
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Breeze
Star Breeze
Star Breeze

7 Night
Yachtsmans Caribbean 7d Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Pride
Star Pride
Star Pride

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

Leaving:San Juan
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Pride

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

Leaving:San Juan
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Breeze

7 Night
Jewels Of The Windward Islands 7d Bgi-bgi Details

Leaving:Barbados
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Surf

7 Night
Classic Caribbean 7d Ph1-ph1 Details

236 Reviews
Leaving:St. Maarten
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Star

11 Night
Adventures In Panama & Costa Rica 11d Ptc-onx Details

Leaving:Puntarenas
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Cruise Critic Favorite
Wind Surf

10 Night
Blue Waters Of The Leeward Islands Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Surf

7 Night
Classic Caribbean 7d Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Star

7 Night
Costa Rica & Panama Canal 7d Onx-ptc Details

Leaving:Colon
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Surf

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

Leaving:Barbados
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Surf

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

Leaving:St. Maarten
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Star

7 Night
Costa Rica & Panama Canal 7d Onx-ptc Details

Leaving:Colon
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Surf

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

Leaving:St. Maarten
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Wind Star

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

Leaving:Puntarenas
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Legend

11 Night
Central America Revealed 11d Mia-blb Details

Leaving:Miami
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Pride

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

Leaving:San Juan
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Pride

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

Leaving:San Juan
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Pride

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

Leaving:San Juan
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Legend

7 Night
Spanish Treasures Via The Panama Canal 7d Orj-pty Details

Leaving:Aruba
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Pride

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

Leaving:San Juan
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Cruise Critic Favorite
Wind Surf

7 Night
Yachtsmans Caribbean 7d Ph1-ph1 Details

Leaving:St. Maarten
Cruise Line:Windstar Cruises
No prices currently available for this sailing.
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Star Legend

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

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

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

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