Windstar Cruises Cruises to Caribbean - Southern 41 Cruises on Windstar Cruises Found

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Ports

  • San Juan, Puerto Rico
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Philipsburg, St. Maarten
  • Soper's Hole, Tortola, B.V.I.
  • Samana, Dominican Republic
  • Key West, Florida
  • Miami, Florida
View More Ports

Ports

San Juan, Puerto Rico - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Philipsburg, St. Maarten - Soper's Hole, Tortola, B.V.I. - Samana, Dominican Republic - Key West, Florida - Miami, Florida - View More Ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3099*

$3999*

$5799*

Ports

  • Philipsburg, St. Maarten
  • Barbuda, Barbuda
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
  • Falmouth Harbour,Antigua
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
View More Ports

Ports

Philipsburg, St. Maarten - Barbuda, Barbuda - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - Falmouth Harbour,Antigua - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View More Ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$3499*

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$6299*

 

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$3499*

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$6299*

 

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$3499*

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$6299*

 

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$3499*

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$6299*

Ports

  • Philipsburg, St. Maarten
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Falmouth Harbour,Antigua
View More Ports

Ports

Philipsburg, St. Maarten - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Falmouth Harbour,Antigua - View More Ports

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Top Critical Review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2399*

N/A

$4299*

 

N/A

$2499*

N/A

$4399*

Ports

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Bequia, Grenadines
  • St. George's, Grenada
  • Pigeon Island, St. Lucia
View More Ports

Ports

San Juan, Puerto Rico - Philipsburg, St. Maarten - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Bequia, Grenadines - St. George's, Grenada - Pigeon Island, St. Lucia - View More Ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$2199*

Ports

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Bequia, Grenadines
  • Pigeon Island, St. Lucia
  • St. George's, Grenada
View More Ports

Ports

San Juan, Puerto Rico - Philipsburg, St. Maarten - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Bequia, Grenadines - Pigeon Island, St. Lucia - St. George's, Grenada - View More Ports

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Top Critical Review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

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$1599*

 

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$2499*

 

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$1599*

 

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$2699*

 

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$2499*

 

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$2199*

Ports

  • San Juan, Puerto Rico
  • VIEQUES, PUERTO RICO
  • Gustavia, St. Barthelemy
  • Little Bay, Montserrat
  • Philipsburg, St. Maarten
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
View More Ports

Ports

San Juan, Puerto Rico - VIEQUES, PUERTO RICO - Gustavia, St. Barthelemy - Little Bay, Montserrat - Philipsburg, St. Maarten - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View More Ports

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Top Positive Review

Top Critical Review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$1599*

 

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$1399*

 

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$1599*

 

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$1599*

 

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$2699*

 

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$2499*

 

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$2199*

Ports

  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
  • Little Bay, Montserrat
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Bridgetown, Barbados
View More Ports

Ports

Philipsburg, St. Maarten - Basseterre, St. Kitts - Gustavia, St. Barthelemy - Little Bay, Montserrat - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - View More Ports

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Top Positive Review

Top Critical Review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2199*

N/A

$4099*

Ports

  • Colon, Panama
  • Bocas Del Toro, Panama
  • San Andres Island (Isla San Andres), Colombia
  • Coxen Hole, Roatan, Bay Islands, Honduras
  • Belize City, Belize
  • Costa Maya (Mahahual), Mexico
  • Cozumel, Mexico
View More Ports

Ports

Colon, Panama - Bocas Del Toro, Panama - San Andres Island (Isla San Andres), Colombia - Coxen Hole, Roatan, Bay Islands, Honduras - Belize City, Belize - Costa Maya (Mahahual), Mexico - Cozumel, Mexico - View More Ports

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Top Positive Review

Top Critical Review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2299*

N/A

$4299*

Ports

  • San Juan, Puerto Rico
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Philipsburg, St. Maarten
  • Soper's Hole, Tortola, B.V.I.
  • Samana, Dominican Republic
  • Key West, Florida
  • Miami, Florida
View More Ports

Ports

San Juan, Puerto Rico - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Philipsburg, St. Maarten - Soper's Hole, Tortola, B.V.I. - Samana, Dominican Republic - Key West, Florida - Miami, Florida - View More Ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2899*

$3799*

$5599*

Ports

  • Cozumel, Mexico
  • ISLA MUJERES, MEXICO
  • George Town, Grand Cayman
  • Cayman Brac
  • Port Antonio, Jamaica
  • Santo Domingo, Dominican Republic
  • Catalina Island (Isla Catalina), Dominican Republic
  • Prickly Pear Island, B.V.I.
  • Philipsburg, St. Maarten
View More Ports

Ports

Cozumel, Mexico - ISLA MUJERES, MEXICO - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - Catalina Island (Isla Catalina), Dominican Republic - Prickly Pear Island, B.V.I. - Philipsburg, St. Maarten - View More Ports

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Top Positive Review

Top Critical Review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2899*

N/A

$5799*

All prices are per person based on double occupancy and do not include port / government fees and gratuities.