Windstar Cruises Cruises to Caribbean - Southern 81 cruises on Windstar Cruises found

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Ports

  • Cozumel, Mexico
  • George Town, Grand Cayman
  • Cayman Brac
  • Port Antonio, Jamaica
  • Santo Domingo, Dominican Republic
  • La Romana, Dominican Republic
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Philipsburg, St. Maarten
View more ports

Ports

Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Philipsburg, St. Maarten - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4063*

N/A

$7263*

See Offers

N/A

$4115*

N/A

$7315*

 

N/A

$4115*

N/A

$7315*

Ports

  • Philipsburg, St. Maarten
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
View more ports

Ports

Philipsburg, St. Maarten - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3502*

N/A

$8902*

See Offers

N/A

$3502*

N/A

$8902*

 

N/A

$3502*

N/A

$8902*

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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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3344*

N/A

$6444*

See Offers

N/A

$3408*

N/A

$6508*

 

N/A

$3408*

N/A

$6508*

Ports

  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts
  • Little Bay, Montserrat
  • Gustavia, St. Barthelemy
  • Deshaies, Guadeloupe
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Bridgetown, Barbados
View more ports

Ports

Philipsburg, St. Maarten - Basseterre, St. Kitts - Little Bay, Montserrat - Gustavia, St. Barthelemy - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2636*

N/A

$5536*

See Offers

N/A

$2659*

N/A

$5559*

 

N/A

$2659*

N/A

$5559*

Ports

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

Ports

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

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5519*

N/A

$11019*

See Offers

N/A

$5519*

N/A

$11019*

 

N/A

$5519*

N/A

$11019*

Ports

  • Cozumel, Mexico
  • George Town, Grand Cayman
  • Cayman Brac
  • Port Antonio, Jamaica
  • Santo Domingo, Dominican Republic
  • La Romana, Dominican Republic
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
View more ports

Ports

Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5515*

N/A

$11415*

See Offers

N/A

$5515*

N/A

$11415*

 

N/A

$5515*

N/A

$11415*

Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
  • Little Bay, Montserrat
  • Deshaies, Guadeloupe
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Bridgetown, Barbados
  • Anse Mitan, Martinique
  • Castries, St. Lucia
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Charlotteville, Tobago
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
  • Santa Marta, Colombia
  • Cartagena, Colombia
  • Bocas Del Toro, Panama
  • Colon, Panama
  • San Andres Island (Isla San Andres), Colombia
  • Coxen Hole, Roatan, Bay Islands, Honduras
  • Belize City, Belize
  • Costa Maya (Mahahual), Mexico
  • Cozumel, Mexico
  • George Town, Grand Cayman
  • Cayman Brac
  • Port Antonio, Jamaica
  • Santo Domingo, Dominican Republic
  • La Romana, Dominican Republic
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Little Bay, Montserrat - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - Anse Mitan, Martinique - Castries, St. Lucia - Bequia, Grenadines - Mayreau, Grenadines - St. George's, Grenada - Charlotteville, Tobago - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Santa Marta, Colombia - Cartagena, Colombia - Bocas Del Toro, Panama - Colon, Panama - San Andres Island (Isla San Andres), Colombia - Coxen Hole, Roatan, Bay Islands, Honduras - Belize City, Belize - Costa Maya (Mahahual), Mexico - Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$18146*

N/A

$38246*

See Offers

N/A

$18146*

N/A

$38246*

 

N/A

$18146*

N/A

$38246*

Ports

  • Bridgetown, Barbados
  • Anse Mitan, Martinique
  • Castries, St. Lucia
  • Pigeon Island, St. Lucia
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Charlotteville, Tobago
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
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Ports

Bridgetown, Barbados - Anse Mitan, Martinique - Castries, St. Lucia - Pigeon Island, St. Lucia - Bequia, Grenadines - Mayreau, Grenadines - St. George's, Grenada - Charlotteville, Tobago - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4647*

N/A

$10347*

See Offers

N/A

$4647*

N/A

$10347*

 

N/A

$4647*

N/A

$10347*

Ports

  • Oranjestad, Aruba
  • Santa Marta, Colombia
  • Cartagena, Colombia
  • Bocas Del Toro, Panama
  • Colon, 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

Oranjestad, Aruba - Santa Marta, Colombia - Cartagena, Colombia - Bocas Del Toro, Panama - Colon, 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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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5286*

N/A

$11286*

See Offers

N/A

$5286*

N/A

$11286*

 

N/A

$5286*

N/A

$11286*

Ports

  • Bridgetown, Barbados
  • Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
  • Santa Marta, Colombia
  • Cartagena, Colombia
  • Bocas Del Toro, Panama
  • Colon, Panama
View more ports

Ports

Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Santa Marta, Colombia - Cartagena, Colombia - Bocas Del Toro, Panama - Colon, Panama - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5066*

N/A

$10766*

See Offers

N/A

$5066*

N/A

$10766*

 

N/A

$5066*

N/A

$10766*

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