Windstar Cruises Cruises to Caribbean - Southern 80 cruises on Windstar Cruises found

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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • 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 - Charlotte Amalie, St. Thomas - 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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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$3368*

See Offers

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$3168*

 

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$3168*

Ports

  • Bridgetown, Barbados
  • Pigeon Island, St. Lucia
  • CRUISE THE PITONS, ST. LUCIA
  • Castries, St. Lucia
  • Kingstown, St. Vincent
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
View more ports

Ports

Bridgetown, Barbados - Pigeon Island, St. Lucia - CRUISE THE PITONS, ST. LUCIA - Castries, St. Lucia - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2651*

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$5651*

See Offers

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$2651*

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$5651*

 

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$2651*

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$5651*

 

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$3151*

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See Offers

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$3351*

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$3351*

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$2450*

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$6051*

See Offers

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$2450*

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$6051*

 

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$2450*

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$6051*

 

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$2530*

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$6151*

See Offers

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$3551*

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$6151*

 

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$3551*

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$6151*

 

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$3851*

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$4101*

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$4101*

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$3351*

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See Offers

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$3351*

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$3351*

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Ports

  • Bridgetown, Barbados
  • Pigeon Island, St. Lucia
  • Castries, St. Lucia
  • CRUISE THE PITONS, ST. LUCIA
  • Kingstown, St. Vincent
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
  • Little Bay, Montserrat
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Anse Mitan, Martinique
View more ports

Ports

Bridgetown, Barbados - Pigeon Island, St. Lucia - Castries, St. Lucia - CRUISE THE PITONS, ST. LUCIA - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - Little Bay, Montserrat - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Anse Mitan, Martinique - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4868*

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$10068*

See Offers

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$4851*

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$10051*

 

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$4851*

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$10051*

 

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$5068*

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$10968*

See Offers

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$5481*

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$10951*

 

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$5481*

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$10951*

 

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$5768*

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$10968*

See Offers

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$5751*

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$10951*

 

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$5751*

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$10951*

Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • St. George's, Grenada
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Roseau, Dominica - Pigeon Island, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$2040*

See Offers

N/A

N/A

N/A

$2040*

 

N/A

N/A

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$2040*

Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Gustavia, St. Barthelemy
  • Little Bay, Montserrat
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • St. George's, Grenada
  • Bridgetown, Barbados
  • Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Little Bay, Montserrat - Roseau, Dominica - Pigeon Island, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - 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

N/A

N/A

$3660*

See Offers

N/A

N/A

N/A

$3640*

 

N/A

N/A

N/A

$3640*

Ports

  • Bridgetown, Barbados
  • Little Bay, Montserrat
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Anse Mitan, Martinique
  • Pigeon Island, St. Lucia
View more ports

Ports

Bridgetown, Barbados - Little Bay, Montserrat - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Anse Mitan, Martinique - Pigeon Island, St. Lucia - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$2310*

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$5516*

See Offers

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$2310*

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$5516*

 

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$2310*

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$5516*

 

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$3416*

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$6416*

See Offers

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$3716*

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$6416*

 

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$3716*

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$6416*

 

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$3216*

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$6216*

See Offers

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$3216*

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$6216*

 

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$3216*

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$6216*

 

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$3516*

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See Offers

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$3516*

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$3516*

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Ports

  • Bridgetown, Barbados
  • Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • St. George's, Bermuda
  • Willemstad, Curacao
  • Oranjestad, Aruba
View more ports

Ports

Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - St. George's, Bermuda - Willemstad, Curacao - Oranjestad, Aruba - View more ports

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Top positive review

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

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$2018*

See Offers

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$2018*

 

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$2018*

Ports

  • Bridgetown, Barbados
  • Little Bay, Montserrat
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Anse Mitan, Martinique
  • Pigeon Island, St. Lucia
  • CRUISE THE PITONS, ST. LUCIA
  • Castries, St. Lucia
  • Kingstown, St. Vincent
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
View more ports

Ports

Bridgetown, Barbados - Little Bay, Montserrat - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Anse Mitan, Martinique - Pigeon Island, St. Lucia - CRUISE THE PITONS, ST. LUCIA - Castries, St. Lucia - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - View more ports

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Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5068*

N/A

N/A

See Offers

N/A

$5016*

N/A

N/A

 

N/A

$5016*

N/A

N/A

 

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$5768*

N/A

$11168*

See Offers

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$11116*

 

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$11116*

 

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$6768*

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$6568*

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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
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 - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3491*

N/A

$6251*

See Offers

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$3251*

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$6251*

 

N/A

$3251*

N/A

$6251*

 

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$3251*

N/A

$6351*

See Offers

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$3251*

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$6351*

 

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$3251*

N/A

$6351*

Ports

  • Colon, Panama
  • Cartagena, Colombia
  • Santa Marta, Colombia
  • Oranjestad, Aruba
  • Willemstad, Curacao
  • Kralendijk, Bonaire
  • St. George's, Grenada
  • Mayreau, Grenadines
  • Bridgetown, Barbados
View more ports

Ports

Colon, Panama - Cartagena, Colombia - Santa Marta, Colombia - Oranjestad, Aruba - Willemstad, Curacao - Kralendijk, Bonaire - St. George's, Grenada - Mayreau, Grenadines - Bridgetown, Barbados - View more ports

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Top positive review

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4030*

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N/A

See Offers

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$4030*

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N/A

 

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$4030*

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