Cruises on Windstar Cruises 391 cruises on Windstar Cruises found

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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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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2520*

N/A

$6020*

 

N/A

$2537*

N/A

$6037*

 

N/A

$2537*

N/A

$6037*

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
  • Anse Mitan, Martinique
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 - Anse Mitan, Martinique - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4037*

N/A

$10437*

 

N/A

$4037*

N/A

$10437*

 

N/A

$4037*

N/A

$10437*

Ports

  • San Juan, Puerto Rico
  • Cruz Bay, St. John, U.S.V.I.
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
  • Philipsburg, St. Maarten
  • Jost Van Dyke, B.V.I.
  • Prickly Pear Island, B.V.I.
  • Marigot, Saint Martin
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Mayreau, Grenadines
  • Bequia, Grenadines
  • CRUISE THE PITONS, ST. LUCIA
  • Pigeon Island, St. Lucia
View more ports

Ports

San Juan, Puerto Rico - Cruz Bay, St. John, U.S.V.I. - Basseterre, St. Kitts - Gustavia, St. Barthelemy - Philipsburg, St. Maarten - Jost Van Dyke, B.V.I. - Prickly Pear Island, B.V.I. - Marigot, Saint Martin - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Mayreau, Grenadines - Bequia, Grenadines - CRUISE THE PITONS, ST. LUCIA - Pigeon Island, St. Lucia - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$6096*

 

N/A

N/A

N/A

$7296*

 

N/A

N/A

N/A

$7296*

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
 

N/A

$2716*

N/A

$5716*

 

N/A

$2733*

N/A

$5733*

 

N/A

$2733*

N/A

$5733*

 

N/A

$2616*

N/A

$5616*

 

N/A

$2642*

N/A

$5642*

 

N/A

$2642*

N/A

$5642*

Ports

  • Bridgetown, Barbados
  • Little Bay, Montserrat
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Anse Mitan, Martinique
  • Pigeon Island, 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 - 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

$4133*

N/A

$10033*

 

N/A

$4133*

N/A

$10033*

 

N/A

$4133*

N/A

$10033*

Ports

  • San Juan, Puerto Rico
  • Marigot, Saint Martin
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Mayreau, Grenadines
  • Bequia, Grenadines
  • Pigeon Island, St. Lucia
  • CRUISE THE PITONS, ST. LUCIA
View more ports

Ports

San Juan, Puerto Rico - Marigot, Saint Martin - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Mayreau, Grenadines - Bequia, Grenadines - Pigeon Island, St. Lucia - CRUISE THE PITONS, ST. LUCIA - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$3033*

 

N/A

N/A

N/A

$3033*

 

N/A

N/A

N/A

$3033*

Ports

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

Ports

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

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4133*

N/A

$10033*

 

N/A

$4116*

N/A

$10016*

 

N/A

$4116*

N/A

$10016*

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
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 - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2616*

N/A

$5616*

 

N/A

$2616*

N/A

$5616*

 

N/A

$2616*

N/A

$5616*

Ports

  • Oranjestad, Aruba
  • Kralendijk, Bonaire
  • CRUISE THE PITONS, ST. LUCIA
  • Pigeon Island, St. Lucia
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • Charlotteville, Tobago
  • Bridgetown, Barbados
View more ports

Ports

Oranjestad, Aruba - Kralendijk, Bonaire - CRUISE THE PITONS, ST. LUCIA - Pigeon Island, St. Lucia - Bequia, Grenadines - Mayreau, Grenadines - Charlotteville, Tobago - Bridgetown, Barbados - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$2619*

 

N/A

N/A

N/A

$2619*

 

N/A

N/A

N/A

$2619*

Ports

  • Bridgetown, Barbados
  • Basseterre, St. Kitts
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Anse Mitan, Martinique
  • Pigeon Island, St. Lucia
  • Lisbon, Portugal
View more ports

Ports

Bridgetown, Barbados - Basseterre, St. Kitts - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Anse Mitan, Martinique - Pigeon Island, St. Lucia - Lisbon, Portugal - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4142*

N/A

$9642*

 

N/A

$4142*

N/A

$9642*

 

N/A

$4142*

N/A

$9642*

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