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

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Ports

  • Bridgetown, Barbados
  • Pigeon Island, St. Lucia
  • Castries, St. Lucia
  • Anse Mitan, Martinique
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
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Ports

Bridgetown, Barbados - Pigeon Island, St. Lucia - Castries, St. Lucia - Anse Mitan, Martinique - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

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$2638*

 

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$2638*

 

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$2638*

Ports

  • Philipsburg, St. Maarten
  • Little Bay, Montserrat
  • Roseau, Dominica
  • Castries, St. Lucia
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
  • Anse Mitan, Martinique
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Gustavia, St. Barthelemy
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • ROAD BAY, ANGUILLA
  • Falmouth Harbour,Antigua
View more ports

Ports

Philipsburg, St. Maarten - Little Bay, Montserrat - Roseau, Dominica - Castries, St. Lucia - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - Anse Mitan, Martinique - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - ROAD BAY, ANGUILLA - Falmouth Harbour,Antigua - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4994*

N/A

N/A

Ports

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • Samana, Dominican Republic
  • Jost Van Dyke, B.V.I.
  • Prickly Pear Island, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
  • San Juan, Puerto Rico
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Ports

Miami, Florida - Puerto Plata, Dominican Republic - Samana, Dominican Republic - Jost Van Dyke, B.V.I. - Prickly Pear Island, B.V.I. - Soper's Hole, Tortola, B.V.I. - San Juan, Puerto Rico - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$5446*

 

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$5446*

 

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$5446*

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.
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Marigot, Saint Martin
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. - Bequia, Grenadines - Mayreau, Grenadines - Soufriere, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Marigot, Saint Martin - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$5690*

 

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$5690*

 

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$5690*

 

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$5390*

 

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$5390*

 

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$5390*

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.
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. - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$3362*

 

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$3390*

 

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$3390*

 

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$3062*

 

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$3090*

 

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$3090*

 

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$3762*

 

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$4396*

 

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$4396*

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
  • ROAD BAY, ANGUILLA
  • Falmouth Harbour,Antigua
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 - ROAD BAY, ANGUILLA - Falmouth Harbour,Antigua - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$2660*

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$2660*

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$2660*

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$6160*

 

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$6160*

 

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$2660*

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$6160*

Ports

  • San Juan, Puerto Rico
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Marigot, Saint Martin
View more ports

Ports

San Juan, Puerto Rico - Bequia, Grenadines - Mayreau, Grenadines - Soufriere, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Marigot, Saint Martin - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$3327*

 

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$3390*

 

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$3390*

 

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$3327*

 

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$3390*

 

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$3390*

Ports

  • San Juan, Puerto Rico
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Marigot, Saint Martin
  • 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.
View more ports

Ports

San Juan, Puerto Rico - Bequia, Grenadines - Mayreau, Grenadines - Soufriere, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Marigot, Saint Martin - 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. - View more ports

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$5390*

 

N/A

N/A

N/A

$5390*

 

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$5390*

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
  • ROAD BAY, ANGUILLA
  • Falmouth Harbour,Antigua
  • 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 - ROAD BAY, ANGUILLA - Falmouth Harbour,Antigua - 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

$4178*

N/A

$11078*

 

N/A

$4178*

N/A

$11078*

 

N/A

$4178*

N/A

$11078*

Ports

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

Ports

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

Loading itinerary...
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Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4178*

N/A

$11078*

 

N/A

$4178*

N/A

$11078*

 

N/A

$4178*

N/A

$11078*

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