Cruises on Windstar Cruises 424 cruises on Windstar Cruises found

Your search Clear selections

Any Destination
All Sail Months
Any Length
Any Port
Windstar Cruises
Any Ship

Close

424 cruises found

Sort by

Filter by

More
More

Ports

  • Callao (Lima), Peru
  • Salaverry (Trujillo), Peru
  • MACHALA, ECUADOR
  • Guayaquil, Equador
  • Manta, Ecuador
  • Panama Canal Transit
  • Colon, Panama
  • Balboa, Panama
  • ISLA PARIDA, PANAMA
  • GOLFO DULCE, COSTA RICA
  • Puerto Quepos, Costa Rica
  • Puerto Caldera, Costa Rica
View more ports

Ports

Callao (Lima), Peru - Salaverry (Trujillo), Peru - MACHALA, ECUADOR - Guayaquil, Equador - Manta, Ecuador - Panama Canal Transit - Colon, Panama - Balboa, Panama - ISLA PARIDA, PANAMA - GOLFO DULCE, COSTA RICA - Puerto Quepos, Costa Rica - Puerto Caldera, Costa Rica - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$6994*

 

N/A

N/A

N/A

$6636*

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

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$5390*

 

N/A

N/A

N/A

$5390*

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

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$3227*

 

N/A

N/A

N/A

$3290*

 

N/A

N/A

N/A

$3227*

 

N/A

N/A

N/A

$3290*

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

Loading itinerary...
Loading reviews...

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*

Ports

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

Ports

Oranjestad, Aruba - Santa Marta, Colombia - Cartagena, Colombia - Bocas Del Toro, Panama - Colon, Panama - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3241*

N/A

$6241*

 

N/A

$3286*

N/A

$6286*

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
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 - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2617*

N/A

$6117*

 

N/A

$2617*

N/A

$6117*

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...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4178*

N/A

$11078*

 

N/A

$4117*

N/A

$11017*

Ports

  • Venice, Italy
  • Zadar, Croatia
  • Dubrovnik, Croatia
  • Taormina, Sicily
  • Naples, Italy
  • Civitavecchia (Rome), Italy
  • Livorno (Florence & Pisa), Italy
  • Genoa, Italy
  • Nice, France
  • Barcelona, Spain
  • Valencia, Spain
  • Cartagena, Spain
  • Gibraltar (U.K.)
  • Malaga, Spain
  • Palma De Mallorca, Balearic Islands
View more ports

Ports

Venice, Italy - Zadar, Croatia - Dubrovnik, Croatia - Taormina, Sicily - Naples, Italy - Civitavecchia (Rome), Italy - Livorno (Florence & Pisa), Italy - Genoa, Italy - Nice, France - Barcelona, Spain - Valencia, Spain - Cartagena, Spain - Gibraltar (U.K.) - Malaga, Spain - Palma De Mallorca, Balearic Islands - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$7284*

 

N/A

N/A

N/A

$7284*

Ports

  • Venice, Italy
  • Zadar, Croatia
  • Dubrovnik, Croatia
  • Taormina, Sicily
  • Naples, Italy
  • Civitavecchia (Rome), Italy
  • Livorno (Florence & Pisa), Italy
  • Genoa, Italy
  • Nice, France
  • Barcelona, Spain
View more ports

Ports

Venice, Italy - Zadar, Croatia - Dubrovnik, Croatia - Taormina, Sicily - Naples, Italy - Civitavecchia (Rome), Italy - Livorno (Florence & Pisa), Italy - Genoa, Italy - Nice, France - Barcelona, Spain - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$4705*

 

N/A

N/A

N/A

$4784*

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
  • Philipsburg, St. Maarten
  • Gustavia, St. Barthelemy
  • 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 - Philipsburg, St. Maarten - Gustavia, St. Barthelemy - Jost Van Dyke, B.V.I. - Prickly Pear Island, B.V.I. - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$5490*

 

N/A

N/A

N/A

$5490*

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