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

  • San Juan, Puerto Rico
  • Cruz Bay, St. John, U.S.V.I.
  • St. John's, Antigua
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Pigeon Island, St. Lucia
  • St. George's, Grenada
  • Gustavia, St. Barthelemy
  • 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. - St. John's, Antigua - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Pigeon Island, St. Lucia - St. George's, Grenada - 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

$3857*

 

N/A

N/A

N/A

$4343*

Ports

  • San Juan, Puerto Rico
  • Cruz Bay, St. John, U.S.V.I.
  • St. John's, Antigua
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Pigeon Island, St. Lucia
  • St. George's, Grenada
  • Gustavia, St. Barthelemy
  • Jost Van Dyke, B.V.I.
  • Prickly Pear Island, B.V.I.
  • Catalina Island (Isla Catalina), Dominican Republic
  • Santo Domingo, Dominican Republic
  • Cartagena, Colombia
  • San Blas Islands, Panama
  • Colon, Panama
  • Panama Canal Transit
  • Balboa, Panama
  • ISLA PARIDA, PANAMA
  • GOLFO DULCE, COSTA RICA
  • Puerto Quepos, Costa Rica
  • Puerto Caldera, Costa Rica
  • Curu (Reserve), Costa Rica
  • Playas Del Coco, Costa Rica
  • Puerto Chiapas (Tapachula), Mexico
  • Huatulco, Mexico
  • Manzanillo, Mexico
  • Puerto Vallarta, Mexico
  • Seattle, Washington
  • Vancouver (Canada Place), British Columbia
  • Ketchikan, Alaska
  • Cruise Misty Fjords, Alaska
  • Wrangell, Alaska
  • Sitka, Alaska
  • Haines, Alaska
  • Juneau, Alaska
View more ports

Ports

San Juan, Puerto Rico - Cruz Bay, St. John, U.S.V.I. - St. John's, Antigua - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Pigeon Island, St. Lucia - St. George's, Grenada - Gustavia, St. Barthelemy - Jost Van Dyke, B.V.I. - Prickly Pear Island, B.V.I. - Catalina Island (Isla Catalina), Dominican Republic - Santo Domingo, Dominican Republic - Cartagena, Colombia - San Blas Islands, Panama - Colon, Panama - Panama Canal Transit - Balboa, Panama - ISLA PARIDA, PANAMA - GOLFO DULCE, COSTA RICA - Puerto Quepos, Costa Rica - Puerto Caldera, Costa Rica - Curu (Reserve), Costa Rica - Playas Del Coco, Costa Rica - Puerto Chiapas (Tapachula), Mexico - Huatulco, Mexico - Manzanillo, Mexico - Puerto Vallarta, Mexico - Seattle, Washington - Vancouver (Canada Place), British Columbia - Ketchikan, Alaska - Cruise Misty Fjords, Alaska - Wrangell, Alaska - Sitka, Alaska - Haines, Alaska - Juneau, Alaska - 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

$17843*

 

N/A

N/A

N/A

$17843*

Ports

  • San Juan, Puerto Rico
  • Cruz Bay, St. John, U.S.V.I.
  • St. John's, Antigua
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Pigeon Island, St. Lucia
  • St. George's, Grenada
  • Gustavia, St. Barthelemy
  • Jost Van Dyke, B.V.I.
  • Prickly Pear Island, B.V.I.
  • Catalina Island (Isla Catalina), Dominican Republic
  • Santo Domingo, Dominican Republic
  • Cartagena, Colombia
  • San Blas Islands, Panama
  • Colon, Panama
  • Panama Canal Transit
  • Balboa, Panama
  • ISLA PARIDA, PANAMA
  • GOLFO DULCE, COSTA RICA
  • Puerto Quepos, Costa Rica
  • Puerto Caldera, Costa Rica
View more ports

Ports

San Juan, Puerto Rico - Cruz Bay, St. John, U.S.V.I. - St. John's, Antigua - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Pigeon Island, St. Lucia - St. George's, Grenada - Gustavia, St. Barthelemy - Jost Van Dyke, B.V.I. - Prickly Pear Island, B.V.I. - Catalina Island (Isla Catalina), Dominican Republic - Santo Domingo, Dominican Republic - Cartagena, Colombia - San Blas Islands, Panama - Colon, Panama - Panama Canal Transit - 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

$8538*

 

N/A

N/A

N/A

$8643*

Ports

  • San Juan, Puerto Rico
  • Cruz Bay, St. John, U.S.V.I.
  • St. John's, Antigua
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Pigeon Island, St. Lucia
  • St. George's, Grenada
  • Gustavia, St. Barthelemy
  • Jost Van Dyke, B.V.I.
  • Prickly Pear Island, B.V.I.
  • Catalina Island (Isla Catalina), Dominican Republic
  • Santo Domingo, Dominican Republic
  • Cartagena, Colombia
  • San Blas Islands, Panama
  • Colon, Panama
View more ports

Ports

San Juan, Puerto Rico - Cruz Bay, St. John, U.S.V.I. - St. John's, Antigua - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Pigeon Island, St. Lucia - St. George's, Grenada - Gustavia, St. Barthelemy - Jost Van Dyke, B.V.I. - Prickly Pear Island, B.V.I. - Catalina Island (Isla Catalina), Dominican Republic - Santo Domingo, Dominican Republic - Cartagena, Colombia - San Blas Islands, 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

N/A

N/A

$5684*

 

N/A

N/A

N/A

$6143*

Ports

  • Philipsburg, St. Maarten
  • St. John's, 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
  • Ponta Delgada, Azores
  • Lisbon, Portugal
View more ports

Ports

Philipsburg, St. Maarten - St. John's, 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 - Ponta Delgada, Azores - Lisbon, Portugal - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4094*

N/A

$8594*

 

N/A

$4094*

N/A

$8594*

Ports

  • Bridgetown, Barbados
  • Lisbon, Portugal
  • Tangier, Morocco
  • Malaga, Spain
  • Cartagena, Colombia
  • Valencia, Spain
  • Palma De Mallorca, Balearic Islands
  • Tarragona, Spain
  • Barcelona, Spain
View more ports

Ports

Bridgetown, Barbados - Lisbon, Portugal - Tangier, Morocco - Malaga, Spain - Cartagena, Colombia - Valencia, Spain - Palma De Mallorca, Balearic Islands - Tarragona, Spain - Barcelona, Spain - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5290*

N/A

$10690*

 

N/A

$5225*

N/A

$10625*

Ports

  • Bridgetown, Barbados
  • Lisbon, Portugal
View more ports

Ports

Bridgetown, Barbados - Lisbon, Portugal - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2525*

N/A

$5125*

 

N/A

$2525*

N/A

$5125*

Ports

  • Civitavecchia (Rome), Italy
  • Naples, Italy
  • Catania, Sicily
  • Crotone, Italy
  • Corfu, Greece
  • Delphi
  • Corinth Canal Transit
  • Piraeus (Athens), Greece
View more ports

Ports

Civitavecchia (Rome), Italy - Naples, Italy - Catania, Sicily - Crotone, Italy - Corfu, Greece - Delphi - Corinth Canal Transit - Piraeus (Athens), Greece - 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

$3331*

 

N/A

N/A

N/A

$3361*

Ports

  • Civitavecchia (Rome), Italy
  • Naples, Italy
  • Catania, Sicily
  • Crotone, Italy
  • Corfu, Greece
  • Delphi
  • Corinth Canal Transit
  • Piraeus (Athens), Greece
  • Santorini, Greece
  • Bodrum, Turkey
  • Kusadasi (Ephesus), Turkey
  • Mykonos, Greece
  • Myrina, Lemnos, Greece
  • Istanbul, Turkey
View more ports

Ports

Civitavecchia (Rome), Italy - Naples, Italy - Catania, Sicily - Crotone, Italy - Corfu, Greece - Delphi - Corinth Canal Transit - Piraeus (Athens), Greece - Santorini, Greece - Bodrum, Turkey - Kusadasi (Ephesus), Turkey - Mykonos, Greece - Myrina, Lemnos, Greece - Istanbul, Turkey - 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

$5961*

 

N/A

N/A

N/A

$5961*

Ports

  • San Juan, Puerto Rico
  • Catalina Island (Isla Catalina), Dominican Republic
  • Santo Domingo, Dominican Republic
  • Cartagena, Colombia
  • San Blas Islands, Panama
  • Colon, Panama
  • Balboa, Panama
  • Panama Canal Transit
  • ISLA PARIDA, PANAMA
  • GOLFO DULCE, COSTA RICA
  • Puerto Quepos, Costa Rica
  • Puerto Caldera, Costa Rica
View more ports

Ports

San Juan, Puerto Rico - Catalina Island (Isla Catalina), Dominican Republic - Santo Domingo, Dominican Republic - Cartagena, Colombia - San Blas Islands, Panama - Colon, Panama - Balboa, Panama - Panama Canal Transit - 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

$5580*

 

N/A

N/A

N/A

$5605*

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