Cruises on Windstar Cruises 421 cruises on Windstar Cruises found

Your search Clear selections

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

Close

421 cruises found

Sort by

Filter by

More
More

Ports

  • Lisbon, Portugal
  • Gibraltar (U.K.)
  • Cadiz (Seville), Spain
  • Malaga, Spain
  • Almeria, Spain
  • Cartagena, Spain
  • Palma De Mallorca, Balearic Islands
  • Barcelona, Spain
View more ports

Ports

Lisbon, Portugal - Gibraltar (U.K.) - Cadiz (Seville), Spain - Malaga, Spain - Almeria, Spain - Cartagena, Spain - Palma De Mallorca, Balearic Islands - Barcelona, Spain - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4961*

N/A

N/A

 

N/A

$4961*

N/A

N/A

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
  • 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 - 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

$3502*

N/A

$8902*

 

N/A

$3502*

N/A

$8902*

Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
  • Little Bay, Montserrat
  • Deshaies, Guadeloupe
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Bridgetown, Barbados
  • Anse Mitan, Martinique
  • Castries, St. Lucia
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Charlotteville, Tobago
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
  • Santa Marta, Colombia
  • Cartagena, Colombia
  • Bocas Del Toro, Panama
  • Colon, Panama
  • San Andres Island (Isla San Andres), Colombia
  • Coxen Hole, Roatan, Bay Islands, Honduras
  • Belize City, Belize
  • Costa Maya (Mahahual), Mexico
  • Cozumel, Mexico
  • George Town, Grand Cayman
  • Cayman Brac
  • Port Antonio, Jamaica
  • Santo Domingo, Dominican Republic
  • La Romana, Dominican Republic
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Little Bay, Montserrat - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - Anse Mitan, Martinique - Castries, St. Lucia - Bequia, Grenadines - Mayreau, Grenadines - St. George's, Grenada - Charlotteville, Tobago - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Santa Marta, Colombia - Cartagena, Colombia - Bocas Del Toro, Panama - Colon, Panama - San Andres Island (Isla San Andres), Colombia - Coxen Hole, Roatan, Bay Islands, Honduras - Belize City, Belize - Costa Maya (Mahahual), Mexico - Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$18146*

N/A

$38246*

 

N/A

$18146*

N/A

$38246*

Ports

  • Bridgetown, Barbados
  • Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
  • Santa Marta, Colombia
  • Cartagena, Colombia
  • Bocas Del Toro, Panama
  • Colon, Panama
View more ports

Ports

Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - 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

$5066*

N/A

$10766*

 

N/A

$5066*

N/A

$10766*

Ports

  • Bridgetown, Barbados
  • Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
View more ports

Ports

Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2824*

N/A

$5724*

 

N/A

$2866*

N/A

$5766*

Ports

  • Oranjestad, Aruba
  • Santa Marta, Colombia
  • Cartagena, Colombia
  • Bocas Del Toro, Panama
  • Colon, Panama
  • San Andres Island (Isla San Andres), Colombia
  • Coxen Hole, Roatan, Bay Islands, Honduras
  • Belize City, Belize
  • Costa Maya (Mahahual), Mexico
  • Cozumel, Mexico
View more ports

Ports

Oranjestad, Aruba - Santa Marta, Colombia - Cartagena, Colombia - Bocas Del Toro, Panama - Colon, Panama - San Andres Island (Isla San Andres), Colombia - Coxen Hole, Roatan, Bay Islands, Honduras - Belize City, Belize - Costa Maya (Mahahual), Mexico - Cozumel, Mexico - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5186*

N/A

$11186*

 

N/A

$5186*

N/A

$11186*

Ports

  • Cozumel, Mexico
  • George Town, Grand Cayman
  • Cayman Brac
  • Port Antonio, Jamaica
  • Santo Domingo, Dominican Republic
  • La Romana, Dominican Republic
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • 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

Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - 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

$5515*

N/A

$11415*

 

N/A

$5515*

N/A

$11415*

Ports

  • Barcelona, Spain
  • Palamos, Spain
  • Sanary-Sur-Mer, France
  • Monte Carlo, Monaco
  • Cannes, France
  • Portofino, Italy
  • Portoferraio, Elba
  • Civitavecchia (Rome), Italy
  • Amalfi, Italy
  • VIBO VALENTIA, ITALY
  • REGGIO CALABRIA, ITALY
  • Taranto
  • Otranto, Italy
  • Rab Island, Croatia
  • Venice, Italy
View more ports

Ports

Barcelona, Spain - Palamos, Spain - Sanary-Sur-Mer, France - Monte Carlo, Monaco - Cannes, France - Portofino, Italy - Portoferraio, Elba - Civitavecchia (Rome), Italy - Amalfi, Italy - VIBO VALENTIA, ITALY - REGGIO CALABRIA, ITALY - Taranto - Otranto, Italy - Rab Island, Croatia - Venice, Italy - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5884*

N/A

$10114*

 

N/A

$5953*

N/A

$10183*

Ports

  • Venice, Italy
  • Rovinj, Croatia
  • Split, Croatia
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Giardini Di Naxos (Taormina), Sicily
  • Sorrento, Italy
  • Civitavecchia (Rome), Italy
  • Amalfi, Italy
  • VIBO VALENTIA, ITALY
  • REGGIO CALABRIA, ITALY
  • Taranto
  • Otranto, Italy
  • Rab Island, Croatia
View more ports

Ports

Venice, Italy - Rovinj, Croatia - Split, Croatia - Dubrovnik, Croatia - Kotor, Montenegro - Giardini Di Naxos (Taormina), Sicily - Sorrento, Italy - Civitavecchia (Rome), Italy - Amalfi, Italy - VIBO VALENTIA, ITALY - REGGIO CALABRIA, ITALY - Taranto - Otranto, Italy - Rab Island, Croatia - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$6485*

N/A

$10405*

 

N/A

$6485*

N/A

$10405*

Ports

  • Piraeus (Athens), Greece
  • Monemvasia, Greece
  • Katakolon (Olympia), Greece
  • Corfu, Greece
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Hvar, Croatia
  • Zadar, Croatia
  • Venice, Italy
  • Rovinj, Croatia
  • Split, Croatia
  • Giardini Di Naxos (Taormina), Sicily
  • Sorrento, Italy
  • Civitavecchia (Rome), Italy
View more ports

Ports

Piraeus (Athens), Greece - Monemvasia, Greece - Katakolon (Olympia), Greece - Corfu, Greece - Kotor, Montenegro - Dubrovnik, Croatia - Hvar, Croatia - Zadar, Croatia - Venice, Italy - Rovinj, Croatia - Split, Croatia - Giardini Di Naxos (Taormina), Sicily - Sorrento, Italy - Civitavecchia (Rome), Italy - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$9196*

N/A

N/A

 

N/A

$9148*

N/A

N/A

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