Cruises on Windstar Cruises 308 cruises on Windstar Cruises found

Your search Clear selections

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

Close

308 cruises found

Sort by

Filter by

More
More

Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,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
  • 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
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,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 - 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 - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$7899*

N/A

$19399*

See Offers

N/A

$7899*

N/A

$19399*

See Offers

N/A

$7899*

N/A

$19399*

See Offers

N/A

$7899*

N/A

$19399*

 

N/A

$7899*

N/A

$19399*

Ports

  • Colon, Panama
  • Bocas Del Toro, 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
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Philipsburg, St. Maarten
View more ports

Ports

Colon, Panama - Bocas Del Toro, 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 - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Philipsburg, St. Maarten - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5599*

N/A

$11799*

See Offers

N/A

$5599*

N/A

$11799*

See Offers

N/A

$5599*

N/A

$11799*

See Offers

N/A

$5599*

N/A

$11799*

 

N/A

$5599*

N/A

$11799*

Ports

  • Lisbon, Portugal
  • Cadiz (Seville), Spain
  • Gibraltar (U.K.)
  • Malaga, Spain
  • Almeria, Spain
  • Cartagena, Spain
  • Palma De Mallorca, Balearic Islands
  • Barcelona, Spain
  • Palamos, Spain
  • Sanary-Sur-Mer, France
  • Monte Carlo, Monaco
  • Cannes, France
  • Portofino, Italy
  • Portoferraio, Elba
  • Civitavecchia (Rome), Italy
  • Sorrento, Italy
  • Giardini Di Naxos (Taormina), Sicily
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Split, Croatia
  • Rovinj, Croatia
  • Venice, Italy
View more ports

Ports

Lisbon, Portugal - Cadiz (Seville), Spain - Gibraltar (U.K.) - Malaga, Spain - Almeria, Spain - Cartagena, Spain - Palma De Mallorca, Balearic Islands - Barcelona, Spain - Palamos, Spain - Sanary-Sur-Mer, France - Monte Carlo, Monaco - Cannes, France - Portofino, Italy - Portoferraio, Elba - Civitavecchia (Rome), Italy - Sorrento, Italy - Giardini Di Naxos (Taormina), Sicily - Kotor, Montenegro - Dubrovnik, Croatia - Split, Croatia - Rovinj, 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

$8599*

N/A

$16439*

See Offers

N/A

$8599*

N/A

$16439*

See Offers

N/A

$8599*

N/A

$16439*

See Offers

N/A

$8599*

N/A

$16439*

 

N/A

$8599*

N/A

$16439*

Ports

  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts
  • Little Bay, Montserrat
  • Gustavia, St. Barthelemy
  • Deshaies, Guadeloupe
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Bridgetown, Barbados
View more ports

Ports

Philipsburg, St. Maarten - Basseterre, St. Kitts - Little Bay, Montserrat - Gustavia, St. Barthelemy - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2499*

N/A

$5399*

See Offers

N/A

$2499*

N/A

$5399*

See Offers

N/A

$2499*

N/A

$5399*

See Offers

N/A

$2499*

N/A

$5399*

 

N/A

$2499*

N/A

$5399*

Ports

  • Venice, Italy
  • Rovinj, Croatia
  • Split, Croatia
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Giardini Di Naxos (Taormina), Sicily
  • Sorrento, Italy
  • Civitavecchia (Rome), Italy
  • Lipari (Isola Lipari), Italy
  • Catania, Sicily
  • Gozo Island, Malta
  • Valletta, Malta
  • Porto Empedocle, Sicily
  • Trapani, Sicily
  • Amalfi, Italy
View more ports

Ports

Venice, Italy - Rovinj, Croatia - Split, Croatia - Dubrovnik, Croatia - Kotor, Montenegro - Giardini Di Naxos (Taormina), Sicily - Sorrento, Italy - Civitavecchia (Rome), Italy - Lipari (Isola Lipari), Italy - Catania, Sicily - Gozo Island, Malta - Valletta, Malta - Porto Empedocle, Sicily - Trapani, Sicily - Amalfi, Italy - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$6699*

N/A

N/A

See Offers

N/A

$6699*

N/A

N/A

See Offers

N/A

$6699*

N/A

N/A

See Offers

N/A

$6699*

N/A

N/A

 

N/A

$6699*

N/A

N/A

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

$3399*

N/A

$7339*

See Offers

N/A

$3399*

N/A

$7339*

See Offers

N/A

$3399*

N/A

$7339*

See Offers

N/A

$3399*

N/A

$7339*

 

N/A

$3399*

N/A

$7339*

Ports

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

Ports

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

$5499*

N/A

N/A

See Offers

N/A

$5499*

N/A

N/A

See Offers

N/A

$5499*

N/A

N/A

See Offers

N/A

$5499*

N/A

N/A

 

N/A

$5499*

N/A

N/A

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

$10399*

N/A

N/A

See Offers

N/A

$10399*

N/A

N/A

See Offers

N/A

$10399*

N/A

N/A

See Offers

N/A

$10399*

N/A

N/A

 

N/A

$10399*

N/A

N/A

Ports

  • Civitavecchia (Rome), Italy
  • Giardini Di Naxos (Taormina), Sicily
  • Siracusa, Sicily
  • Gozo Island, Malta
  • Valletta, Malta
  • Porto Empedocle, Sicily
  • Trapani, Sicily
  • Lipari (Isola Lipari), Italy
  • Sorrento, Italy
  • Amalfi, Italy
View more ports

Ports

Civitavecchia (Rome), Italy - Giardini Di Naxos (Taormina), Sicily - Siracusa, Sicily - Gozo Island, Malta - Valletta, Malta - Porto Empedocle, Sicily - Trapani, Sicily - Lipari (Isola Lipari), Italy - Sorrento, Italy - Amalfi, Italy - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4399*

N/A

$7999*

See Offers

N/A

$4399*

N/A

$7999*

See Offers

N/A

$4399*

N/A

$7999*

See Offers

N/A

$4399*

N/A

$7999*

 

N/A

$4399*

N/A

$7999*

Ports

  • Lisbon, Portugal
  • Gibraltar (U.K.)
  • Cadiz (Seville), Spain
  • Malaga, Spain
  • Almeria, Spain
  • Cartagena, Spain
  • Palma De Mallorca, Balearic Islands
  • Barcelona, Spain
  • Palamos, Spain
  • Sanary-Sur-Mer, France
  • Monte Carlo, Monaco
  • Cannes, France
  • Portofino, Italy
  • Portoferraio, Elba
  • Civitavecchia (Rome), Italy
  • Sorrento, Italy
  • Giardini Di Naxos (Taormina), Sicily
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Split, Croatia
  • Rovinj, Croatia
  • Venice, Italy
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 - Palamos, Spain - Sanary-Sur-Mer, France - Monte Carlo, Monaco - Cannes, France - Portofino, Italy - Portoferraio, Elba - Civitavecchia (Rome), Italy - Sorrento, Italy - Giardini Di Naxos (Taormina), Sicily - Kotor, Montenegro - Dubrovnik, Croatia - Split, Croatia - Rovinj, 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

$8699*

N/A

N/A

See Offers

N/A

$9409*

N/A

N/A

See Offers

N/A

$9409*

N/A

N/A

See Offers

N/A

$9409*

N/A

N/A

 

N/A

$9409*

N/A

N/A

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