Cruises on Windstar Cruises 297 cruises on Windstar Cruises found

Your search Clear selections

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

Close

297 cruises found

Sort by

Filter by

More
More

Ports

  • Civitavecchia (Rome), Italy
  • Lipari (Isola Lipari), Italy
  • Catania, Sicily
  • Gozo Island, Malta
  • Valletta, Malta
  • Porto Empedocle, Sicily
  • Trapani, Sicily
  • Sorrento, Italy
  • Amalfi, Italy
View more ports

Ports

Civitavecchia (Rome), Italy - Lipari (Isola Lipari), Italy - Catania, Sicily - Gozo Island, Malta - Valletta, Malta - Porto Empedocle, Sicily - Trapani, Sicily - Sorrento, Italy - Amalfi, Italy - View more ports

Wind Surf S

4.4

2024 sail dates:

2025 sail dates:

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5042*

N/A

N/A

 

N/A

$5042*

N/A

N/A

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
  • 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 - 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 - 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

$5819*

N/A

N/A

 

N/A

$5767*

N/A

N/A

 

N/A

$5419*

N/A

$11069*

 

N/A

$5367*

N/A

$11017*

 

N/A

$4919*

N/A

$10719*

 

N/A

$4867*

N/A

$10667*

 

N/A

$4719*

N/A

$10619*

 

N/A

$4667*

N/A

$10567*

 

N/A

$4919*

N/A

$10819*

 

N/A

$4867*

N/A

$10767*

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
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 - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3867*

N/A

N/A

 

N/A

$3867*

N/A

N/A

 

N/A

$3367*

N/A

$6217*

 

N/A

$3367*

N/A

$6217*

 

N/A

$3167*

N/A

$6167*

 

N/A

$3167*

N/A

$6167*

 

N/A

$2867*

N/A

$5767*

 

N/A

$2867*

N/A

$5767*

 

N/A

$3067*

N/A

$5967*

 

N/A

$3067*

N/A

$5967*

 

N/A

$3067*

N/A

$5967*

 

N/A

$3067*

N/A

$5967*

 

N/A

$2467*

N/A

$5367*

 

N/A

$2519*

N/A

$5419*

 

N/A

$2767*

N/A

$5667*

 

N/A

$2767*

N/A

$5667*

 

N/A

$2467*

N/A

$5367*

 

N/A

$2467*

N/A

$5367*

 

N/A

$2467*

N/A

$5367*

 

N/A

$2519*

N/A

$5419*

 

N/A

$2467*

N/A

$5367*

 

N/A

$2494*

N/A

$5394*

Ports

  • Civitavecchia (Rome), Italy
  • Sorrento, Italy
  • Giardini Di Naxos (Taormina), Sicily
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Split, Croatia
  • Rovinj, Croatia
  • Venice, Italy
View more ports

Ports

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

$5547*

N/A

N/A

 

N/A

$8147*

N/A

N/A

 

N/A

$4247*

N/A

N/A

 

N/A

$8547*

N/A

N/A

 

N/A

$4647*

N/A

N/A

 

N/A

$8147*

N/A

$10837*

 

N/A

$4247*

N/A

$6937*

 

N/A

$7947*

N/A

$9947*

 

N/A

$4047*

N/A

$6047*

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
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 - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2867*

N/A

$5767*

 

N/A

$2867*

N/A

$5767*

 

N/A

$2610*

N/A

$5510*

 

N/A

$2846*

N/A

$5746*

Ports

  • Civitavecchia (Rome), Italy
  • Sorrento, Italy
  • Giardini Di Naxos (Taormina), Sicily
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Split, Croatia
  • Rovinj, Croatia
  • Venice, Italy
  • Zadar, Croatia
  • Hvar, 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 - Hvar, 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

$7296*

N/A

N/A

 

N/A

$7247*

N/A

N/A

 

N/A

$7096*

N/A

$12056*

 

N/A

$6447*

N/A

$12007*

Ports

  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
View more ports

Ports

Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3051*

N/A

$6151*

 

N/A

$3051*

N/A

$6151*

 

N/A

$3251*

N/A

$6051*

 

N/A

$3319*

N/A

$6119*

 

N/A

$2851*

N/A

$5851*

 

N/A

$2919*

N/A

$5919*

Ports

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

Ports

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

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

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
  • 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.
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 - 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. - View more ports

Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5319*

N/A

$10919*

 

N/A

$5319*

N/A

$10919*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

 

N/A

$4419*

N/A

$10119*

 

N/A

$4419*

N/A

$10119*

Ports

  • Venice, Italy
  • Rovinj, Croatia
  • Split, Croatia
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Giardini Di Naxos (Taormina), Sicily
  • Sorrento, Italy
  • Civitavecchia (Rome), Italy
  • Portoferraio, Elba
  • Portofino, Italy
  • Monte Carlo, Monaco
  • Cannes, France
  • Sanary-Sur-Mer, France
  • Palamos, Spain
  • Barcelona, Spain
View more ports

Ports

Venice, Italy - Rovinj, Croatia - Split, Croatia - Dubrovnik, Croatia - Kotor, Montenegro - Giardini Di Naxos (Taormina), Sicily - Sorrento, Italy - Civitavecchia (Rome), Italy - Portoferraio, Elba - Portofino, Italy - Monte Carlo, Monaco - Cannes, France - Sanary-Sur-Mer, France - Palamos, 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

$6790*

N/A

N/A

 

N/A

$6747*

N/A

N/A

 

N/A

$5494*

N/A

$8244*

 

N/A

$5447*

N/A

$8197*

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