Select an upcoming Windstar Cruises cruise itinerary list below to find a Windstar Cruises sailing itinerary by cruise area and ship. Search All Cruises A large number of cruise sailings were found. Results have been restricted to the next 300 sailings.AlaskaStar Seeker7 Night Alaskan Cruisedeparting from Juneau, AKInteriorOceanviewBalconySuite-$4,039-$4,284Star Seeker7 Night Alaskan Cruise Alaska Pre Cruise Tourdeparting from Juneau, AKInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Seeker7 Night Alaskan Cruise Alaska Pre Cruise Tourdeparting from Juneau, AKInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityCaribbean3tar Legend7 Night Caribbean Cruisedeparting from San Juan, Puerto RicoInteriorOceanviewBalconySuite-$2,301$3,246$5,3113tar Legend7 Night Caribbean Cruisedeparting from San Juan, Puerto RicoInteriorOceanviewBalconySuite-$2,301$3,246$5,3113tar Legend7 Night Caribbean Cruisedeparting from San Juan, Puerto RicoInteriorOceanviewBalconySuite-$2,301$3,246$5,311Star Pride6 Night Caribbean Cruisedeparting from ArubaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Pride7 Night Caribbean Cruisedeparting from San Juan, Puerto RicoInteriorOceanviewBalconySuite-$2,126$2,857$4,152Star Pride7 Night Caribbean Cruisedeparting from San Juan, Puerto RicoInteriorOceanviewBalconySuite-$2,126$2,857$4,152Wind Surf6 Night Caribbean Cruisedeparting from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$1,812-$2,532Wind Surf6 Night Caribbean Cruisedeparting from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$1,812-$2,532Wind Surf7 Night Caribbean Cruisedeparting from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,086-$2,926Central America & Panama Canal3tar Legend7 Night Central America & Panama Canal Cruise Costa Rica & Panama Canaldeparting from Colon, PanamaInteriorOceanviewBalconySuiteContact cruise line for pricing & availability3tar Legend7 Night Central America & Panama Canal Cruise Lima Machu Picchu Pre Cruise Tour to Panamadeparting from Colon, PanamaInteriorOceanviewBalconySuiteContact cruise line for pricing & availability3tar Legend7 Night Central America & Panama Canal Cruise Costa Rica & Panama Canaldeparting from Puerto Caldera, Costa RicaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Pride7 Night Central America & Panama Canal Cruise Costa Rica & Panama Canaldeparting from Colon, PanamaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Pride7 Night Central America & Panama Canal Cruise Costa Rica Pre Cruise Tour Itinerarydeparting from Puerto Caldera, Costa RicaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Pride7 Night Central America & Panama Canal Cruisedeparting from Puerto Caldera, Costa RicaInteriorOceanviewBalconySuite-$2,234$3,564$5,664Wind Star7 Night Central America & Panama Canal Cruisedeparting from Colon, PanamaInteriorOceanviewBalconySuite-$2,404-$6,114Wind Star7 Night Central America & Panama Canal Cruise Costa Rica & Panama Canaldeparting from Colon, PanamaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityWind Star7 Night Central America & Panama Canal Cruise Costa Rica & Panama Canaldeparting from Puerto Caldera, Costa RicaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityEastern SeaboardStar Pride11 Night Eastern Seaboard Cruisedeparting from Portland, MEInteriorOceanviewBalconySuite-$4,684$8,754$15,351Star Pride11 Night Eastern Seaboard Cruisedeparting from Montreal, PQInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Pride11 Night Eastern Seaboard Cruisedeparting from Montreal, PQInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityMediterranean3tar Legend3 Night Mediterranean Cruisedeparting from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$904$1,864$3,1093tar Legend4 Night Mediterranean Cruisedeparting from Barcelona, SpainInteriorOceanviewBalconySuite-$1,176$2,096$3,3363tar Legend6 Night Mediterranean Cruise Enchanting Greece & the Amalfi Coastdeparting from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Explorer7 Night Mediterranean Cruisedeparting from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Explorer7 Night Mediterranean Cruisedeparting from Tarragona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Explorer7 Night Mediterranean Cruisedeparting from Barcelona, SpainInteriorOceanviewBalconySuite---$2,632Wind Spirit3 Night Mediterranean Cruisedeparting from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$1,099-$3,154Wind Spirit4 Night Mediterranean Cruisedeparting from Venice, ItalyInteriorOceanviewBalconySuite-$1,190-$3,690Wind Spirit7 Night Mediterranean Cruisedeparting from Venice, ItalyInteriorOceanviewBalconySuite-$2,082-$5,057Wind Star7 Night Mediterranean Cruisedeparting from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$3,366--Wind Star7 Night Mediterranean Cruise Enchanting Greece & the Amalfi Coastdeparting from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityWind Star7 Night Mediterranean Cruisedeparting from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,369--Wind Surf5 Night Mediterranean Cruisedeparting from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$2,200-$2,740Wind Surf5 Night Mediterranean Cruise Quick Getaways: Yachtsman's Harbors of the Rivierasdeparting from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityWind Surf7 Night Mediterranean Cruise Yachtsman's Harbors of the Rivierasdeparting from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityOceania & South PacificStar Breeze6 Night Oceania & South Pacific Cruisedeparting from Papeete, Society Islands, French PolynesiaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Breeze6 Night Oceania & South Pacific Cruise Moorea Pre Lax Packagedeparting from Moorea, Society Islands, French PolynesiaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Breeze7 Night Oceania & South Pacific Cruise Moorea Pre Packagedeparting from Papeete, Society Islands, French PolynesiaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityWind Star6 Night Oceania & South Pacific Cruisedeparting from Papeete, Society Islands, French PolynesiaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityWind Star7 Night Oceania & South Pacific Cruisedeparting from Papeete, Society Islands, French PolynesiaInteriorOceanviewBalconySuite-$2,159-$5,659Wind Star7 Night Oceania & South Pacific Cruise Moorea Pre Packagedeparting from Papeete, Society Islands, French PolynesiaInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityScandinavia & Northern Europe3tar Legend10 Night Scandinavia & Northern Europe Cruisedeparting from Copenhagen, DenmarkInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Explorer8 Night Scandinavia & Northern Europe Cruisedeparting from Almeria, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Explorer8 Night Scandinavia & Northern Europe Cruisedeparting from Lisbon, PortugalInteriorOceanviewBalconySuite---$3,349Star Explorer8 Night Scandinavia & Northern Europe Cruisedeparting from Dun Laoghaire, IrelandInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Pride3 Night Scandinavia & Northern Europe Cruisedeparting from Dover, EnglandInteriorOceanviewBalconySuite-$1,146$2,076$3,306Star Pride3 Night Scandinavia & Northern Europe Cruisedeparting from Dover, EnglandInteriorOceanviewBalconySuite-$1,146$2,076$3,306Star Pride4 Night Scandinavia & Northern Europe Cruisedeparting from Dover, EnglandInteriorOceanviewBalconySuite-$1,448$2,308$3,648The OrientStar Seeker9 Night Oriental Cruisedeparting from Osaka, JapanInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityStar Seeker9 Night Oriental Cruisedeparting from Shimizu, JapanInteriorOceanviewBalconySuite-$5,944-$6,394Star Seeker9 Night Oriental Cruisedeparting from Shimizu, JapanInteriorOceanviewBalconySuite-$5,944-$6,394Transatlantic3tar Legend14 Night Transatlantic Cruisedeparting from Lisbon, PortugalInteriorOceanviewBalconySuiteContact cruise line for pricing & availability3tar Legend14 Night Transatlantic Cruisedeparting from Bridgetown, BarbadosInteriorOceanviewBalconySuiteContact cruise line for pricing & availability3tar Legend15 Night Transatlantic Cruisedeparting from Malaga, SpainInteriorOceanviewBalconySuite-$3,041$3,941$5,041Star Breeze4 Night Transatlantic Cruisedeparting from Singapore, SingaporeInteriorOceanviewBalconySuite-$1,830$3,530$2,250Star Breeze4 Night Transatlantic Cruisedeparting from Benoa, IndonesiaInteriorOceanviewBalconySuite-$1,490$4,379$2,449Star Seeker11 Night Transatlantic Cruisedeparting from Tokyo, JapanInteriorOceanviewBalconySuite-$2,177-$2,427Star Seeker14 Night Transatlantic Cruisedeparting from Seward, AKInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityWind Star14 Night Transatlantic Cruisedeparting from Lisbon, PortugalInteriorOceanviewBalconySuiteContact cruise line for pricing & availability OCG Class Luxury Windstar Cruises Newest Ship:Wind SurfNumber of Ships:8Contact888-393-6070www.windstarcruises.com