Select an upcoming Wind Surf cruise itinerary list below to find a Wind Surf sailing itinerary by cruise area or departure port. Group Cruises by: Destination | Date | Cruise Search All Cruises Caribbean03/13/20276 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,516-$3,35612/19/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,656-$3,49612/26/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,036-$3,70101/02/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,656-$3,49601/09/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,381-$4,22102/20/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,656-$3,49602/27/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,656-$3,49603/06/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,656-$3,49603/20/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,656-$3,496Mediterranean10/25/20265 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$1,800-$2,12504/27/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/27/20277 Night Mediterranean Cruise Wine Cruise: Enchanting Greece & the Amalfi Coaston the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability05/04/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11405/11/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11405/18/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11405/25/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11406/01/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11406/01/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability06/08/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability06/08/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18406/22/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability06/22/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11406/29/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability06/29/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18407/06/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11407/20/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11408/05/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/05/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11408/19/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11408/26/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/26/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18409/02/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability09/02/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11409/09/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability09/09/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11409/23/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11409/30/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability09/30/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11410/07/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11410/07/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/21/20277 Night Mediterranean Cruise Yachtsman's Harbors of the Rivierason the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/21/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/07/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/19/20278 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/19/20278 Night Mediterranean Cruise Yachtsman's Harbors of the Rivierason the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/28/20278 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Barcelona, SpainInteriorOceanviewBalconySuite-$3,809-$4,92910/28/20278 Night Mediterranean Cruise Spanish Symphonyon the Windstar Cruises Wind Surf departing from Barcelona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/19/202714 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/19/202715 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/21/202715 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availabilityTransatlantic03/27/202715 Night Transatlantic Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuiteContact cruise line for pricing & availability OCG Class Luxury Wind Surf Year Built1990Year Last Refurbished2019Capacity342 passengersDecks7Tonnage14,745RegistryBahamasContact888-393-6070www.windstarcruises.com