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-$3,356-$4,02112/19/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,975-$3,50012/26/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,471-$3,31112/26/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,471-$3,31101/09/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,926-$3,59101/16/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,566-$4,40601/23/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,471-$3,31103/06/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,471-$3,31103/20/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$4,046-$4,886Mediterranean10/25/20265 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/25/20265 Night Mediterranean Cruise Quick Getaways: Yachtsman's Harbors of the Rivierason the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/26/20267 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$2,886-$3,83108/26/20267 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$2,886-$3,83104/27/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$2,886-$3,83105/11/20277 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-$2,386-$3,33105/25/20277 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-$4,18406/15/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18406/15/20277 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 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-$2,386-$3,33107/06/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,159-$4,10407/13/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability07/13/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18407/20/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability07/20/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18408/05/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18408/12/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/12/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18408/19/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,229-$4,17408/26/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$2,386-$3,33108/26/20277 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-$3,239-$4,18409/09/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability09/16/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18409/16/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/18/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite---$3,13709/19/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite---$3,13709/19/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite---$3,13710/07/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$7,282--04/11/20278 Night Mediterranean Cruise Lisbon Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Lisbon, PortugalInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/11/20278 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Lisbon, PortugalInteriorOceanviewBalconySuite-$2,809-$3,52904/19/20278 Night Mediterranean Cruise Yachtsman's Harbors of the Rivierason the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/19/20278 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuite-$2,439-$3,51909/10/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$7,855-$9,07010/15/202610 Night Mediterranean Cruise Classic Italy & Dalmatian Coaston the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/15/202610 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$6,774-$9,77407/06/202714 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$4,900-$6,41208/12/202714 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$4,956-$6,46808/19/202714 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$4,900-$6,41208/18/202615 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/18/202615 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/15/202615 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/19/202715 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability04/11/202716 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Lisbon, PortugalInteriorOceanviewBalconySuite-$4,296-$5,448 OCG Class Luxury Wind Surf Year Built1990Year Last Refurbished2019Capacity342 passengersDecks7Tonnage14,745RegistryBahamasContact888-393-6070www.windstarcruises.com