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-$3,426-$4,05612/19/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,241-$4,08112/26/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,421-$4,26101/09/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,241-$4,08101/16/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,241-$4,08101/23/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,241-$4,08101/30/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,241-$4,08103/20/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$3,241-$4,081Mediterranean10/25/20265 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$2,025-$2,72510/25/20265 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-$2,354-$3,05404/27/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$2,001-$2,94605/11/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability05/11/20277 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-$2,141-$3,08605/25/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability05/25/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,169-$4,11406/08/20277 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-$2,141-$3,08606/15/20277 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-$3,239-$4,18406/29/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18406/29/20277 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-$4,18407/13/20277 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 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-$2,141-$3,08608/12/20277 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-$2,141-$3,08608/26/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,239-$4,18408/26/20277 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-$2,177-$3,04110/07/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$4,082-$7,16204/11/20278 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Lisbon, PortugalInteriorOceanviewBalconySuite-$2,449-$3,52904/11/20278 Night Mediterranean Cruise Lisbon Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Lisbon, PortugalInteriorOceanviewBalconySuiteContact 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 & availability04/19/20278 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/09/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$3,080--09/10/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$3,080--07/27/20279 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$4,769-$5,98409/27/202610 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$10,591-$11,19110/15/202610 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/15/202610 Night Mediterranean Cruise Classic Italy & Dalmatian Coaston the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/12/202714 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability08/19/202714 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact 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, PortugalInteriorOceanviewBalconySuiteContact cruise line for pricing & availability OCG Class Luxury Wind Surf Year Built1990Year Last Refurbished2019Capacity342 passengersDecks7Tonnage14,745RegistryBahamasContactwww.windstarcruises.com