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-$1,812-$2,53203/13/20276 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$1,812-$2,53203/13/20276 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$1,812-$2,53203/13/20276 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$1,812-$2,53212/19/20267 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,345-$3,18501/02/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,131-$2,97101/09/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96101/09/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96101/09/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96101/09/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96101/16/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96101/16/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96101/23/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96103/06/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,121-$2,96103/20/20277 Night Caribbean Cruiseon the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St MaartenInteriorOceanviewBalconySuite-$2,191-$3,031Mediterranean06/11/20263 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Barcelona, SpainInteriorOceanviewBalconySuiteContact 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 & availability10/25/20265 Night Mediterranean Cruiseon 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-$4,359-$5,30405/11/20277 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-$3,964-$4,90905/18/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability05/18/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$4,359-$5,30405/25/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,964-$4,90905/25/20277 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 Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,964-$4,90906/08/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability06/15/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability06/15/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$4,149-$5,09406/22/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,964-$4,90906/22/20277 Night Mediterranean Cruise Athens Pre Cruise Tour Itineraryon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability07/06/20277 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuite-$3,964-$4,90906/14/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Tarragona, SpainInteriorOceanviewBalconySuite-$2,269-$4,53206/22/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Lisbon, PortugalInteriorOceanviewBalconySuiteContact cruise line for pricing & availability07/07/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$4,722-$5,80207/24/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,802-$3,92208/18/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,802-$3,92209/02/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$4,722-$5,80209/19/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,802-$3,92210/07/20268 Night Mediterranean Cruise James Beard Foundation & Wine Cruise: Classic Italy & Dalmatian Coaston 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, ItalyInteriorOceanviewBalconySuite-$4,722-$5,80210/07/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$4,722-$5,80210/07/20268 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Civitavecchia, ItalyInteriorOceanviewBalconySuite-$4,722-$5,80207/15/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,839-$4,85908/09/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,839-$4,85909/10/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,839-$4,85909/10/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,839-$4,85909/10/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,839-$4,85909/10/20269 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuite-$2,839-$4,85908/18/202610 Night Mediterranean Cruise Classic Italy & Dalmatian Coaston the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability09/19/202610 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 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-$5,524-$6,92406/11/202611 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Barcelona, SpainInteriorOceanviewBalconySuiteContact cruise line for pricing & availability07/06/202714 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Piraeus, GreeceInteriorOceanviewBalconySuiteContact cruise line for pricing & availability10/15/202615 Night Mediterranean Cruiseon the Windstar Cruises Wind Surf departing from Venice, ItalyInteriorOceanviewBalconySuiteContact cruise line for pricing & availability OCG Class Luxury Wind Surf Year Built1990Year Last Refurbished2019Capacity342 passengersDecks7Tonnage14,745RegistryBahamasContactwww.windstarcruises.com