Sailing trips.Anchors Away Sailing ChartersTours & Charters · Hilton HeadPaid 5.0Anchors Away operates sailing charters out of Hilton Head Island without a fixed, rigid route. Trips run under sail, following the wind and the preferences of the passengers on board. Dining nearbySkull Creek BoathouseJapanese · $$0.7 mi · ~2 min driveHudson’s Seafood House On The DocksAmerican · $$0.7 mi · ~2 min driveBenny’s Coastal KitchenSeafood · $$1.5 mi · ~4 min driveBenny Hudson SeafoodSeafood Market1.6 mi · ~4 min driveRuby Lee’sAmerican · $$2.0 mi · ~5 min driveTin & TallowAmerican2.2 mi · ~5 min driveThings to do nearbyFort MitchelForts & Ruins · FreeWalkableHilton Head Dolphin Cruises Tale HunterTours & Charters · Paid0.7 mi · ~2 min driveGreen’s Shell Enclosure Heritage PreserveHistoric Sites · Free1.9 mi · ~5 min driveHilton Head Boat ToursTours & Charters · Paid2.1 mi · ~5 min driveWhile you're hereHilton Head Island Concours d’ Elegance & Motoring FestivalWed, Oct 28 · Festivals2.1 mi · ~5 min driveHilton Head Island Concours d’Elegance and Motoring Festival 2026Thu, Oct 29 · Festivals3.0 mi · ~7 min driveBluffton Farmer’s MarketThu, Oct 29 · Markets6.8 mi · ~16 min drive← Back to Explore