Stiletto Sailing Cruises


Let's go sailing!


Sail away on a large, comfortable catamaran sailboat. Cruise the shores and bluffs of Ephraim, Peninsula State Park and beyond. See caves, lighthouses, islands and more. Relax aboard one of our our smooth, stable 31 foot sailboats as you enjoy the Door Peninsula's stunning beauty and historic folklore. Our USCG licensed captains will provide a safe and enjoyable trip for all ages. Come see why we are Door County's most popular sailing charter!