Welcome to Classic Sail Charters!

We are a bareboat charter company serving northern Lake Michigan from locations in northwest lower Michigan. Our fleet of classic sailboats offers an exceptional value in bareboat chartering. All of our boats are clean, fully equipped and well maintained.  We offer traditional bareboat charters for experienced captains or our Sailcation program for non-sailors that want to experience the cruising lifestyle. With the Sailcation program you decide where your next destination will be, and one of our experienced licensed captains will accompany you each day and do as much or as little of the sailing as you desire.   Charter from us and sail the freshwater paradise of northern Lake Michigan on a budget!