About Windy Escapes Charters
Windy Escapes Charters offers private sailing charters in the waters around Mackinac Island, giving small groups an intimate, customizable way to experience the Straits of Mackinac under sail. Operating daily through the heart of the season, the charter accommodates up to six passengers aboard a striking 50-foot Columbia 50 sailboat, captained by a seasoned skipper who knows the local winds and shoreline.
Charters run daily from mid-June through the end of September, with sailings available from 9:00 a.m. through sunset, so guests can choose a bright midday cruise, a leisurely afternoon on the water, or a golden-hour sunset sail. Because the boat is booked privately, each outing can be tailored to the group — whether that's a relaxed family cruise, a romantic sunset sail, or a celebration with friends taking in views of the bridge, the island bluffs and Round Island Lighthouse.
The appeal of Windy Escapes is exclusivity: rather than sharing a large excursion boat, guests get the full attention of the captain and a roomy classic sailing yacht to themselves. For visitors who want a quieter, more personal alternative to the big group cruises, the charter delivers a premium sailing experience on one of the Great Lakes' most scenic stretches of water.
