Experience Chicago from the water on a private sailing charter departing from Montrose Harbour. This relaxing Lake Michigan sail is designed for groups who want a scenic, comfortable, and memorable way to enjoy the city skyline.

Step aboard a beautiful Beneteau Oceanis 393 sailboat and settle in as your captain and crew welcome you aboard, review basic safety information, and guide you out of the harbour. Once on the lake, enjoy open-air views of the Chicago skyline, the shoreline, and the city from one of the most peaceful vantage points in Chicago.

This private charter is ideal for birthdays, family outings, couples, visiting friends, small celebrations, corporate groups, bachelorette weekends, or anyone looking for a more elevated alternative to a typical boat rental. Guests can relax, take photos, enjoy conversation, bring snacks and drinks, or simply sit back and enjoy the sail.

The route may vary based on weather, wind, lake conditions, and captain discretion, but the experience typically includes scenic views along the Chicago lakefront with opportunities for skyline photos and a relaxed private sailing atmosphere.