About True North Sailing Charters
True North Sailing Charters offers private and small-group sailing experiences through the Apostle Islands on Lake Superior, departing from Bayfield's harbour. Captain-led trips range from two-hour harbour sails to full-day island explorations under sail, giving guests the chance to experience the National Lakeshore at the pace the wind dictates — a fundamentally different way to explore the islands compared to motorised tours or kayaking.
Their fleet includes well-maintained sailing vessels suited to Lake Superior's conditions, and trips can be customised around guest preferences — whether that means anchoring near a sea cave for swimming, sailing past lighthouses for photography, or simply enjoying a sunset cruise with drinks aboard. Guests can help hoist sails and take the helm, or sit back and relax while the captain navigates. No sailing experience is required.
What distinguishes True North is the intimacy of the sailing experience — with small group sizes and the quiet of wind-powered travel, it feels worlds apart from the larger excursion boats. The captain's knowledge of local sailing conditions, island anchorages, and maritime history adds depth to every trip. For couples, families, or small groups looking for a premium, unhurried Apostle Islands experience, True North delivers something that no kayak tour or motorboat cruise can replicate.
