Begin or end beside Georgian Bay in Parry Sound, a waterfront town with rich railway and cottage-country history.

Discover the story of this reconstructed 17th-century Jesuit settlement near Midland; admission for an interior visit is separate.

Discover Killbear’s granite shoreline and windswept pines on an optional detour; park access and seasonal facilities are separate.

Pass the historic village of Coldwater, known for its small-town streets and heritage buildings.

Explore stories of Midland, the Georgian Bay town at the heart of this region’s maritime history.

Hear the story of Penetanguishene, a waterfront community with deep French and Indigenous heritage.

Learn about Horseshoe Valley’s four-season recreation area, a short detour from the main driving route.

Consider a detour to Wye Marsh for wetlands, wildlife and trails; admission and opening hours vary.

Discover Big Chute’s remarkable marine railway, which carries boats between sections of the Trent–Severn Waterway when operating.

Travel through Muskoka’s lake country, where granite shores, forests and cottages shape the scenery.

Hear about Georgian Bay Islands National Park near Honey Harbour; visiting the islands requires separate boat transport and park access.

Follow the Lake Simcoe region’s waterways and the stories of the communities they connect.

Consider a waterfront detour in Barrie while hearing stories of Georgian College and Royal Victoria Hospital.

Barrie Centennial Park brings a lively waterfront green space and beach to Kempenfelt Bay.

The 1985 Barrie tornado left a lasting mark on communities near this stretch of Highway 400.

Follow the turnoff toward Alliston, a farming town known for its potato-growing heritage.

Drive beside the fertile Holland Marsh and hear about physician William Osler, born nearby at Bond Head.

Pass the Happy Valley Forest area, a protected landscape of rolling hills and mature woodland north of Toronto.

Near King City, the route crosses historic Yonge Street, long celebrated in Ontario road lore.

Begin or finish near the 407/400 interchange and Canada’s Wonderland, whose roller coasters mark the Toronto-area gateway; park admission is separate.