The Great Waterfront Trail Adventure

Join us from Monday , August 10th to Friday, August 14th, for the 2026 Great Waterfront Trail Adventure cycle tour and awareness ride.

5 Days |425km | Includes optional trip to Pelee Island

That’s right — Windsor, Essex, and Pelee Island mark Canada’s southernmost point. Here you’ll find award-winning wineries, a fabulous culinary scene, sandy beaches, acres of rich farmland, and fascinating history — from the Underground Railroad to the War of 1812 to Prohibition. Explore tallgrass prairie and oak savannah landscapes, world-renowned birding areas, and of course, incredible cycling. Flat terrain.

The 2026 Great Waterfront Trail Adventure features five days of immersive riding with only two overnight locations— giving you even more time to experience the region’s warm hospitality, unique attractions, and scenic trails.

Join us for 57 – 97 km (maximum) of daily riding combined with lots of fun off-the-bike activities and plenty of time to explore. Enjoy the opportunity to reconnect with old friends and meet new friends.

Overnight stays in the communities of Windsor (3 nights) and Leamington (2 nights) Camping available in Point Pelee National Park (including Otentiks!) for the two Leamington nights. See accommodations for more information on how to book residence rooms in Windsor and hotels in Leamington or Otentiks in Point Pelee National Park.

What Makes This Ride Special
-A welcoming, supportive community and lasting friendships
-Five days of immersive riding
-Only two overnight locations — giving you more time to enjoy the region’s warm hospitality, unique attractions, and scenic trails
-Camping in Point Pelee National Park
-Reception in Sandwich Town
-Two group dinners that bring everyone together
-An evening in Point Pelee National Park with a guided tour of the Tip Tower
-Outstanding support from our dedicated volunteer team