“The world’s biggest annual offshore race… is on a lake.”
That’s how Matt Sheahan from PlanetSail introduces the Chicago Yacht Club Race to Mackinac presented by Wintrust.
This summer, PlanetSail founder and sailing journalist Matt Sheahan joined us in Chicago to experience the 2026 Race to Mackinac firsthand and share the story of the Mac Race with sailors around the world.
From the start off Chicago to 333 miles of offshore racing on Lake Michigan, the new film explores the scale, challenge, people and traditions that make the Race to Mackinac unlike any other offshore race.
Watch the full PlanetSail feature below.