117th CYC Race to Mackinac presented by Wintrust

Image of 117th CYC Race to Mackinac presented by Wintrust at Chicago Yacht Club In-water Boat & Tech Show. Image Source: https://instagram.fisb4-2.fna.fbcdn.net/v/t51.82787-15/670971626_18581564161006813_677430702871680604_n.jpg?stp=dst-jpg_e35_tt6&_nc_cat=104&ig_cache_key=Mzg3OTcyMTYwNTY5MDE4MTc5NQ.3-ccb7-5&ccb=7-5&_nc_sid=58cdad&efg=eyJ2ZW5jb2RlX3RhZyI6IkNBUk9VU0VMX0lURU0ueHBpZHMuMTQ0MC5zZHIucmVndWxhcl9waG90by5DMyJ9&_nc_ohc=-iZIdpRWgl4Q7kNvwEkahmi&_nc_oc=Adq6XL_sjwrmVJXtyLrYLeQj0UPI6xBX9juHSOUNb28J-iyjruEJ16bgL4MMcuE-_V12mRfMTjCQsrnjTTXwTDqt&_nc_ad=z-m&_nc_cid=1065&_nc_zt=23&_nc_ht=instagram.fisb4-2.fna&_nc_gid=lEa_xxlxjHR6KZIpmPaVNw&_nc_ss=7a22e&oh=00_Af-zV_8r8Wtx9sReZVjKQOQ246JCrQozIomX4obezURa3A&oe=6A3B294A
Upcoming Boat Racing Race
Date July 10, 2026 – July 11, 2026
Venue Chicago Yacht Club In-water Boat & Tech Show Chicago, IL
About This Event

117th CYC Race to Mackinac presented by Wintrust at Chicago Yacht Club

Get ready to witness one of the most storied traditions in offshore sailing as the 117th CYC Race to Mackinac presented by Wintrust sets sail from Chicago, IL on July 10–11, 2026. Hosted by the iconic Chicago Yacht Club, this legendary race sends competitors charging across the open waters of Lake Michigan on a grueling 333-mile journey from Chicago all the way to Mackinac Island, Michigan. As one of the oldest and longest freshwater races in the world, the Race to Mackinac carries a legacy that stretches back over a century, drawing elite sailors and passionate fans from across the country and beyond.

In the days leading up to the start, the Chicago Yacht Club In-water Boat & Tech Show provides a spectacular backdrop where attendees can get up close with the impressive fleet of racing vessels preparing to take on Lake Michigan’s notoriously demanding conditions. Whether you’re a seasoned sailing enthusiast or simply someone who appreciates the raw power and engineering brilliance behind high-performance racing yachts, the in-water show offers a rare, intimate look at the boats and technology that make this race possible. It’s a chance to walk the docks, soak in the electric atmosphere, and feel the anticipation building before the starting gun fires.

The Race to Mackinac is not just a sailing competition — it’s a full-blown spectacle of athletic endurance, tactical brilliance, and sheer passion for the water. Competitors ranging from seasoned offshore veterans to ambitious newcomers push themselves and their crews through shifting winds, unpredictable weather, and the vast open expanse of Lake Michigan. Watching the fleet depart from Chicago’s lakefront is an unforgettable sight, with dozens of sails catching the wind and disappearing toward the horizon in a breathtaking display of speed and skill.

Whether you’re there to cheer on a favorite crew, marvel at the machinery, or simply be part of one of sailing’s most celebrated traditions, the 117th CYC Race to Mackinac presented by Wintrust on July 10–11, 2026 is an event that absolutely belongs on your calendar. Mark your dates, head to Chicago, and experience the thrill of world-class offshore racing at its very finest.