Chicago Yacht Club – Race to Mackinac – July 18 – 22, 2025
Sailors from 15 different U.S. states as well as Ontario, Switzerland, and as far off as Hong Kong, are preparing for the race of a lifetime – the 333 mile Chicago Yacht Club Race to Mackinac, presented by Wintrust.
The Mac, as it is affectionately known, kicks off Friday, July 18, 2025 (cruising division) and Saturday, July 19, 2025 (racing division) with 3,000 sailors competing in this world-class sporting event. Although The Mac remains primarily an amateur event, this race has a proven track record of attracting some of the finest sailing talent in the sport.
The Chicago Yacht Club Race to Mackinac is the longest, annual freshwater sailing race in the world. It takes place on Lake Michigan.
Chicago Yacht Club Race to Mackinac Quicklinks: (Look for updates as racetime approaches)
• Race to Mackinac – FAQ – Basic questions (and answers) about the race
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• Mackinac Bridge Call-Ins Page (Keeps track of boats that have passed the bridge)
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• Chicago Yacht Club Race to Mackinac Facebook Page
• Follow the Race to Mackinac Via Twitter
• Chicago Yacht Club Race to Mackinac Website
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Visit Race To Mackinac Website >>>>
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Chicago Yacht Club – Race to Mackinac On Facebook
Below are the latest postings from the Chicago Yacht Club – Race to Mackinac Page On Facebook.
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Chicago Yacht Club Race To Mackinac – Photos via Instagram
Here are the latest photos of Chicago Yacht Club Race To Mackinac via instagram. If you have an instagram photo to share of Chicago Yacht Club Race To Mackinac, tag it with #cycrtm and your photos will appear in the photo stream below.
Day 25: Watch the boats cross the finish line in the Chicago Yacht Club Race to Mackinac! Congratulations to Whitehawk! The first boat to cross the finish line! ⛵️🍾🥂☀️ racetomackinac chicagoyachtclub #94GrandSummerDays

Day 25: Watch the boats cross the finish line in the Chicago Yacht Club Race to Mackinac! Congratulations to Whitehawk! The first boat to cross the finish line! ⛵️🍾🥂☀️ racetomackinac chicagoyachtclub #94GrandSummerDays
Post-race partying after six days of race committee duty for racetomackinac, and a tiny view of the minor chaos of docking 100+ boats at the island. Parties included a newly created brunch for first timers - both crew of new boat/skipper combos doing their inaugural race, and individual crew members doing their first Mac. Love the positive reinforcement for newbies. #cycrtm

Post-race partying after six days of race committee duty for racetomackinac, and a tiny view of the minor chaos of docking 100+ boats at the island. Parties included a newly created brunch for first timers - both crew of new boat/skipper combos doing their inaugural race, and individual crew members doing their first Mac. Love the positive reinforcement for newbies. #cycrtm
Haulin ass while witnessing a gorgeous sunrise… #cycrtm
Under the bridge! Race to Mackinac. #cycrtm #valhalla
Another Mac in the books #cycrtm
This year’s Mac swag for the ladies. Also fun fact: our crew is 50/50 men and women. 💪 #rhumbrunner racetomackinac #cycrtm2022 #cycrtm

This year’s Mac swag for the ladies. Also fun fact: our crew is 50/50 men and women. 💪 #rhumbrunner racetomackinac #cycrtm2022 #cycrtm
#cycrtm2023 #cycrtm which will finish first!?
It's off to Mackinac Island for more than 285 yachts as they leave Monroe Harbor in Chicago on July 22, 1978. Photo by Michael Budrys. #RacetoMackinac #Mackinacrace #sailing #CYCRTM #americasoffshorechallenge

It's off to Mackinac Island for more than 285 yachts as they leave Monroe Harbor in Chicago on July 22, 1978. Photo by Michael Budrys. #RacetoMackinac #Mackinacrace #sailing #CYCRTM #americasoffshorechallenge
Congratulations racetomackinac! 🍾⛵️🥂🎉 #grandhotelmichigan #mackinacisland #cycrtm #yachtraces #130grandanniversary #americassummerplace #chicagoyachtclub #makeitmackinac #taittinger

Congratulations racetomackinac! 🍾⛵️🥂🎉 #grandhotelmichigan #mackinacisland #cycrtm #yachtraces #130grandanniversary #americassummerplace #chicagoyachtclub #makeitmackinac #taittinger
Our start and our finish #cycrtm #cycrtm2022 #52051freeradical First pic by ??? Second pic by olivia.nelson.23

Our start and our finish #cycrtm #cycrtm2022 #52051freeradical First pic by ??? Second pic by olivia.nelson.23
It’s summer in Chicago and that means the 114th Race to Mackinac! We are racing Jasmin again to defend our title, again (a three-peat?). Unlike the stormy (and fast) race of last year, this looks to be a slow race (read: lots of sun, little wind). It’s a good thing we all like each other on the crew! Follow us as we work our way north from Chicago… start time is today at 3:10. Hope to arrive by Monday. Tracking for this year’s race is available on the web. View Race Tracker https://yb.tl/chicagomac2023 For the best experience on your mobile device (iOS or Android), download the free YB Races app. For those of you who have followed us in the past, just open you app and find the CYC Race 2023 and search for Jasmin in the Cruising Division. Thanks for cheering us on! #CYCRTM

It’s summer in Chicago and that means the 114th Race to Mackinac! We are racing Jasmin again to defend our title, again (a three-peat?). Unlike the stormy (and fast) race of last year, this looks to be a slow race (read: lots of sun, little wind). It’s a good thing we all like each other on the crew! Follow us as we work our way north from Chicago… start time is today at 3:10. Hope to arrive by Monday. Tracking for this year’s race is available on the web. View Race Tracker https://yb.tl/chicagomac2023 For the best experience on your mobile device (iOS or Android), download the free YB Races app. For those of you who have followed us in the past, just open you app and find the CYC Race 2023 and search for Jasmin in the Cruising Division. Thanks for cheering us on! #CYCRTM
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Chicago Yacht Club – Race to Mackinac Photo Gallery (Click on photos for slideshow view)
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Visit Race To Mackinac Website >>>>
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Archive – 2018 Race To Mackinac
Monday Afternoon Live Drone Coverage of the Finish Line of the 2018 Chicago Yacht Club Race to Mackinac
Il Mostro First To Finish in the 2018 Chicago Yacht Club Race to Mackinac
Il Mostro – according to online tracking – is near the Mackinac Bridge and on track to be the first to finish in the Chicago Yacht Club Race To Mackinac… – https://t.co/H2Cy7zbbeN #cycrtm pic.twitter.com/fSKt777y4U
— North Guide (@NorthGuide) July 22, 2018
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Congratulations Il Mostro! #cycrtm pic.twitter.com/6dq2tXiqUw
— North Guide (@NorthGuide) July 22, 2018
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Visit Race To Mackinac Website >>>>
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