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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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.
Haulin ass while witnessing a gorgeous sunrise… #cycrtm
That’s a wrap. Great race, Hollywood sailing Sunday afternoon then a blast reach down the straits at 14 knots and hitting 20 under a reefed main and No. 3. Quick one at 34 hours. Third in class! Most excellent crew, so proud of Will and Jack. #mainstreetsailing #cycrtm #lovemymainstreetcrew #ChicagoMacRace2022
That’s a wrap. Great race, Hollywood sailing Sunday afternoon then a blast reach down the straits at 14 knots and hitting 20 under a reefed main and No. 3. Quick one at 34 hours. Third in class! Most excellent crew, so proud of Will and Jack. #mainstreetsailing #cycrtm #lovemymainstreetcrew #ChicagoMacRace2022
So far so good. Great first day of the Race to Mackinac for my 33rd race up Lake Michigan. Wetter and windier than advertised. But as we head into the Manitous danger lurks ahead. #mainstreetsailing #hopingthewindholds #lovesailingwithmypeople #cycrtm #pandorussphinxmoth racetomackinac
So far so good. Great first day of the Race to Mackinac for my 33rd race up Lake Michigan. Wetter and windier than advertised. But as we head into the Manitous danger lurks ahead. #mainstreetsailing #hopingthewindholds #lovesailingwithmypeople #cycrtm #pandorussphinxmoth racetomackinac
Only took a few 2025 #CYCRTM photos while racing on Esprit. The highly competitive J105 fleet had 18 entries. Esprit took 5th place and was just a few minutes from the podium. I love that this long distance race always seems to bring on the thrill of match racing in the straits. Great time with the best crew on Lake Michigan. We had a little bit of everything this year- rain, sun, downwind, a lot of upwind, sunsets, moon rise, sunrises, Rice Krispies, rose water spritzes, and island fireworks! Luckily, very few flies. Look forward to next year! judith.a.mclean chicagocaptanne k.d.michaud christina.rice.ican.youcan Ross and Chris! Esprit on the island 📸 cred to dianebfoote
Only took a few 2025 #CYCRTM photos while racing on Esprit. The highly competitive J105 fleet had 18 entries. Esprit took 5th place and was just a few minutes from the podium. I love that this long distance race always seems to bring on the thrill of match racing in the straits. Great time with the best crew on Lake Michigan. We had a little bit of everything this year- rain, sun, downwind, a lot of upwind, sunsets, moon rise, sunrises, Rice Krispies, rose water spritzes, and island fireworks! Luckily, very few flies. Look forward to next year! judith.a.mclean chicagocaptanne k.d.michaud christina.rice.ican.youcan Ross and Chris! Esprit on the island 📸 cred to dianebfoote
Final stretch down the Straits towards the finish of the #cycrtm
And another Mac in the books. The good ship Main Street got us to the island in good form. And fast. Finished at 5 this morning before the wind went very light. Fun downwind race with a fabulous crew. #mainstreetsailing #cycrtm #sailingwithfamily #pinkpony #timetocelebrate
And another Mac in the books. The good ship Main Street got us to the island in good form. And fast. Finished at 5 this morning before the wind went very light. Fun downwind race with a fabulous crew. #mainstreetsailing #cycrtm #sailingwithfamily #pinkpony #timetocelebrate
And away we go! Good luck and fair winds to all our racetomackinac crew friends & family! See you on the island. 🌴 #nomad #CYCRTM
And away we go! Good luck and fair winds to all our racetomackinac crew friends & family! See you on the island. 🌴 #nomad #CYCRTM
2024 Intangible Tartan 3700 crew. L-R. William Palmer, John Zienda, Bart Zienda, Tom Falck, Joe Palmer, John S. Palmer, Bill Dauska. Follow along on Yellowbrick. #cycrtm #tartan
2024 Intangible Tartan 3700 crew. L-R. William Palmer, John Zienda, Bart Zienda, Tom Falck, Joe Palmer, John S. Palmer, Bill Dauska. Follow along on Yellowbrick. #cycrtm #tartan
Under the bridge! Race to Mackinac. #cycrtm #valhalla
#cycrtm2023 #cycrtm which will finish first!?
Another Mac in the books #cycrtm
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
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Chicago Yacht Club – Race to Mackinac Photo Gallery (Click on photos for slideshow view)
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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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