Chicago to Mackinac Boat Race
The Chicago Yacht Club Race to Mackinac is run by the Chicago Yacht Club, first run in 1898. It is one of the longest fresh-water races in the world, with hundreds of boats entering the race each year.
The race starts off the mouth of the Chicago River in Chicago, crosses Lake Michigan, barely enters Lake Huron, and finishes in the Round Island Channel, off Mackinac Island, Michigan. The race course runs 333 mi (536 km). In 2011, 361 boats entered the race. Steve Fossett set the overall race record, 18 hours, 50 minutes, in 1998 with the multihull yacht, Stars and Stripes. Roy E. Disney set the monohull record, 23 hours, 30 minutes, in Pyewacket in 2002.
The first race was run in 1898, with the sloop Vanenna winning against four boats. The 100th Running was completed in July 2008. The 104th Running will commence on July 21, 2012. As of June 25, 2012, 344 boats are entered in the race, with an estimated 3500 people competing,
The Chicago Yacht Club Race to Mackinac Race is often confused with the Port Huron to Mackinac Boat Race. They were held on the same weekend until 1939, when both clubs agreed to alternate the date of their Mackinac races, scheduling them a week apart.
The 104th running of the Race began on July 21, 2012. 320 boats were entered in the race. All boats completed the race. The Mackinac Trophy was won by Providence, owned by Greg & Jerry Miarecki representing the Chicago Yacht Club. The Mackinac Cup was won by Tom & Joe Londrigan's Realt Na Mara. George & Scott Petriz won the Double Handed division in TFWB Relentless. Lori & Jonathan Alvord won the multihull division in Triceratops. The Chicago Yacht Club's Ron White won the Martin D. Rieck Trophy for the first multihull to finish in Cheeke Monkey. The Royono Trophy, given for the first monohull to finish, was won by Peter Thornton's Il Mostro, representing the Chicago Yacht Club. In the Cruising division, Intuition, owned by Tom Kershner, Mark Gillespie, Chris Hynes, Bill Burns and Jenn Macainag from Madison, Wis, won the 42 boat division. Infinite Diversion, a Hanse 630e owned by Chicago Yacht Club Commodore Joe Haas, was first to finish in the Cruising Division.
Two sailors died in the 2011 race when WingNuts (berthed in Saginaw, Michigan) capsized in 75 mile per hour winds. These were the first race-related fatalities in the history of the race. 
Sailors who have completed 25 of these annual races are called "Island Goats". In 1959, the Island Goats Sailing Society was formed with 10 of these sailors to perpetuate and commemorate the Chicago to Mackinac Race, along with its legends and lore. By 2008, the society had grown to 270 members in good standing.
- "Race to Mackinac". Chicago Yacht Club. 2011-05-27. Retrieved 2011-05-29.
- "And the 2012 Race to Mackinac Winners are...". Press Release. Chicago Yacht Club. Retrieved 3 June 2013.
- Karoub, Jeffrey (July 17, 2011). "2 die after boat capsizes in Chicago-Mackinac race". Detroit, Michigan: Associated Press. Retrieved July 16, 2011.
- "Roster of Island Goats". Island Goats Sailing Society. 2008-05-31. Retrieved 2008-07-21.
- Chicago Yacht Club - Race to Mackinac
- Island Goats Sailing Society website
- Chicago to Mackinac Records (2003 & prior)
- Video Documentary of 100th Running of Chicago Mackinac Race
- Meteorological Analysis of the 2011 Chicago Mackinac Race
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