Rules of Racing: Amendments
Feb
15
9:00 AM09:00

Rules of Racing: Amendments

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

CCYC | 9 am-Noon

The Chicago Corinthian Yacht Club and Chicago Tartan Ten Fleet 2 present Winter Seminar #2. Hear Ted Jones review the Rules of Racing- this year's amendments and how to use the RRS to get around the course. Free coffee and doughnuts. Everyone is welcome to this free event- invite your crew.

No registration required.

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Spring Opener
May
24
to May 25

Spring Opener

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

The racing season is here!  Chicago Corinthian Yacht Club is proud to lead off Summer with 2 days of buoy and distance racing for fully crewed and short-handed boats.  CCYC will be awarding daily prizes as well as for winners, overall.  Compete for the Rossberger Trophy awarded to the best performance over 2 days of racing.  On Saturday evening the usual, great, party kicks off the season with live music for fully crewed boats and shorthanded dancing for those that prefer...   The Roo Jackson Street Band will swing it from 7 to 11.  Best racing; best bar in town; best time to celebrate the wet part of the season.  See you on the water, at last.

Buoy, Distance (Nearshore)

View Event →
Colors
May
31
to Jun 1

Colors

Shake out the sheets and challenge your skills against the best skippers in Chicago in both Buoy and Distance events.  

  • Buoy event on Saturday, May 31st and Sunday, June 1st

  • Distance event on Saturday, May 31st

  • Party and awards both afternoons after racing with rafting available at the dock.

Buoy, Distance (Nearshore)

View Event →
Gold Star Regatta (Charity)
Jun
14
2:30 PM14:30

Gold Star Regatta (Charity)

Come out on Saturday, June 14th to race in the 2025 Gold Star Regatta and show your support for the surviving family members of our fallen Chicago Police Officers. Your participation in the Gold Star Regatta honors our fallen Officers and reminds the surviving families that they are not forgotten. The Gold Star Race is the sailing community's opportunity to give back to our Officers who make enormous sacrifices for our safety. Your simple participation in the race is all it takes. We hope to see you at the start line Saturday morning. Thank you for your support.

Distance (nearshore)

View Event →
Chicago to Waukegan
Jun
21
2:30 PM14:30

Chicago to Waukegan

A port-to-port race that most racers do not want to miss- its an old reliable.  More so this year as the Waukegan Yacht Club is back in their clubhouse and ready to put on a great party to celebrate.  They are gearing up to welcome about 100 boats with live music, terrific food, and a start for the fleet sail back to Chicago on Sunday.  Don't miss this weekend event.

Distance (Port to Port)

View Event →
Rainbow Regatta (Charity)
Jul
12
9:30 AM09:30

Rainbow Regatta (Charity)

Hosted in conjunction with Rainbow Races, Inc., an organization that seeks to connect the LGBTQ+ community and its allies through fundraising and awareness events; and promoting equality through sailing. The Rainbow Regatta is a casual event open to all sailors and encourages those interested in sailing to join. It aims to be a fun event on the water that builds friendships and encourages equality. 

In the spirit of the casual and fun nature of this race, we have changed the starting sequence for the race from the traditional 5-minute starting sequence to a casual 15-minute starting window (full details are listed in the amendment).   While the starting window is open, a boat in any section can cross the start line at any time for its start.  The race committee will record the starting time for each boat, individually, and the elapsed time for each boat will be calculated based on their starting time.  The corrected times, for PHRF handicapped boats, and places will be determined as a normal race. 

Distance (Nearshore)

View Event →
Columbia Cup
Aug
2
to Aug 3

Columbia Cup

CHICAGO RACE WEEK

Compete with the best racers in Chicago for the prestigious Columbia Cup.  The Columbia Cup has a distance race on August 2nd and a buoy race on August 2nd and 3rd.  Awards and a party are held at Columbia Yacht Club both days after racing.

Buoy, Distance (Nearshore)

View Event →
100 Boats on a Beer Can
Aug
5
to Aug 6

100 Boats on a Beer Can

CHICAGO RACE WEEK

Tuesday night feeder races from the North and South harbors with a beer can in the middle as the fleets converge to celebrate and anticipate Wednesday night's roller coaster ride of the Summer!  Its got a mass start; 100 boats all aiming for space on the course off the line; sheer fun!  sheer terror!  Great parties both Tuesday and Wednesday evenings.  This is the race you do not want to miss.  A special thanks to Skyway Yacht Works for being a named sponsor for the 100 Boats on a Beercan this year!   This year, we will be using Railmeets for registration and scoring of the event.   We have decided to use Railmeets for this event as it allows us to better manage the different starting areas for the Tuesday feeder races and quickly combine the results for the main race on Wednesday.  We have created a guide on how to register using Railmeets (https://static1.squarespace.com/static/58121d166a4963a8ebff82c5/t/6683f451de61272abe0c1b97/1719923793806/100_BOATS_24_How_to_register.pdf)  Even if you have used Railmeets before to register for a regatta, we encourage you to read over the howto guide as it has details to properly register and denote your requested assignments for the Tuesday and Wednesday races. More information and registration links are available at https://chicagosailracing.org/100-boats-on-a-beer-can

Buoy, Distance (nearshore)

View Event →
Third Coast Cup
Aug
16
to Aug 17

Third Coast Cup

Chicago Corinthian Yacht Club
601 West Montrose Avenue, Chicago, IL, 60613

Burnham Park Yacht Club
1500 S Linn White Dr, Chicago, IL 60605

Chicago Corinthian Yacht Club and Burnham Park Yacht Club combine to offer a weekend of port-to-port racing from Chicago up to Winthrop Harbor.  Boats stay at Northpoint Marina with a party organized by the very friendly Winthrop Harbor Yacht Club.  Close by are the Tropic Bar and on the south end of the marina visit Harbor Brewing Lakeshore.  The racing is along the North Shore and the course is only 6 miles or so further than Waukegan.

WHYC is offering a pasta bar to racers for $30.00 per person.  They would like people to register.  Here is the link to their website.  Click and go to the pasta bar registration:

Distance (Port-to-Port)

View Event →
Halyard Hustle (Charity)
Aug
23
4:00 PM16:00

Halyard Hustle (Charity)

Come out for a unique distance race with a buoy race feel! The Halyard Hustle offers a 10 - 14 nm course with plenty of tacks, gybes, mark roundings, sail changes, and other opportunities to challenge you crew. Enter in either Performance or Casual Division. Plan on coming to Columbia Yacht Club afterward for awards, food, and drink afterward.

Distance (nearshore)

View Event →
Pursuit of Happiness
Aug
24
to Aug 25

Pursuit of Happiness

  • Google Calendar ICS

Jackson Park Yacht Club
6400 S Promontory Dr, Chicago, IL 60649

Burnham Park Yacht Club
1500 S Linn White Dr, Chicago, IL 60605

A two-day regatta organized in cooperation between Jackson Park Yacht Club and Burnham Park Yacht Club. Features include port, distance, casual and shorthanded components for a variety of different racers.

Women’s Skipper award: The Katherine A. Zukasky Trophy will be awarded to the Woman Skipper who has the best score. The perpetual trophy will be engraved accordingly and displayed at BPYC.   

Free dockage is provided at 31st St. Harbor on Saturday night.  Join us after the race for a pool party and dinner at Salerno's Nautical Playpen.  You'll be right where you need to be for Sunday morning's start.

Distance (Nearshore)

View Event →
Chicago to St. Joe
Aug
29
4:00 PM16:00

Chicago to St. Joe

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

View Event →
St. Joe to Chicago
Aug
31
4:00 PM16:00

St. Joe to Chicago

Jackson Park Yacht Club
6400 South Promontory Drive
Chicago, IL, 60649

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

ST JOE TO MICHIGAN CITY

Burnham Park Yacht Club
1500 South Linn White Drive
Chicago, IL, 60605

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

View Event →
Michigan City to Chicago
Sep
1
4:00 PM16:00

Michigan City to Chicago

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

View Event →
Polonia Cup
Sep
14
3:30 PM15:30

Polonia Cup

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

This single-day regatta has grown from a weekend party at Montrose Harbor thrown by the Polish Yacht Club to a full offshore event with nearshore distance and buoy racing.  There will be a dinghy circle as well.  This race always features a terrific party back at Chicago Corinthian Yacht Club and all racers are invited.

Buoy, Distance (Nearshore)

View Event →
3 Crib Fiasco
Sep
20
4:30 PM16:30

3 Crib Fiasco

The 3 Crib Fiasco is a fun race where boats round 3 Chicago City water cribs in whatever direction skippers want.  Blustery September winds and dodging boats rounding the course in the opposite direction are par for the course.  Awards and a party are held at Columbia Yacht Club after racing.

Distance (Nearshore)

View Event →
Fall Closer
Sep
27
12:00 PM12:00

Fall Closer

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

The last race of the season.  Come out for buoy and nearshore distance courses to celebrate the last of the offshore races for 2025.  Sailing is great in the fall with warm water, big air and the chance to pick up a win to top off the season.  Your boat deserves an outing on the water.  Winter will soon be upon Chicago so make the most of a great day.

Buoy, Distance (Nearshore)

View Event →

Racing Rules of Sailing: 2025-2028 Rules Seminar
Feb
1
10:00 AM10:00

Racing Rules of Sailing: 2025-2028 Rules Seminar

ColYC | 10:00 am – 2:00 pm

Virtual Zoom Link Provided After Registration

Every four years, World Sailing releases an updated edition of the Racing Rules of Sailing (RRS). Join us as experts break down the key changes for 2025-2028. These rules govern most sailing races worldwide, making them essential knowledge for racers, regatta planners, and anyone involved in race management. Stay informed and prepared with the latest updates!  
REGISTER

View Event →
Dave Perry: Racing Rules
Jan
25
1:30 PM13:30

Dave Perry: Racing Rules

Youth 10:00 am - 12:00 pm
Adult 2:00 pm - 4:30 pm

The Nautical Education Committee presents The Rules from Start to Finish with special guest Dave Perry. Dave goes around the racecourse highlighting the most important rules sailors need to know in order to play the game well. Dave discusses the rules and tactics in each situation with a look to how to maximize confidence and winning tactics with an increased rules knowledge and includes spectacular video of many of the tactical situations he discusses. These talks are particularly useful for crews to help them understand better what will happen next and what information the skipper needs to know.

REGISTER (YOUTH) >
REGISTER (ADULT) >

View Event →
Instrumentation
Jan
18
9:00 AM09:00

Instrumentation

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

CCYC | 9:00am - 12:00pm

The Chicago Corinthian Yacht Club Offshore Fleet and Chicago Tartan Ten Fleet 2 are presenting their first of-the-season seminar on Instrumentation. Hear Achillefs Koukas, owner of Chicago Marine Electronics, and Ryan Higgs of Chicago Marine Rigging speak about what to buy for the racing sailboat, how to network, and what works best. There will also be some comment about Marine Lithium Iron Phosphate batteries. Your questions answered about upgrading your gizmos. The event is free! Free Coffee and doughnuts, as usual, and everyone is invited- any club, any boat, anywhere. 

Also available by Zoom

View Event →
Nov
8
6:00 PM18:00

End of the Year Party & Town Hall Meeting

CYC | 6:00 pm

JCome to CASRA's annual Town Hall Meeting to discuss survey results, hear comments about the season and ideas for 2025. Town Hall will be followed by the awards party with food, drink and flags.

But first, CASRA needs your input! Please complete our Survey and make sure to forward to your crew as well.

Everyone responding to the survey will receive a FREE DRINK at the end of year party.

Please RSVP to the party by Wednesday November 6.

NOTICE:  In order to receive your free drink ticket, you must provide your name to the last question of the survey asking you to provide your name to claim your free drink ticket.

View Event →
Fall Closer
Sep
28
12:00 PM12:00

Fall Closer

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

The last race of the season.  Come out for buoy and nearshore distance courses to celebrate the last of the offshore races for 2024.  Sailing is great in the fall with warm water, big air and the chance to pick up a win to top off the season.  Your boat deserves an outing on the water.  Winter will soon be upon Chicago so make the most of a great day.

Buoy, Distance (Nearshore)

RESULTS

Notice Board

View Event →
3 Crib Fiasco
Sep
21
4:30 PM16:30

3 Crib Fiasco

The 3 Crib Fiasco is a fun race where boats round 3 Chicago City water cribs in whatever direction skippers want.  Blustery September winds and dodging boats rounding the course in the opposite direction are par for the course.  Awards and a party are held at Columbia Yacht Club after racing.

Distance (Nearshore)

RESULTS

Notice Board

View Event →
Polonia Cup
Sep
15
3:30 PM15:30

Polonia Cup

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

This single-day regatta has grown from a weekend party at Montrose Harbor thrown by the Polish Yacht Club to a full offshore event with nearshore distance and buoy racing.  There will be a dinghy circle as well.  This race always features a terrific party back at Chicago Corinthian Yacht Club and all racers are invited.

Buoy, Distance (Nearshore)

RESULTS

Notice Board

View Event →
Michigan City to Chicago
Sep
2
4:00 PM16:00

Michigan City to Chicago

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

RESULTS

Notice Board

View Event →
St. Joe to Chicago
Sep
1
4:00 PM16:00

St. Joe to Chicago

Jackson Park Yacht Club
6400 South Promontory Drive
Chicago, IL, 60649

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

RESULTS

Notice Board

ST JOE TO MICHIGAN CITY

Burnham Park Yacht Club
1500 South Linn White Drive
Chicago, IL, 60605

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

RESULTS

Notice Board

View Event →
Chicago to St. Joe
Aug
30
4:00 PM16:00

Chicago to St. Joe

Chicago’s yearly nighttime trek to St. Joe is a must-sail port-to-port race for all boats in southern Lake Michigan.  The 50-mile race starts at dusk on a Friday in Chicago and ends the next day in St. Joe.  Following racing on Saturday join the legendary party at St. Joseph River Yacht Club and other activities.

Distance (Port to Port)

RESULTS

Notice Board

View Event →
Pursuit of Happiness
Aug
24
to Aug 25

Pursuit of Happiness

  • Google Calendar ICS

Jackson Park Yacht Club
6400 S Promontory Dr, Chicago, IL 60649

Burnham Park Yacht Club
1500 S Linn White Dr, Chicago, IL 60605

A two-day regatta organized in cooperation between Jackson Park Yacht Club and Burnham Park Yacht Club. Features include port, distance, casual and shorthanded components for a variety of different racers.

Women’s Skipper award: The Katherine A. Zukasky Trophy will be awarded to the Woman Skipper who has the best score. The perpetual trophy will be engraved accordingly and displayed at BPYC.   

Free dockage is provided at 31st St. Harbor on Saturday night.  Join us after the race for a pool party and dinner at Salerno's Nautical Playpen.  You'll be right where you need to be for Sunday morning's start.

Distance (Nearshore)

RESULTS
Notice Board

View Event →
Third Coast Cup
Aug
17
to Aug 18

Third Coast Cup

Chicago Corinthian Yacht Club
601 West Montrose Avenue, Chicago, IL, 60613

Burnham Park Yacht Club
1500 S Linn White Dr, Chicago, IL 60605

Chicago Corinthian Yacht Club and Burnham Park Yacht Club combine to offer a weekend of port-to-port racing from Chicago up to Winthrop Harbor.  Boats stay at Northpoint Marina with a party organized by the very friendly Winthrop Harbor Yacht Club.  Close by are the Tropic Bar and on the south end of the marina visit Harbor Brewing Lakeshore.  The racing is along the North Shore and the course is only 6 miles or so further than Waukegan.

WHYC is offering a pasta bar to racers for $30.00 per person.  They would like people to register.  Here is the link to their website.  Click and go to the pasta bar registration:

Distance (nearshore)
RESULTS
Notice Board

View Event →
100 Boats on a Beer Can
Aug
13
to Aug 14

100 Boats on a Beer Can

CHICAGO RACE WEEK

Tuesday night feeder races from the North and South harbors with a beer can in the middle as the fleets converge to celebrate and anticipate Wednesday night's roller coaster ride of the Summer!  Its got a mass start; 100 boats all aiming for space on the course off the line; sheer fun!  sheer terror!  Great parties both Tuesday and Wednesday evenings.  This is the race you do not want to miss.  A special thanks to Skyway Yacht Works for being a named sponsor for the 100 Boats on a Beercan this year!   This year, we will be using Railmeets for registration and scoring of the event.   We have decided to use Railmeets for this event as it allows us to better manage the different starting areas for the Tuesday feeder races and quickly combine the results for the main race on Wednesday.  We have created a guide on how to register using Railmeets (https://static1.squarespace.com/static/58121d166a4963a8ebff82c5/t/6683f451de61272abe0c1b97/1719923793806/100_BOATS_24_How_to_register.pdf)  Even if you have used Railmeets before to register for a regatta, we encourage you to read over the howto guide as it has details to properly register and denote your requested assignments for the Tuesday and Wednesday races. More information and registration links are available at https://chicagosailracing.org/100-boats-on-a-beer-can

Buoy, Distance (nearshore)

RESULTS >

View Event →
Rainbow Regatta (Charity)
Jul
6
9:30 AM09:30

Rainbow Regatta (Charity)

Hosted in conjunction with Rainbow Races, Inc., an organization that seeks to connect the LGBTQ+ community and its allies through fundraising and awareness events; and promoting equality through sailing. The Rainbow Regatta is a casual event open to all sailors and encourages those interested in sailing to join. It aims to be a fun event on the water that builds friendships and encourages equality. 

In the spirit of the casual and fun nature of this race, we have changed the starting sequence for the race from the traditional 5-minute starting sequence to a casual 15-minute starting window (full details are listed in the amendment).   While the starting window is open, a boat in any section can cross the start line at any time for its start.  The race committee will record the starting time for each boat, individually, and the elapsed time for each boat will be calculated based on their starting time.  The corrected times, for PHRF handicapped boats, and places will be determined as a normal race. 

Distance (Nearshore)

RESULTS
Notice Board

View Event →
Chicago to Waukegan
Jun
22
2:30 PM14:30

Chicago to Waukegan

A port-to-port race that most racers do not want to miss- its an old reliable.  More so this year as the Waukegan Yacht Club is back in their clubhouse and ready to put on a great party to celebrate.  They are gearing up to welcome about 100 boats with live music, terrific food, and a start for the fleet sail back to Chicago on Sunday.  Don't miss this weekend event.

Distance (Port to Port)

RESULTS
Notice Board

View Event →
Halyard Hustle
Jun
16
4:00 PM16:00

Halyard Hustle

Come out for a unique distance race with a buoy race feel! The Halyard Hustle offers a 10 - 14 nm course with plenty of tacks, gybes, mark roundings, sail changes, and other opportunities to challenge you crew. Enter in either Performance or Casual Division. Plan on coming to Columbia Yacht Club afterward for awards, food, and drink afterward.

Distance (nearshore)

RESULTS
Notice Board

View Event →
Gold Star Regatta (Charity)
Jun
15
2:30 PM14:30

Gold Star Regatta (Charity)

Come out on Saturday, June 15th to race in the 2024 Gold Star Regatta and show your support for the surviving family members of our fallen Chicago Police Officers. Your participation in the Gold Star Regatta honors our fallen Officers and reminds the surviving families that they are not forgotten. The Gold Star Race is the sailing community's opportunity to give back to our Officers who make enormous sacrifices for our safety. Your simple participation in the race is all it takes. We hope to see you at the start line Saturday morning. Thank you for your support.

Buoy, Distance (nearshore)

RESULTS
Notice Board

View Event →
Colors
Jun
1
to Jun 2

Colors

Shake out the sheets and challenge your skills against the best skippers in Chicago in both Buoy and Distance events.  

  • Buoy event on Saturday, June 1st and Sunday, June 2nd

  • Distance event on Saturday, June 1st

  • Party and awards both afternoons after racing with rafting available at the dock.

Buoy, Distance (Nearshore)


REGISTER
Notice Board

View Event →
Spring Opener
May
25
to May 26

Spring Opener

  • Chicago Corinthian Yacht Club (map)
  • Google Calendar ICS

The racing season is here!  Chicago Corinthian Yacht Club is proud to lead off Summer with 2 days of buoy and distance racing for fully crewed and short-handed boats.  CCYC will be awarding daily prizes as well as for winners, overall.  Compete for the Rossberger Trophy awarded to the best performance over 2 days of racing.  On Saturday evening the usual, great, party kicks off the season with live music for fully crewed boats and shorthanded dancing for those that prefer...   The Roo Jackson Street Band will swing it from 7 to 11.  Best racing; best bar in town; best time to celebrate the wet part of the season.  See you on the water, at last.

Buoy, Distance (Nearshore)

RESULTS
Notice Board

View Event →