| Sat | 5/22/2010 | 11:30 | SA7-S3 | Perf (fleet) | Performance Series - Race 1 (Olympic) | score | |
| Sun | 5/23/2010 | 11:30 | SA7-Y1 | Tuneup (fleet) | Tune-up Race | score | |
| Sat | 5/29/2010 | 11:30 | SA7-P1 | Perf (fleet) | Performance Series - Race 2 (Trapezoid) | score | |
| Sat | 6/05/2010 | 11:00 | SA7-S7 | Perf (fleet) | Performance Series - Race 3 (W-L) UK-Halsey | score | |
| | 12:35 | SA7-S5 | Perf (fleet) | Performance Series - Race 4 (W-L) UK-Halsey | score | |
| | | SA7 | Spnt (fleet) | UK-Halsey Sprint Regatta | score | |
| Sun | 6/06/2010 | 12:00 | SA7-S8 | Lady (fleet) | Lady Skipper Series - Race 1 | score | |
| Sun | 6/13/2010 | 10:00 | ZIMMER | Long (fleet) | Long Distance Series - Race 1 (Gene Zimmer) | score | |
| Sat | 6/19/2010 | 11:30 | SA7-O7 | Perf (fleet) | Performance Series - Race 5 (Olympic) | score | |
| Sun | 6/20/2010 | 12;10 | SA7-X1 | Casu (fleet) | Casual - Race 1 | score | |
| | 12:15 | SA7-X1 | Double (fleet) | Double Handed Challenge | score | |
| Wed | 6/23/2010 | 18:40 | BEER02 | Ycc (fleet) | Beer Can - Yacht Club Challenge - Race 1 | score | |
| Sat | 6/26/2010 | 11:30 | SA7-W2 | Perf (fleet) | Performance Series - Race 6 (Trapezoid) | score | |
| Sun | 6/27/2010 | 11:30 | SA7-X2 | Lady (fleet) | Lady Skipper Series - Race 2 | score | |
| Sat | 7/03/2010 | 11:30 | SA7-P5 | Perf (fleet) | Performance Series - Race 7 (W-L) | score | |
| Mon | 7/05/2010 | 11:50 | SA7-O6 | Lady (fleet) | Lady Skipper Series - Race 3 | score | |
| Fri | 7/09/2010 | 19:25 | CHI->MCITY | Long (fleet) | Long Distance Series - Race 2 (Chi to MI City) | score | |
| Sun | 7/11/2010 | 9:10 | MCITY->CHI | Long (fleet) | Long Distance Series - Race 3 (MI City to Chi) | score | |
| Wed | 7/14/2010 | 18:40 | BEER05 | Ycc (fleet) | Beer Can - Yacht Club Challenge - Race 2 | score | |
| Sat | 7/17/2010 | 11:30 | ZIMMER | Casu (fleet) | Casual - Race 2 (Blues Cruise) | score | |
| Sun | 7/18/2010 | 11:30 | SA7-D5 | Comp (fleet) | Competition Series - Race 1 (Olympic) | score | |
| Sun | 7/25/2010 | 10:00 | SKIP-CLUB | Casu (fleet) | Casual - Race 3 (Mini Mack) | score | |
| Sun | 8/01/2010 | 11:30 | SA7-C3 | Casual (fleet) | Vintage Boat Race (circle) | score | |
| Sat | 8/07/2010 | 11:30 | BEER02 | Casu (fleet) | Casual - Race 4 | score | |
| | 11:30 | BEER02 | Single (fleet) | Single Handed Challenge | score | |
| Sun | 8/08/2010 | 11:55 | BEER02 | Comp (fleet) | Competition Series - Race 2 (Trapezoid) | score | |
| Wed | 8/11/2010 | 18:40 | BEER13s | Ycc (fleet) | Beer Can - Yacht Club Challenge - Race 3 | score | |
| Sat | 8/14/2010 | 11:00 | SA7-S5 | Comp (fleet) | Competition Series - Race 3 (W-L) Crowleys | score | |
| | 13:55 | SA7-S4 | Comp (fleet) | Competition Series - Race 4 (W-L) Crowleys | score | |
| | | SA7 | Sptx (fleet) | Crowleys Sprint Regatta | score | |
| Sun | 8/15/2010 | 11:30 | SA7-X1 | Lady (fleet) | Lady Skipper Series - Race 4 | score | |
| Sun | 8/22/2010 | 10:00 | SKIP-CLUB | Long (fleet) | Long Distance Series - Race 4 (Skippers Club) | score | |
| Sun | 8/29/2010 | 11:30 | SA7-O5 | Comp (fleet) | Competition Series - Race 5 (Olympic) | score | |
| Sat | 9/11/2010 | 11:30 | SA7-T5 | Lady (fleet) | Lady Skipper Series - Race 5 | score | |
| Sun | 9/12/2010 | 11:00 | SA7-S6 | Comp (fleet) | Competition Series - Race 6 (W-L Sprint) | score | |
| | | SA7-S7 | Comp (fleet) | Competition Series - Race 7 (W-L Sprint) | score | |
| | | SA7 | Dmr (fleet) | Dominick Marano Regatta | score | |
| Sat | 9/18/2010 | 11:25 | SA7-S1 | Comm (fleet) | Commodores Cup - Race 1 | score | |
| | 12:40 | SA7-S1 | Comm (fleet) | Commodores Cup - Race 2 | score | |
| Sun | 9/19/2010 | 11:00 | SA7-P2 | Comm (fleet) | Commodores Cup - Race 3 | score | |
| Sat | 9/25/2010 | 11:00 | SA7-X1 | Open (fleet) | Goose Island MORF Open - Race 1 | score | |
| | 13:25 | SA7-Y1 | Open (fleet) | Goose Island MORF Open - Race 2 | score | |
| Sun | 9/26/2010 | 11:00 | SA7-P2 | Open (fleet) | Goose Island MORF Open - Race 3 | score | |
| Thu | 9/30/2010 | | | Boty (fleet) | Boat of the Year | score | |
| | | | Season (fleet) | Season Summary | score | |
