  | | 1 | | | Eve | SCYA | 7,825.4 | 172 | California YC | M242 Shirt Sales | | Soc | | past | Info | RSVP |
| | Jan 1 | 2 | Jan 1 | Sun | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Jack Roberts Memorial NYD Race | | PUR | | results | Info | Register |
| | Jan 14 | 3 | Jan 14 | Sat | Day | SCYA-SD | 0.0 | 244 | SoCal YRG | Cabrillo 1 - Around the Island Race | Y | HCP | | past | Info | Reg Closed |
| | Feb 08 | 4 | Feb 08 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Get together at the Sail Loft | | Soc | | past | Info | RSVP Closed |
| | Feb 18,19 | 5 | Feb 18,19 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | SCYA MidWinters | | OD | | results | Info | Results |
| | Feb 25,26 | 6 | Feb 25,26 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta Green Fleet | | Jr | | past | Info | Reg Closed |
| | Feb 25,26 | 7 | Feb 25,26 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta Championship Fleet | | Jr | | past | Info | Reg Closed |
| | Mar 18 | 8 | Mar 18 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #1 - The Stoney Special* | Y | HCP | SS | results | Info | Results |
| | Apr 1,15 | 9 | Apr 1,15 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC | HC Spring Race Days | | HCP | OS, CS | results | Info | Results |
| | Apr 13... | 10 | Apr 13,20,27,May 4,11,18,25,Jun 1,8,15,22,29 | Thu | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Twilights First Half | | HCP | | regopen | Info | Register |
| | Apr 16 | 11 | Apr 16 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harris Spring Regatta | | HCP | | results | Info | Results |
| | Apr 16 | 12 | Apr 16 | Sun | Day | CBYRA | 0.0 | 570 | South Maryland Sailing Assoc. | Spring Invitational | | HCP | | results | Info | Results |
| | Apr 19... | 13 | Apr 19,26,May 3,10,17,24,31,Jun 7,14,21,28,Jul 5,12,19,26,Aug 2,9,16,23,30,Sep 6 | Wed | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Sunset Series | | HCP | | regopen | Info | Register |
| | Apr 22 | 14 | Apr 22 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #2 - TransHarbor Race* | Y | HCP | SS | past | Info | Results |
| | Apr 22... | 15 | Apr 22,May 6,Jun 3 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC | Dolphin Trophy Series | | Soc | OS, CS | regopen | Info | Register |
| | Apr 26... | 16 | Apr 26,May 3,10,17,24,31 | Wed | Eve | CBYRA-NOTB | 5,496.9 | 602 | Rock Creek Racing | WNR Series 1 | | HCP | | results | Info | Register |
| | Apr 29 | 17 | Apr 29 | Sat | Eve | GMORA | 5,240.0 | 70 | GMORA | GMORA 2022 Awards Reception and 2023 Kick-Off | | Soc | | past | Info | RSVP Closed |
| | May 7 | 18 | May 7 | Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 1 | Y | PUR | | results | Info | Results |
| | May 10 | 19 | May 10 | Wed | Eve | MBSA | 5,251.4 | 2 | Hingham Bay Racing | 2023 Spring Meeting & 2022 Awards | | Soc | | past | Info | RSVP Closed |
| | May 10 | 20 | May 10 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Constitution Yacht Club Season Kick Off | | Soc | | past | Info | RSVP Closed |
| | May 17... | 21 | May 17,24,31,Jun 7,21 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Spring Series - Wednesday Night Racing | | HCP | | regopen | Info | Register |
| | May 18... | 22 | May 18,25,Jun 1,8,15,22,28,Jul 6,13,20,27,Aug 10,17,24,31,Sep 7,14,21,28 | Thu,... | Eve | GMORA-W | 5,239.6 | 71 | Portland YC | Thursday Night Races | | HCP | | regopen | Info | Register |
| | May 20 | 23 | May 20 | Sat | Day | SCYA | 7,825.4 | 721 | Port Royal YC | Classic Regatta | | HCP | | results | Info | Results |
| | May 21 | 24 | May 21 | Sun | Day | SCYA | 7,825.6 | 208 | King Harbor YC | Bud Bowl | | OD | | results | Info | Results |
| | May 24... | 25 | May 24,31,Jun 7,14,21 | Wed | Eve | MBSA | 5,240.3 | 47 | Satuit Boat Club | Spring Series | | HCP | | regopen | Info | Register |
| | May 24... | 26 | May 24,31,Jun 7,14,21,28,Jul 6,12,19,26,Aug 2,9,16,23,30 | Wed,... | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | CYC Wednesday Summer Series | | HCP | | regopen | Info | Register |
| | May 31... | 27 | May 31,Jun 7,21,28,Jul 5,19 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | BHHR/CPYC Wed Night Racing Series I | Y | HCP | | regopen | Info | Register |
| | May 31... | 28 | May 31,Jun 7,14,21,28,Jul 5 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Spring Evening Series | Y | HCP | WNR | regopen | Info | Register |
| | Jun 3 | 29 | Jun 3 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Circle The Lights | | HCP | | regopen | Info | Register |
| | Jun 3,4 | 30 | Jun 3,4 | Sat,Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Cal Race Week | | HCP | | regopen | Info | Reg Closed |
| | Jun 6,... | 31 | Jun 6,13,20,27 | Tue | Eve | SCYA | 7,825.4 | 721 | Port Royal YC | June Cup - Women at the Helm | | HCP | | regopen | Info | Register |
| | Jun 10... | 32 | Jun 10,11,24,25 | Sat,... | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Summer Series | | HCP | | regopen | Info | Register |
| | Jun 10 | 33 | Jun 10 | Sat | Eve | CBYRA-Annap | 0.0 | 452 | Sailing Club Chesapeake | Ted Osius Memorial Twilight Regatta | | HCP | | regopen | Info | Register |
| | Jun 10 | 34 | Jun 10 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Centerboard Regatta | | HCP | | regopen | Info | Register |
| | Jun 11 | 35 | Jun 11 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Somerset Regatta | | HCP | | regopen | Info | Register |
| | Jun 13... | 36 | Jun 13,20,27,Jul 4,11,18,25,Aug 1,8,15,22,29,Sep 5,12 | Tue | Eve | GMORA-P | 5,192.9 | 74 | Rockland YC | RYC Tuesday Night Series | | HCP | | regopen | Info | Register |
| | Jun 15... | 37 | Jun 15,22,29,Jul 6,13,20,27,Aug 3,10,17,24,Sep 7 | Thu | Eve | MBSA-S | 0.0 | 154 | Savin Hill YC | Thunderbird Twilight Series | | OD | | regopen | Info | Register |
| | Jun 16 | 38 | Jun 16 | Fri | Eve | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #1 | | PUR | | regopen | Info | Register |
| | Jun 17 | 39 | Jun 17 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC | Race to the Coast | | Soc | | regopen | Info | Register |
| | Jun 17 | 40 | Jun 17 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | The Pilot Regatta | | HCP | | regopen | Info | Register |
| | Jun 17 | 41 | Jun 17 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Rockland Yacht Club Solstice Race | | HCP | | regopen | Info | Register |
| | Jun 17 | 42 | Jun 17 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #3 - The Malibu & Return Race* | Y | HCP | SS | regopen | Info | Register |
| | Jun 17 | 43 | Jun 17 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Solstice Regatta | | HCP | | regopen | Info | Register |
| | Jun 18 | 44 | Jun 18 | Sun | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Spring Regatta | | HCP | | regopen | Info | Register |
| | Jun 23... | 45 | Jun 23,24,25 | Fri,... | Day | GYA | 0.0 | 742 | GYA Challenge Cup | GYA Offshore Challenge Cup | | HCP | | future | Info | Reg Not Open |
| | Jun 23... | 46 | Jun 23,30,Jul 14,28,Aug 11,25 | Fri | Eve | MBSA-S | 0.0 | 154 | Savin Hill YC | Division 2 Handicap Twilight Series | | HCP | | regopen | Info | Register |
| | Jun 23... | 47 | Jun 23,30,Jul 14,28,Aug 11,25 | Fri | Eve | MBSA-S | 0.0 | 154 | Savin Hill YC | Savin Hill Handicap Twilight Series | | HCP | | regopen | Info | Register |
| | Jun 23 | 48 | Jun 23 | Fri | OvrNt | MBSA-N | 5,250.6 | 7 | Eastern YC | Lambert Overnight Ocean Race | | HCP | | regopen | Info | Register |
| | Jun 24 | 49 | Jun 24 | Sat | Day | MBSA-S | 0.0 | 154 | Savin Hill YC | Hosea White Race | | HCP | | regopen | Info | Register |
| | Jun 24,25 | 50 | Jun 24,25 | Sat,Sun | Day | MBSA-S | 5,250.3 | 18 | Rhodes 19 Fleet 46 | R19 East Coast Championship | | OD | | regopen | Info | Register |
| | Jun 24 | 51 | Jun 24 | Sat | Day | GMORA-W | 5,236.3 | 73 | Harraseeket YC | HYC Regatta | | PUR | | regopen | Info | Register |
| | Jun 25 | 52 | Jun 25 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | MYC Patton Bowl | | HCP | | regopen | Info | Register |
| | Jun 28... | 53 | Jun 28,Jul 5,19,26,Aug 2 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Summer Series - Wednesday Night Racing | | HCP | | regopen | Info | Register |
| | Jun 28... | 54 | Jun 28,Jul 5,12,19,26 | Wed | Eve | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Early Summer Series | | HCP | | regopen | Info | Register |
| | Jun 30 | 55 | Jun 30 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola Race | | HCP | | regopen | Info | Register |
| | Jul 1 | 56 | Jul 1 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Red, White + Blue Race | | HCP | | regopen | Info | Register |
| | Jul 1 | 57 | Jul 1 | Sat | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Commodore's Cup and Classics Series #1 | | HCP | | regopen | Info | Register |
| | Jul 1 | 58 | Jul 1 | Sat | Day | MBSA | 5,240.3 | 47 | Satuit Boat Club | Scituate Invitational | | PUR | | regopen | Info | Register |
| | Jul 1 | 59 | Jul 1 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Schooner Trophy Race | | HCP | | regopen | Info | Register |
| | Jul 2 | 60 | Jul 2 | Sun | Day | MBSA-N | 5,253.2 | 30 | Palmers Cove YC | Mass Bay Shorthanded Regatta | | HCP | | regopen | Info | Register |
| | Jul 4 | 61 | Jul 4 | Tue | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta - 153rd Anniversary | | HCP | | regopen | Info | Register |
| | Jul 7,8,9 | 62 | Jul 7,8,9 | Fri,... | Day | SCYA | 7,825.4 | 172 | California YC | M242 North American Championship | | OD | | regopen | Info | Register |
| | Jul 8,9 | 63 | Jul 8,9 | Sat,Sun | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Quahog Quest | | HCP | | regopen | Info | Register |
| | Jul 8 | 64 | Jul 8 | Sat | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | 56th Annual S.S. Crocker Memorial Race | | PUR | | regopen | Info | Register |
| | Jul 8,9 | 65 | Jul 8,9 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | King of Spain | | OD | | regopen | Info | Register |
| | Jul 12... | 66 | Jul 12,19,26,Aug 2,9,16 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Summer Evening Series | Y | HCP | WNR | regopen | Info | Register |
| | Jul 13,14 | 67 | Jul 13,14 | Thu,Fri | Day | MBSA-S | 5,249.5 | 26 | Hingham YC | Hingham Bay Junior Regatta | | Jr | | regopen | Info | Register |
| | Jul 14 | 68 | Jul 14 | Fri | Day | GMORA-P | 5,194.4 | 777 | Rockport BC | RBC - Paper Cup Challenge | | PUR | | regopen | Info | Register |
| | Jul 15 | 69 | Jul 15 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | The Casco Bay Fiasco | | HCP | | regopen | Info | Register |
| | Jul 15 | 70 | Jul 15 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Constitution Cup | | HCP | | regopen | Info | Register |
| | Jul 15 | 71 | Jul 15 | Sat | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Commodore's Cup and Classics Series #2 | | HCP | | regopen | Info | Register |
| | Jul 16 | 72 | Jul 16 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Midsummer Ocean Race | | HCP | | regopen | Info | Register |
| | Jul 20,21 | 73 | Jul 20,21 | Thu,Fri | Day | MBSA-S | 5,250.2 | 1 | Hull YC | Junior Scorpion Bowl Regatta | | Jr | | future | Info | Reg Not Open |
| | Jul 21,23 | 74 | Jul 21,23 | Fri,Sun | Day | MBSA | 5,251.4 | 2 | Hingham Bay Racing | Rally to the Crown | | Trial | | regopen | Info | Register |
| | Jul 21 | 75 | Jul 21 | Fri | Eve | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #2 | | PUR | | regopen | Info | Register |
| | Jul 22,23 | 76 | Jul 22,23 | Sat,Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | BHYC Regatta & Shipyard Cup Classics Challenge | | HCP | | regopen | Info | Register |
| | Jul 23 | 77 | Jul 23 | Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 2 | Y | PUR | | regopen | Info | Register |
| | Jul 26... | 78 | Jul 26,Aug 2,16,23,30,Sep 6,13 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | BHHR/CPYC Wed Night Racing Series II | Y | HCP | | regopen | Info | Register |
| | Jul 28... | 79 | Jul 28,29,30 | Fri,... | Day | SCYA | 7,825.4 | 172 | California YC | CFJ Nationals | | Jr | | regopen | Info | Register |
| | Jul 28 | 80 | Jul 28 | Fri | OvrNt | MBSA-N | 5,251.2 | 44 | Marblehead YC | Downeast Challenge | | HCP | | regopen | Info | Register |
| | Jul 28,29 | 81 | Jul 28,29 | Fri,Sat | Day | GMORA-P | 5,192.7 | 80 | Camden Classics Cup | Camden Classics Cup | | HCP | | regopen | Info | Register |
| | Jul 29,30 | 82 | Jul 29,30 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Juniors | | Jr | | future | Info | Reg Not Open |
| | Jul 29,30 | 83 | Jul 29,30 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Seniors | | OD | | future | Info | Reg Not Open |
| | Jul 29 | 84 | Jul 29 | Sat | Day | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Horace Day Race | | PUR | | regopen | Info | Register |
| | Aug 2,... | 85 | Aug 2,9,16,23,30 | Wed | Eve | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Late Summer Series | | HCP | | regopen | Info | Register |
| | Aug 2,3 | 86 | Aug 2,3 | Wed,Thu | Day | GMORA-B | 5,211.2 | 147 | Southport Jr YC Sailing | 2023 Maine State Optimist Championship | | Jr | | regopen | Info | Register |
| | Aug 4 | 87 | Aug 4 | Fri | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Classic Yacht Feeder Race | | HCP | | regopen | Info | Register |
| | Aug 4,5 | 88 | Aug 4,5 | Fri,Sat | OvrNt | GMORA | 5,239.6 | 71 | Portland YC | Monhegan Island Race & Seguin Sprint | | HCP | | regopen | Info | |
| | Aug 5 | 89 | Aug 5 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Phil Small Regatta | | HCP | | regopen | Info | Register |
| | Aug 5 | 90 | Aug 5 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #4 - KHYC to CBYC | Y | HCP | SS | regopen | Info | Register |
| | Aug 5,6 | 91 | Aug 5,6 | Sat,Sun | Day | SCYA | 7,825.7 | 253 | Womens Sailing Association (SMB) | WOW/WAH | | HCP | | future | Info | Reg Not Open |
| | Aug 5 | 92 | Aug 5 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 29th CPYC Pursuit Race to Benefit Make-A-Wish | | PUR | | regopen | Info | Register |
| | Aug 5,6 | 93 | Aug 5,6 | Sat,Sun | Day | MBSA-S | 0.0 | 154 | Savin Hill YC | Thunderbird Spirit Series | | OD | | regopen | Info | Register |
| | Aug 5 | 94 | Aug 5 | Sat | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Commodore's Cup and Classics Series #3 | | HCP | | regopen | Info | Register |
| | Aug 9 | 95 | Aug 9 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Greater Boston Rumble III | | HCP | | regopen | Info | Register |
| | Aug 11 | 96 | Aug 11 | Fri | Eve | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #3 | | PUR | | regopen | Info | Register |
| | Aug 12 | 97 | Aug 12 | Sat | Day | MBSA-S | 5,259.1 | 41 | Courageous SC | Flip Flop Regatta | | PUR | | regopen | Info | Register |
| | Aug 12 | 98 | Aug 12 | Sat | Day | GMORA-W | 0.0 | 146 | SailMaine | SailMaine Festival and Regatta | | HCP | | regopen | Info | Register |
| | Aug 16... | 99 | Aug 16,23,30,Sep 6,13 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Fall Series - Wednesday Night Racing | | HCP | | regopen | Info | Register |
| | Aug 19 | 100 | Aug 19 | Sat | Day | MBSA-S | 5,249.5 | 26 | Hingham YC | Hingham YC Hitchcock Trophy | | HCP | | regopen | Info | Register |
| | Aug 19 | 101 | Aug 19 | Sat | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Commodore's Cup and Classics Series #4 | | HCP | | regopen | Info | Register |
| | Aug 19 | 102 | Aug 19 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Rockland Yacht Club Scholarship Race | | HCP | | regopen | Info | Register |
| | Aug 19 | 103 | Aug 19 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Queen Mary Regatta | | HCP | | future | Info | Reg Not Open |
| | Aug 19 | 104 | Aug 19 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Bluewater Regatta | | HCP | | regopen | Info | Register |
| | Aug 23... | 105 | Aug 23,30,Sep 6,13,20,27 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Fall Evening Series | Y | HCP | WNR | regopen | Info | Register |
| | Aug 27 | 106 | Aug 27 | Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Yacht Club Solo Challange | | PUR | | regopen | Info | Register |
| | Aug 27 | 107 | Aug 27 | Sun | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Clemson Chase Race | | PUR | | regopen | Info | Register |
| | Aug 27 | 108 | Aug 27 | Sun | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 38th Annual JFK Regatta - A Mass Bay Qualifier | | HCP | | regopen | Info | Register |
| | Sep 3,... | 109 | Sep 3,10,17,24,Oct 1 | Sun | Day | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Fall Sunday Series | | HCP | | regopen | Info | Register |
| | Sep 9 | 110 | Sep 9 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Jubilee Annual Regatta | | HCP | | regopen | Info | Register |
| | Sep 9 | 111 | Sep 9 | Sat | Day | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Chowder Cup | | PUR | | regopen | Info | Register |
| | Sep 9 | 112 | Sep 9 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Chowder Cup | | HCP | | regopen | Info | Register |
| | Sep 10 | 113 | Sep 10 | Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 3 | Y | PUR | | regopen | Info | Register |
| | Sep 16 | 114 | Sep 16 | Sat | OvrNt | GMORA-P | 5,192.9 | 74 | Rockland YC | Maine Rocks | | HCP | | regopen | Info | Register |
| | Sep 16,17 | 115 | Sep 16,17 | Sat,Sun | Day | GMORA | 5,239.5 | 85 | Etchells Fleet 27 @ Portland YC | Lobster Bowl Regatta | | OD | | regopen | Info | Register |
| | Sep 16 | 116 | Sep 16 | Sat | Day | MBSA-S | 5,250.2 | 1 | Hull YC | HYC Great Chase Race | | PUR | | future | Info | Reg Not Open |
| | Sep 16 | 117 | Sep 16 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #5 - The Matt Walsh Race* | Y | HCP | SS | regopen | Info | Register |
| | Sep 17... | 118 | Sep 17,23,30,Oct 8,15,Nov 12 | Sun,... | Day | GYA | 6,224.9 | 484 | Southern YC | HC Fall Race Days | | HCP | | regopen | Info | Register |
| | Sep 17 | 119 | Sep 17 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | Manchester Fall Series | | HCP | | future | Info | Reg Not Open |
| | Sep 23 | 120 | Sep 23 | Sat | Day | MBSA-S | 0.0 | 154 | Savin Hill YC | Boston Light Race | | PUR | | regopen | Info | Register |
| | Sep 23... | 121 | Sep 23,30,Oct 7,14 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | The Fall Series | | HCP | | regopen | Info | Register |
| | Sep 24 | 122 | Sep 24 | Sun | Day | MBSA | 5,250.6 | 7 | Eastern YC | Marblehead Chowder Cup Challenge | | HCP | | regopen | Info | Register |
| | Sep 30 | 123 | Sep 30 | Sat | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Pot Luck Pursuit Race | | PUR | | regopen | Info | Register |
| | Oct 1 | 124 | Oct 1 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Bandit Race - Short Handed | | HCP | | regopen | Info | Register |
Regatta Management Solutions