  | Jan 14 | 1 | Jan 14 | Sun | Day | GYA | 6,052.2 | 791 | Pensacola Bay Cruising Fleet  | Sunday Fun Race Winter Series 2 | | PUR | PBW | past | Info | Reg Closed |
| | Feb 3 | 2 | Feb 3 | Sat | Day | GYA | 6,047.9 | 637 | Pensacola Beach YC  | Frostbite Regatta | | PUR | | results | Info | Results |
| | Feb 05 | 3 | Feb 05 | Mon | Eve | GMORA | 5,240.0 | 72 | Centerboard YC  | Dave Dellenbaugh Speed and Smarts | | Soc | | past | Info | RSVP Closed |
| | Feb 10 | 4 | Feb 10 | Sat | Day | GYA | 6,047.9 | 637 | Pensacola Beach YC | Valentine's Regatta | | PUR | | results | Info | Results |
| | Feb 17,18 | 5 | Feb 17,18 | Sat,Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC  | SCYA MidWinters | | OD | | results | Info | Results |
| | Mar 2,3 | 6 | Mar 2,3 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta Championship Fleet | | Jr | | results | Info | Results |
| | Mar 2,... | 7 | Mar 2,3,3,3 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta Green Fleet | | Jr | | results | Info | Results |
| | Mar 2 | 8 | Mar 2 | Sat | Day | GYA | 6,055.3 | 644 | Navy YC Pensacola  | Maxine #1/Commodore's Cup #1/Pensacola Bay Championship #3 | | PUR | | results | Info | Results |
| | Mar 9 | 9 | Mar 9 | Sat | Day | GYA | 6,047.9 | 637 | Pensacola Beach YC | Maxine #2 Regatta - Cruising and OD | | PUR | | results | Info | Results |
| | Mar 9,9,9 | 10 | Mar 9,9,9 | Sat | Day | GYA | 6,047.9 | 637 | Pensacola Beach YC | Maxine #2 Regatta - Racing Class | | HCP | | results | Info | Results |
| | Mar 16 | 11 | Mar 16 | Sat | Day | GYA | 6,052.2 | 791 | Pensacola Bay Cruising Fleet | Maxine 3 cruisers | | PUR | | past | Info | Reg Closed |
| | Mar 16 | 12 | Mar 16 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC  | Spinnaker Series Race #1 - The Stoney Special* | Y | HCP | | results | Info | Results |
| | Apr 6,... | 13 | Apr 6,13,Jun 1,1 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC  | HC Spring Race Days | | HCP | CS, OS | regopen | Info | Register |
| | Apr 6 | 14 | Apr 6 | Sat | Day | GYA | 6,055.3 | 644 | Navy YC Pensacola | Bikini Regatta | | PUR | | results | Info | Results |
| | Apr 7 | 15 | Apr 7 | Sun | Day | GYA | 6,047.9 | 637 | Pensacola Beach YC | Race for the Roses - Cruising and OD | | PUR | | results | Info | Results |
| | Apr 7,7 | 16 | Apr 7,7 | Sun | Day | GYA | 6,047.9 | 637 | Pensacola Beach YC | Race for the Roses - Racing Class | | HCP | | results | Info | Results |
| | Apr 11... | 17 | Apr 11,18,25,May 2,9,16,23,30,Jun 6,13,20 | Thu | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Twilights First Half | | HCP | | regopen | Info | Register |
| | Apr 13 | 18 | Apr 13 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #2 - TransHarbor Race* | Y | HCP | | results | Info | Results |
| | Apr 17... | 19 | Apr 17,24,May 1,8,15,22,29,Jun 5,12,19,26,Jul 3,10,17,24,31,Aug 7,14,21,28,Sep 4 | Wed | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Sunset Series | | HCP | | regopen | Info | Register |
| | Apr 20... | 20 | Apr 20,28,May 18,19 | Sat,... | Day | GYA | 6,224.9 | 484 | Southern YC | Dolphin Trophy Series | | Soc | CS, OS | regopen | Info | Register |
| | Apr 20 | 21 | Apr 20 | Sat | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Harris Spring Regatta | | HCP | | results | Info | Results |
| | Apr 21 | 22 | Apr 21 | Sun | Day | GYA | 6,052.2 | 791 | Pensacola Bay Cruising Fleet | PBCF Spring Series #1 | | PUR | | past | Info | Reg Closed |
| | Apr 27,27 | 23 | Apr 27,27 | Sat | Day | GYA | 6,103.4 | 370 | Buccaneer YC  | Dauphin Island Race | | HCP | | results | Info | Results |
| | Apr 27 | 24 | Apr 27 | Sat | Day | GYA | 6,055.3 | 644 | Navy YC Pensacola | 93rd Anniversary Regatta/Commodore's Cup #2/Pensacola Bay Championship #6 | | PUR | | past | Info | Reg Closed |
| | May 08 | 25 | May 08 | Wed | Eve | MBSA | 5,251.4 | 2 | Hingham Bay Racing  | 2024 Spring Meeting & 2023 Awards | | Soc | | past | Info | RSVP Closed |
| | May 8 | 26 | May 8 | Wed | Day | CBYRA | 5,468.6 | 709 | Eastern Shore SA  | Practice Race | | HCP | | past | Info | Results |
| | May 8 | 27 | May 8 | Wed | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Regata al Sol ORR-Ez Division | | HCP | | results | Info | Results |
| | May 08 | 28 | May 08 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC  | Constitution Yacht Club: Skippers Meeting & Season Kick Off | | Soc | | past | Info | RSVP Closed |
| | May 15... | 29 | May 15,22,29,Jun 5,12,19 | Wed | Day | CBYRA-SoMD | 5,468.6 | 709 | Eastern Shore SA | Choptank Series 1 | | HCP | | regopen | Info | Reg Closed |
| | May 15 | 30 | May 15 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC  | Wednesday Evening Spring Series | | HCP | | regopen | Info | |
| | May 15... | 31 | May 15,22,29,Jun 5,19 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Spring Series - Wednesday Night Racing | | HCP | | regopen | Info | Register |
| | May 18 | 32 | May 18 | Sat | Day | SCYA-MDR/RB | 7,825.4 | 721 | Port Royal YC  | Port Royal Classic | | HCP | | regopen | Info | Register |
| | May 22... | 33 | May 22,29,Jun 5,12,19,26,Jul 4,10,17,24,31,Aug 7,14,21,28 | Wed,... | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | CYC Wednesday Summer Series | | HCP | | regopen | Info | Register |
| | May 23... | 34 | May 23,30,Jun 6,13,20,26,Jul 4,11,18,25,Aug 8,15,22,29,Sep 5,12,19,26 | Thu,... | Eve | GMORA-W | 5,239.6 | 71 | Portland YC  | Thursday Night Races | | HCP | | regopen | Info | Register |
| | May 25 | 35 | May 25 | Sat | Day | GYA | 6,047.9 | 637 | Pensacola Beach YC | Sea Buoy Regatta | | HCP | | regopen | Info | Register |
| | May 25 | 36 | May 25 | Sat | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Memorial Day Regatta | | HCP | | regopen | Info | |
| | May 29... | 37 | May 29,Jun 5,12,19,26,Jul 3 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Spring Evening Series | Y | HCP | | regopen | Info | Register |
| | May 29... | 38 | May 29,Jun 5,19,26,Jul 3,17 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | BHHR/CPYC Wed Night Racing Series I | Y | HCP | | regopen | Info | Register |
| | Jun 1 | 39 | Jun 1 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Circle The Lights | | HCP | | regopen | Info | Register |
| | Jun 1,2 | 40 | Jun 1,2 | Sat,Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Cal Race Week | | HCP | | regopen | Info | Register |
| | Jun 1 | 41 | Jun 1 | Sat | Day | GMORA | 5,239.6 | 71 | Portland YC | Pilot Race Laser Division | | OD | | regopen | Info | Register |
| | Jun 4,... | 42 | Jun 4,11,18,25 | Tue | Eve | SCYA-MDR/RB | 7,825.4 | 721 | Port Royal YC | June Cup - "Women at the Helm" | | HCP | | regopen | Info | Register |
| | Jun 5,... | 43 | Jun 5,12,19,26 | Wed | Eve | MBSA-S | 5,240.3 | 47 | Satuit Boat Club  | Spring Series | Y | HCP | | regopen | Info | Register |
| | Jun 8 | 44 | Jun 8 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Centerboard Regatta | | HCP | CBC | regopen | Info | Register |
| | Jun 9 | 45 | Jun 9 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead  | Somerset Regatta | | HCP | | regopen | Info | Register |
| | Jun 11... | 46 | Jun 11,18,25,Jul 2,9,16,23,30,Aug 6,13,20,27,Sep 3,10,17 | Tue | Eve | GMORA-P | 5,192.9 | 74 | Rockland YC  | RYC Tuesday Night Series | | HCP | | regopen | Info | Register |
| | Jun 12 | 47 | Jun 12 | Wed | Day | MBSA | 5,259.5 | 9 | Constit. YC | Greater Boston Rumble I | | HCP | | regopen | Info | Register |
| | Jun 13... | 48 | Jun 13,20,27,Jul 11,18,19,25,Aug 1,8,15,22,29,Sep 5,12 | Thu,... | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC  | Thunderbird Twilight Series | | OD | | regopen | Info | Register |
| | Jun 14... | 49 | Jun 14,28,Jul 12,26,Aug 16,23 | Fri | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Savin Hill Handicap Twilight Series | | HCP | | regopen | Info | Register |
| | Jun 14... | 50 | Jun 14,28,Jul 12,26,Aug 16,23 | Fri | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Division 2 Handicap Twilight Series | | HCP | | regopen | Info | Register |
| | Jun 15 | 51 | Jun 15 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #3 - The Malibu & Return Race* | Y | HCP | | future | Info | Reg Not Open |
| | Jun 15,16 | 52 | Jun 15,16 | Sat,Sun | Day | MBSA | 5,252.7 | 142 | Rhodes 19 Fleet 5  | Rhodes 19 East Coast Championships | | OD | | regopen | Info | Register |
| | Jun 15 | 53 | Jun 15 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Spring Regatta | | HCP | | regopen | Info | Register |
| | Jun 15 | 54 | Jun 15 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC | Race to the Coast | | Soc | | regopen | Info | Register |
| | Jun 15... | 55 | Jun 15,16,29,30 | Sat,... | Day | GMORA-P | 5,192.6 | 79 | Camden YC  | CYC Summer Series | | HCP | | regopen | Info | Register |
| | Jun 21... | 56 | Jun 21,22,23 | Fri,... | Day | GYA | 0.0 | 742 | GYA Challenge Cup  | GYA Offshore Challenge Cup | | HCP | | regopen | Info | Register |
| | Jun 21 | 57 | Jun 21 | Fri | OvrNt | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Full Moon Race | Y | Trial | | regopen | Info | Register |
| | Jun 21 | 58 | Jun 21 | Fri | Eve | MBSA-N | 5,250.6 | 7 | Eastern YC  | EYC Summer Pursuit Race #1 | | PUR | | regopen | Info | Register |
| | Jun 22 | 59 | Jun 22 | Sat | Day | MBSA | 5,254.7 | 827 | Quincy Bay Race Week Assoc.  | Summer Sailstice | | PUR | | regopen | Info | Register |
| | Jun 22 | 60 | Jun 22 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Solstice Regatta | | HCP | | regopen | Info | Register |
| | Jun 22 | 61 | Jun 22 | Sat | Day | MBSA-N | 5,253.2 | 30 | Palmers Cove YC  | Mass Bay Shorthanded Regatta | | HCP | | regopen | Info | Register |
| | Jun 22 | 62 | Jun 22 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Solstice Race | | HCP | | regopen | Info | Register |
| | Jun 23 | 63 | Jun 23 | Sun | Eve | MBSA-N | 5,250.6 | 7 | Eastern YC | FAST MERMAID - Charity Race | | PUR | | regopen | Info | Register |
| | Jun 26... | 64 | Jun 26,Jul 3,17,24,Aug 7 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Summer Series - Wednesday Night Racing | | HCP | | regopen | Info | Register |
| | Jun 26 | 65 | Jun 26 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Summer Series | | HCP | | regopen | Info | |
| | Jun 26... | 66 | Jun 26,Jul 3,10,17,24,31 | Wed | Day | CBYRA | 5,468.6 | 709 | Eastern Shore SA | Choptank Series 2 | | HCP | | regopen | Info | Register |
| | Jun 28 | 67 | Jun 28 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola Race | | HCP | | regopen | Info | Register |
| | Jun 28 | 68 | Jun 28 | Fri | OvrNt | MBSA-N | 5,250.6 | 7 | Eastern YC | Lambert Overnight Ocean Race | | HCP | | regopen | Info | Register |
| | Jun 29,30 | 69 | Jun 29,30 | Sat,Sun | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Red, White + Blue Race | | HCP | | regopen | Info | Register |
| | Jun 29 | 70 | Jun 29 | Sat | Day | GMORA-W | 5,236.3 | 73 | Harraseeket YC  | HYC Regatta | | PUR | CBC | regopen | Info | Register |
| | Jun 30... | 71 | Jun 30,Jul 28,Aug 25 | Sun | Day | MBSA | 5,240.3 | 47 | Satuit Boat Club | One Design Series | | OD | | regopen | Info | Register |
| | Jun 30 | 72 | Jun 30 | Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 1 | Y | PUR | | regopen | Info | Register |
| | Jun 30 | 73 | Jun 30 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC  | MYC Patton Bowl | | HCP | | future | Info | Reg Not Open |
| | Jul 4 | 74 | Jul 4 | Thu | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta - 154th Anniversary | | HCP | | regopen | Info | Register |
| | Jul 4 | 75 | Jul 4 | Thu | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Schooner Trophy Race | | HCP | | regopen | Info | Register |
| | Jul 6,7 | 76 | Jul 6,7 | Sat,Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | King of Spain Series | | PUR | | regopen | Info | Register |
| | Jul 6 | 77 | Jul 6 | Sat | Day | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Kid's Drive Race | Y | HCP | | regopen | Info | Register |
| | Jul 10... | 78 | Jul 10,17,24,31,Aug 7,14 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Summer Evening Series | Y | HCP | | regopen | Info | Register |
| | Jul 10 | 79 | Jul 10 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Greater Boston Rumble II | | HCP | | regopen | Info | Register |
| | Jul 10... | 80 | Jul 10,17,24,31 | Wed | Eve | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Early Summer Series | Y | HCP | | regopen | Info | Register |
| | Jul 12 | 81 | Jul 12 | Fri | Eve | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #2 | | PUR | | regopen | Info | Register |
| | Jul 13,14 | 82 | Jul 13,14 | Sat,Sun | Day | GMORA-W | 5,239.6 | 71 | Portland YC | The Pilot Regatta | | HCP | CBC | regopen | Info | Register |
| | Jul 13,14 | 83 | Jul 13,14 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | King of Spain | | OD | | regopen | Info | Register |
| | Jul 13 | 84 | Jul 13 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Constitution Cup) | | HCP | | regopen | Info | Register |
| | Jul 13 | 85 | Jul 13 | Sat | Day | MBSA | 5,240.3 | 47 | Satuit Boat Club | Scituate Invitational | Y | PUR | | regopen | Info | Register |
| | Jul 13 | 86 | Jul 13 | Sat | Day | GMORA-P | 5,194.4 | 777 | Rockport BC | RBC - Paper Cup Challenge | | PUR | | regopen | Info | Register |
| | Jul 13 | 87 | Jul 13 | Sat | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | S.S. Crocker Memorial Race | | PUR | | regopen | Info | Register |
| | Jul 14 | 88 | Jul 14 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Midsummer Ocean Race | | HCP | | regopen | Info | Register |
| | Jul 14 | 89 | Jul 14 | Sun | Day | MBSA | 5,257.9 | 154 | Savin Hill YC | Boston Harbor Ladies Regatta | | HCP | | regopen | Info | Reg Closed |
| | Jul 19 | 90 | Jul 19 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl Ocean Race | | HCP | | future | Info | |
| | Jul 19 | 91 | Jul 19 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Michael A Mentuck Ocean Race | | HCP | | future | Info | |
| | Jul 20,21 | 92 | Jul 20,21 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC  | Lipton Cup Regatta Juniors | | Jr | | future | Info | Reg Not Open |
| | Jul 20,21 | 93 | Jul 20,21 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Seniors | | PUR | | future | Info | Reg Not Open |
| | Jul 20,21 | 94 | Jul 20,21 | Sat,Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC  | BHYC Regatta & Shipyard Cup Classics Challenge | | HCP | | regopen | Info | Register |
| | Jul 24... | 95 | Jul 24,31,Aug 14,21,28,Sep 4,11 | 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 25... | 96 | Jul 25,26,27 | Thu,... | Day | GMORA-P | 5,192.7 | 80 | Camden Classics Cup  | Camden Classics Cup | | HCP | | regopen | Info | Register |
| | Jul 26 | 97 | Jul 26 | Fri | OvrNt | MBSA-N | 5,251.2 | 44 | Marblehead YC  | Downeast Challenge | | HCP | | regopen | Info | Register |
| | Jul 28 | 98 | Jul 28 | Sun | Day | GMORA-P | 5,189.5 | 275 | Stockton Harbor SC  | Turtlehead Trot | | PUR | | regopen | Info | Register |
| | Jul 30,31 | 99 | Jul 30,31 | Tue,Wed | Day | GMORA | 5,172.6 | 100 | Kollegewidgwok YC | Maine State 420 Championship | | Jr | | future | Info | Reg Not Open |
| | Jul 31... | 100 | Jul 31,Aug 1 | Wed,Thu | Day | GMORA-B | 5,211.2 | 147 | Southport Jr YC Sailing | Maine State Optimist Championship | | Jr | | regopen | Info | Register |
| | Jul 31 | 101 | Jul 31 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Greater Boston Rumble III | | HCP | | regopen | Info | Register |
| | Aug 1 | 102 | Aug 1 | Thu | Day | GMORA-P | 5,183.2 | 138 | Castine YC  | Castine Classic Yacht Race | | HCP | | regopen | Info | Register |
| | Aug 2 | 103 | Aug 2 | Fri | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Classic Yacht Feeder Race | | HCP | | regopen | Info | Register |
| | Aug 2,3 | 104 | Aug 2,3 | Fri,Sat | OvrNt | GMORA-W | 5,239.6 | 71 | Portland YC | Monhegan Island Race & Seguin Sprint | | HCP | | regopen | Info | Register |
| | Aug 3,4 | 105 | Aug 3,4 | Sat,Sun | Day | MBSA-S | 5,255.8 | 11 | Cottage Park YC  | CPYC Youth Regatta to Benefit Make A Wish | | Jr | | future | Info | Reg Not Open |
| | Aug 3 | 106 | Aug 3 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 30th CPYC Pursuit Race to Benefit Make-A-Wish | | PUR | | regopen | Info | Register |
| | Aug 3 | 107 | Aug 3 | Sat | Day | GMORA | 5,184.5 | 811 | Eggemoggin Reach Regatta  | Eggemoggin Reach Regatta | | HCP | | regopen | Info | |
| | Aug 3 | 108 | Aug 3 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #4 - KHYC to CBYC | Y | HCP | | future | Info | Reg Not Open |
| | Aug 3,4 | 109 | Aug 3,4 | Sat,Sun | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Thunderbird Spirit Series | | OD | | future | Info | Reg Not Open |
| | Aug 3,4 | 110 | Aug 3,4 | Sat,Sun | Day | MBSA-S | 5,255.8 | 11 | Cottage Park YC | CPYC RegattaTo Benefit Make-A-Wish One Design/ Snipe New England's (copy) | | OD | | future | Info | Reg Not Open |
| | Aug 3 | 111 | Aug 3 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC  | Phil Small Regatta | | PUR | | regopen | Info | Register |
| | Aug 7 | 112 | Aug 7 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Fall Series | | HCP | | regopen | Info | |
| | Aug 7,... | 113 | Aug 7,14,21,28,Sep 4,11 | Wed | Day | CBYRA | 5,468.6 | 709 | Eastern Shore SA | Choptank Series 3 | | HCP | | regopen | Info | Reg Closed |
| | Aug 7,... | 114 | Aug 7,14,21,28 | Wed | Eve | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Late Summer Series | Y | HCP | | regopen | Info | Register |
| | Aug 9 | 115 | Aug 9 | Fri | Eve | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #3 | | PUR | | regopen | Info | Register |
| | Aug 10 | 116 | Aug 10 | Sat | Day | GMORA-W | 0.0 | 146 | SailMaine  | SailMaine Festival and Regatta | | HCP | | regopen | Info | Register |
| | Aug 11 | 117 | Aug 11 | Sun | Day | MBSA-S | 5,249.5 | 26 | Hingham YC  | Ethan W. Hitchcock Trophy Race | | HCP | | regopen | Info | Register |
| | Aug 14... | 118 | Aug 14,21,28,Sep 4,11 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Fall Series - Wednesday Night Racing | | HCP | | regopen | Info | Register |
| | Aug 17 | 119 | Aug 17 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Bluewater Regatta | | HCP | | regopen | Info | Register |
| | Aug 17 | 120 | Aug 17 | Sat | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Hosea White Race | | HCP | | regopen | Info | Register |
| | Aug 17 | 121 | Aug 17 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Scholarship Race | | HCP | | regopen | Info | Register |
| | Aug 21... | 122 | Aug 21,28,Sep 4,11,18,25 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Fall Evening Series | Y | HCP | | regopen | Info | Register |
| | Aug 23... | 123 | Aug 23,24,25 | Fri,... | Day | MBSA | 5,250.3 | 18 | Rhodes 19 Fleet 46  | Rhodes 19 National Championship | | OD | | regopen | Info | Register |
| | Aug 24 | 124 | Aug 24 | Sat | Day | SCYA-MDR/RB | 7,825.6 | 208 | King Harbor YC | Spinnaker Series Race #5 - The Windward Leeward Regatta | Y | HCP | | future | Info | Reg Not Open |
| | Aug 25 | 125 | Aug 25 | Sun | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Clemson Chase Race | | PUR | | regopen | Info | Register |
| | Aug 25 | 126 | Aug 25 | Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Yacht Club Solo Challange | | PUR | | regopen | Info | Register |
| | Aug 25 | 127 | Aug 25 | Sun | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 39th Annual JFK Regatta - A Mass Bay Qualifier | | HCP | | regopen | Info | Register |
| | Sep 2 | 128 | Sep 2 | Mon | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Sail Salem Pursuit Race | | PUR | | future | Info | |
| | Sep 7 | 129 | Sep 7 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Jubilee Annual Regatta | | HCP | | regopen | Info | Register |
| | Sep 8,... | 130 | Sep 8,15,22,29 | Sun | Day | MBSA-S | 5,240.3 | 47 | Satuit Boat Club | Fall Sunday Series | Y | HCP | | regopen | Info | Register |
| | Sep 8 | 131 | Sep 8 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | James R. Hodder Ocean Race | | HCP | | future | Info | |
| | Sep 8 | 132 | Sep 8 | Sun | Day | SCYA-MDR/RB | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 2 | Y | PUR | | regopen | Info | Register |
| | Sep 14 | 133 | Sep 14 | Sat | Day | SCYA | 7,825.6 | 208 | King Harbor YC | Spinnaker Series #6 - The Matt Walsh Race | Y | HCP | | future | Info | Reg Not Open |
| | Sep 14,15 | 134 | Sep 14,15 | Sat,Sun | Day | MBSA | 5,248.6 | 29 | Manchester YC | Finn NA Prep Regatta | | OD | | regopen | Info | Register |
| | Sep 14 | 135 | Sep 14 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Chowder Cup | | HCP | | regopen | Info | Register |
| | Sep 14,15 | 136 | Sep 14,15 | Sat,Sun | Day | GMORA | 5,239.5 | 85 | Etchells Fleet 27 @ Portland YC  | Lobster Bowl Regatta | | OD | | future | Info | Reg Not Open |
| | Sep 15 | 137 | Sep 15 | Sun | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Pot Luck Pursuit Race | | PUR | | regopen | Info | Register |
| | Sep 15 | 138 | Sep 15 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | Manchester Fall Series | | HCP | | regopen | Info | Register |
| | Sep 21... | 139 | Sep 21,28,Oct 5,12 | Sat | Day | GMORA | 5,239.6 | 71 | Portland YC | The Fall Series | | HCP | | regopen | Info | Reg Closed |
| | Sep 22... | 140 | Sep 22,Oct 5,20,Nov 10,16 | Sun,... | Day | GYA | 6,224.9 | 484 | Southern YC | HC Fall Race Days | | HCP | | regopen | Info | Register |
| | Sep 22 | 141 | Sep 22 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Marblehead Chowder Cup | | HCP | | regopen | Info | |
| | Sep 29 | 142 | Sep 29 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Bandit Race - Short Handed | | HCP | | regopen | Info | Register |
| | Oct 5 | 143 | Oct 5 | Sat | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Boston Light Race | | PUR | | regopen | Info | Register |
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