| Jan 1 | 1 | Jan 1 | Tue | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Jack Roberts Memorial NYD Race | | PUR | | results | Info | Results |
| Jan 13 | 2 | Jan 13 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | J/70 Class West Coast Winter Series - Race #2 | Y | OD | j70 | results | Info | Results |
| Jan 20 | 3 | Jan 20 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Frostbite MR #2 | | Soc | | results | Info | RSVP Closed |
| Feb 02 | 4 | Feb 02 | Sat | Eve | MBSA | 5,251.4 | 2 | Hingham Bay Racing | Hingham Bay Racing - Awards Dinner | | Soc | | past | Info | RSVP Closed |
| Feb 06 | 5 | Feb 06 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Graves Light Restoration | | Soc | | past | Info | RSVP Closed |
| Feb 9,10 | 6 | Feb 9,10 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | SCYA MidWinters | | OD | j70 | results | Info | Results |
| Feb 17 | 7 | Feb 17 | Sun | Day | GYA | 6,075.3 | 430 | GulfCo EZ | CSA FEB 17 ORR-Ez | | HCP | | results | Info | Results |
| Feb 17 | 8 | Feb 17 | Sun | Day | GYA | 6,075.3 | 430 | GulfCo EZ | CSA FEB 17 PHRF | | PUR | | past | Info | Results |
| Feb 23,24 | 9 | Feb 23,24 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta | | Jr | | results | Info | Results |
| Mar 06 | 10 | Mar 06 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Sailing as a Management Exercise | | Soc | | results | Info | RSVP Closed |
| Mar 17 | 11 | Mar 17 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Frostbite MR#3 | | Soc | | results | Info | RSVP Closed |
| Mar 22... | 12 | Mar 22,23,24 | Fri,... | Day | SCYA | 7,825.4 | 172 | California YC | Laser Midwinters West | | OD | | results | Info | Results |
| Mar 24... | 13 | Mar 24,31,Apr 14,May 5,Jun 2 | Sun | Day | FLEAST | 0.0 | 466 | East Florida ORRez | HISC - SPRING SERIES | | HCP | | past | Info | Results |
| Mar 28... | 14 | Mar 28,Apr 4,11,18,25,May 2 | Thu | Eve | FLWEST | 5,768.0 | 458 | SunCoast ORR-Ez | DIYC THUR SPRING SERIES ORR-Ez | | HCP | | past | Info | Results |
| Mar 30... | 15 | Mar 30,Apr 13,May 19,Jun 1 | Sat,... | Day | GYA | 6,224.9 | 484 | Southern YC | HC Spring Series | | HCP | NS | results | Info | Results |
| Apr 03 | 16 | Apr 03 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | A Rising Tide Lifts All Boats, But What About Rising Seas? | | Soc | | past | Info | RSVP Closed |
| Apr 7 | 17 | Apr 7 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harris Spring Regatta | | HCP | | results | Info | Results |
| Apr 14 | 18 | Apr 14 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Beginning Fleet Racing Clinic | | Soc | | past | Info | RSVP Closed |
| 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 4,11 | Wed | Day | SCYA | 7,825.4 | 172 | California YC | Sunset Series | | HCP | | results | Info | Results |
| Apr 18 | 20 | Apr 18 | Thu | Eve | SCYA | 7,825.4 | 172 | California YC | Match Racing Playoffs | | Soc | | results | Info | RSVP Closed |
| Apr 18 | 21 | Apr 18 | Thu | Eve | SCYA | 7,825.4 | 172 | California YC | Match Race Playoff #1 | | Soc | | past | Info | RSVP Closed |
| Apr 28 | 22 | Apr 28 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Match Racing Clinigatta | | Soc | | past | Info | RSVP Closed |
| May 9,... | 23 | May 9,16,30,Jun 6,13,20,27,Jul 11,18,25,Aug 1,8,15,22 | Thu | Day | SCYA | 7,825.4 | 172 | California YC | Starlight | | OD | | results | Info | Results |
| May 11 | 24 | May 11 | Sat | Day | ALL | 0.0 | 327 | ORA | ORR-Ez SERIES - AYC SPRING OXFORD | | HCP | MAC | past | Info | Results |
| May 15... | 25 | May 15,22,29,Jun 5,19 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Spring Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| May 15... | 26 | May 15,22,29,Jun 5,12,19 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Spring Series | Y | HCP | | results | Info | Results |
| May 15 | 27 | May 15 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Constitution YC Skippers Meeting | | Soc | | past | Info | RSVP Closed |
| May 22... | 28 | May 22,29,Jun 5,12,19 | Wed | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Spring Series | | HCP | | results | Info | Results |
| May 22... | 29 | May 22,29,Jun 5,12,19,26,Jul 10,17 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC Boston Wed Evening Races - Spring Series | | HCP | | results | Info | Results |
| May 22... | 30 | May 22,29,Jun 5,12,19,26,Jul 3,10,17,24,Aug 14,28 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | WEDNESDAY SUMMER SERIES | | HCP | | results | Info | Results |
| May 23... | 31 | May 23,30,Jun 6,13,20,27,Jul 11,18,25,Aug 1,8,15,22,29,Sep 5,12 | Thu | Eve | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Thursday Night Races | | HCP | | results | Info | Results |
| May 25 | 32 | May 25 | Sat | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Memorial Day Regatta | Y | HCP | | results | Info | Results |
| May 26,27 | 33 | May 26,27 | Sun,Mon | Day | CBYRA | 5,495.9 | 452 | Sailing Club Chesapeake | MEMORIAL DAY | | HCP | | past | Info | Results |
| May 29... | 34 | May 29,Jun 5,12,19,26,Jul 3 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Spring Evening Series | Y | HCP | CNR | results | Info | Results |
| Jun 1,2 | 35 | Jun 1,2 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Cal Race Week | | HCP | | results | Info | Results |
| Jun 1,2 | 36 | Jun 1,2 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Cal Race Week Cruisers | | HCP | | results | Info | Results |
| Jun 8 | 37 | Jun 8 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC | Race to the Coast | | PUR | | results | Info | Results |
| Jun 8,21 | 38 | Jun 8,21 | Sat,Fri | Day | GYA | 6,224.9 | 484 | Southern YC | Sawgrass Offshore Series – PHRF | | HCP | | results | Info | Results |
| Jun 8 | 39 | Jun 8 | Sat | Day | CBYRA | 0.0 | 451 | Potapskut Sailing Assoication | PSA Moonlight Regatta | | HCP | | past | Info | Results |
| Jun 8,22 | 40 | Jun 8,22 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC | Sawgrass Offshore Series – ORRez | | HCP | | results | Info | Results |
| Jun 8 | 41 | Jun 8 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Centerboard Regatta | | HCP | Ovr, WE, CCC | results | Info | Results |
| Jun 9 | 42 | Jun 9 | Sun | Day | MBSA | 5,249.5 | 26 | Hingham YC | R19 First Chance Regatta | | OD | | past | Info | |
| Jun 9 | 43 | Jun 9 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Summerset Regatta | Y | HCP | Q | results | Info | Results |
| Jun 12 | 44 | Jun 12 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Rumble I - Hingham Bay - ORRez Regatta | | HCP | | results | Info | Results |
| Jun 13... | 45 | Jun 13,20,27,Jul 11,18,25,Aug 8,15,22,29 | Thu | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Thunderbird Twilight Series | | OD | | results | Info | Results |
| Jun 14 | 46 | Jun 14 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #1 | | PUR | | results | Info | Results |
| Jun 14... | 47 | Jun 14,28,Jul 12,26,Aug 9,23 | Fri | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Savin Hill Handicap Twilight Series | | HCP | | results | Info | Results |
| Jun 14... | 48 | Jun 14,15,16 | Fri,... | Day | GYA | 6,164.0 | 534 | Gulfport YC | GYA Offshore Challenge Cup | | HCP | | results | Info | Results |
| Jun 15 | 49 | Jun 15 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Pilot Regatta | | HCP | Ovr, WE, CCC | results | Info | Results |
| Jun 15... | 50 | Jun 15,16,30,Jul 28 | Sat,Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Summer Series | | HCP | Ovr, PB | results | Info | Results |
| Jun 15 | 51 | Jun 15 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Spring Regatta | | HCP | Q | results | Info | Results |
| Jun 16 | 52 | Jun 16 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | 25th Annual Hospice Regatta for Care Dimensions | | HCP | Q | results | Info | Results |
| Jun 18... | 53 | Jun 18,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 | | results | Info | Results |
| Jun 21 | 54 | Jun 21 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola Masters Overlay | | HCP | | results | Info | Results |
| Jun 21 | 55 | Jun 21 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola | | HCP | | results | Info | Results |
| Jun 21 | 56 | Jun 21 | Fri | OvrNt | MBSA-N | 5,250.6 | 7 | Eastern YC | Lambert Overnight Ocean Race | | HCP | OSH | results | Info | Results |
| Jun 21 | 57 | Jun 21 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola ORR-Ez Overlay | | HCP | | results | Info | Results |
| Jun 22 | 58 | Jun 22 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Solstice Regatta - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Jun 22 | 59 | Jun 22 | Sat | Day | GMORA-W | 5,236.3 | 73 | Harraseeket YC | HYC Regatta | | PUR | Ovr, WE, CCC | results | Info | Results |
| Jun 22 | 60 | Jun 22 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Rockland Yacht Club Solstice Race | | HCP | Ovr, PB | results | Info | Results |
| Jun 22,23 | 61 | Jun 22,23 | Sat,Sun | Day | CBYRA | 5,479.0 | 432 | Miles River YC | Albacores and Friends | | OD | | past | Info | Results |
| Jun 23 | 62 | Jun 23 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | MYC Patton Bowl | | HCP | | results | Info | Results |
| Jun 26... | 63 | Jun 26,Jul 10,17,24,31,Aug 7 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Summer Series | Y | HCP | | results | Info | Results |
| Jun 26... | 64 | Jun 26,Jul 3,10,17,24 | Wed | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Early Summer Series | | HCP | | results | Info | Results |
| Jun 26... | 65 | Jun 26,Jul 17,24,31 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Summer Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| Jun 29,30 | 66 | Jun 29,30 | Sat,Sun | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Thunderbird Spirit Series | | OD | | results | Info | Results |
| Jun 29 | 67 | Jun 29 | Sat | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Scituate Invitational- All Invited | | HCP | H, Q | results | Info | Results |
| Jun 30 | 68 | Jun 30 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 2 | Y | HCP | pac | results | Info | Results |
| Jun 30 | 69 | Jun 30 | Sun | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Clemson Chase Race | | PUR | P | results | Info | Results |
| Jul 4 | 70 | Jul 4 | Thu | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta - PHRF | | HCP | Q | results | Info | Results |
| Jul 4 | 71 | Jul 4 | Thu | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta - ORR | | HCP | | results | Info | Results |
| Jul 4 | 72 | Jul 4 | Thu | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Schooner Trophy Race | | HCP | | results | Info | Results |
| Jul 5 | 73 | Jul 5 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #2 | | PUR | | results | Info | Results |
| Jul 6 | 74 | Jul 6 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Constitution Cup | | HCP | Q | results | Info | Results |
| Jul 6,... | 75 | Jul 6,14,28,Aug 3 | Sat,... | Day | GMORA-P | 5,193.9 | 143 | Northport Yacht Club | JOHN SHORT RACE | | HCP | | results | Info | Results |
| Jul 7 | 76 | Jul 7 | Sun | Day | GMORA | 5,215.4 | 75 | Southport YC | Round Southport Race | | PUR | BB | past | Info | Results |
| Jul 10... | 77 | Jul 10,17,24,31,Aug 7,14,21 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Summer Evening Series | Y | HCP | CNR | results | Info | Results |
| Jul 10 | 78 | Jul 10 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Greater Boston Rumble II | | HCP | | results | Info | Results |
| Jul 11,12 | 79 | Jul 11,12 | Thu,Fri | Day | GMORA | 5,236.3 | 73 | Harraseeket YC | Youth Regatta | | Jr | | results | Info | Results |
| Jul 13 | 80 | Jul 13 | Sat | Day | GMORA | 5,239.6 | 71 | Portland YC | Casco Bay Interclub Regatta | | HCP | | results | Info | Results |
| Jul 13 | 81 | Jul 13 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Scorpion Bowl - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Jul 13,14 | 82 | Jul 13,14 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | King of Spain | | OD | | results | Info | Results |
| Jul 13 | 83 | Jul 13 | Sat | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | S.S. Crocker Memorial Race | | PUR | P | results | Info | Results |
| Jul 14 | 84 | Jul 14 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | Hospice of Hancock County Cruising Class Race | | HCP | Ovr | results | Info | |
| Jul 14 | 85 | Jul 14 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 1 | Y | HCP | pac | results | Info | Results |
| Jul 14 | 86 | Jul 14 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Midsummer Ocean Race | Y | HCP | | results | Info | Results |
| Jul 14 | 87 | Jul 14 | Sun | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Hosea White Race | | HCP | | results | Info | Results |
| Jul 17,18 | 88 | Jul 17,18 | Wed,Thu | Day | GMORA | 0.0 | 521 | Camden Area Youth Seamanship Pgm | Camden Maine Junior Olympic Sailing Festival | | Jr | | results | Info | Results |
| Jul 18,19 | 89 | Jul 18,19 | Thu,Fri | Day | MBSA-S | 5,250.2 | 1 | Hull YC | Junior Scorpion Bowl | | Jr | | results | Info | Results |
| Jul 19 | 90 | Jul 19 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl Night Start | | HCP | Q, OSH | results | Info | Results |
| Jul 19 | 91 | Jul 19 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl OCS (Day Race) | | HCP | | results | Info | Results |
| Jul 20,21 | 92 | Jul 20,21 | Sat,Sun | Day | GMORA | 5,172.6 | 100 | Kollegewidgwok YC | True Blue Spencer Evans Laser Regatta | | OD | | past | Info | Results |
| Jul 20 | 93 | Jul 20 | Sat | Day | GMORA-B | 5,215.4 | 75 | Southport YC | Seguin Island Trophy Race | | HCP | Ovr, BB | results | Info | Results |
| Jul 20,21 | 94 | Jul 20,21 | Sat,Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Invitational Regatta | | HCP | Ovr, PB | results | Info | Results |
| Jul 24... | 95 | Jul 24,31,Aug 7,14,21,28,Sep 4,11 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC Boston PHRF Wed Races Summer Series | | HCP | | results | Info | Results |
| Jul 26,27 | 96 | Jul 26,27 | Fri,Sat | Day | GMORA-P | 5,192.7 | 80 | Camden Classics Cup | Camden Classics Cup | | HCP | Ovr, PB | results | Info | Results |
| Jul 26 | 97 | Jul 26 | Fri | Day | MBSA | 5,259.5 | 9 | Constit. YC | Red and White Race | | HCP | OSH | results | Info | Results |
| Jul 27 | 98 | Jul 27 | Sat | Day | MBSA | 5,241.4 | 32 | Scituate Sailing | Kids Drive Pursuit Race | | PUR | | past | Info | Results |
| Jul 27,28 | 99 | Jul 27,28 | Sat,Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | 45th Annual BHYC Regatta | | HCP | Ovr, WE, BB | results | Info | Results |
| Jul 27 | 100 | Jul 27 | Sat | Eve | MBSA | 5,243.2 | 14 | Eastern Point YC | Mass Fallen Heroes | | Soc | | results | Info | RSVP Closed |
| Jul 27,28 | 101 | Jul 27,28 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Seniors | | OD | | past | Info | Results |
| Jul 27,28 | 102 | Jul 27,28 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Juniors | | Jr | | past | Info | Results |
| Jul 27 | 103 | Jul 27 | Sat | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Round the Salvages Pursuit Race | | PUR | | results | Info | Results |
| Jul 28 | 104 | Jul 28 | Sun | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Mass Fallen Heroes | | PUR | | results | Info | Results |
| Jul 31... | 105 | Jul 31,Aug 7,14,21,28 | Wed | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Late Summer Series | | HCP | | results | Info | Results |
| Jul 31... | 106 | Jul 31,Aug 1 | Wed,Thu | Day | MBSA-S | 5,255.8 | 11 | Cottage Park YC | N-10 Midgets | | Jr | | results | Info | Results |
| Aug 1,... | 107 | Aug 1,2,3,4,4,4 | Thu,... | Day | MBSA | 5,257.9 | 154 | Savin Hill YC | International Thunderbird Class Assoc. Championship | | OD | | results | Info | Results |
| Aug 2 | 108 | Aug 2 | Fri | OvrNt | MBSA-N | 5,251.2 | 44 | Marblehead YC | Downeast Challenge | | HCP | Ovr, BB, OSH | past | Info | Results |
| Aug 2,... | 109 | Aug 2,7,10,14,17,19,21,24 | Fri,... | Day | GMORA-E | 5,172.6 | 100 | Kollegewidgwok YC | Atlantic Series - August | | OD | | results | Info | Results |
| Aug 3,4 | 110 | Aug 3,4 | Sat,Sun | Day | MBSA-N | 5,255.8 | 11 | Cottage Park YC | CPYC RegattaTo Benefit Make-A-Wish One Design | | OD | | results | Info | Results |
| Aug 3 | 111 | Aug 3 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Bluewater Regatta | | HCP | Ovr, WE | results | Info | Results |
| Aug 3 | 112 | Aug 3 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 25th Annual Pursuit Race to Benefit Make-A-Wish | | PUR | P | results | Info | Results |
| Aug 3,4 | 113 | Aug 3,4 | Sat,Sun | Day | MBSA-S | 5,255.8 | 11 | Cottage Park YC | CPYC Youth Regatta to Benefit Make A Wish | | Jr | | results | Info | Results |
| Aug 3 | 114 | Aug 3 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Phil Small Regatta | | HCP | Q | results | Info | Results |
| Aug 4 | 115 | Aug 4 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 3 | Y | PUR | pac | results | Info | Results |
| Aug 4 | 116 | Aug 4 | Sun | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Gloucester Ocean Pursuit Race | | PUR | P | results | Info | Results |
| Aug 7,... | 117 | Aug 7,12,14,17,21,24 | Wed,... | Day | GMORA-E | 5,172.6 | 100 | Kollegewidgwok YC | 12.5 Series - August | | OD | | results | Info | Results |
| Aug 7,... | 118 | Aug 7,14,21,Sep 4,11 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Flashlight Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| Aug 9 | 119 | Aug 9 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #3 | | PUR | | results | Info | Results |
| Aug 9,10 | 120 | Aug 9,10 | Fri,Sat | Day | GMORA-E | 5,172.6 | 100 | Kollegewidgwok YC | Nevin Cup | | HCP | | results | Info | Results |
| Aug 10 | 121 | Aug 10 | Sat | Day | MBSA | 5,259.1 | 41 | Courageous SC | Flip Flop Regatta | | PUR | P | results | Info | Results |
| Aug 10 | 122 | Aug 10 | Sat | OvrNt | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Monhegan Island Races | | HCP | Ovr, WE | results | Info | Results |
| Aug 12 | 123 | Aug 12 | Mon | Day | GMORA-E | 5,172.6 | 100 | Kollegewidgwok YC | Founder's Cup - Atlantics | | OD | | results | Info | Results |
| Aug 14... | 124 | Aug 14,21,28,Sep 4,11,18 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Fall Series | Y | HCP | | results | Info | Results |
| Aug 17 | 125 | Aug 17 | Sat | Day | GMORA-W | 5,239.7 | 77 | Natl. MS Society | MS Harborfest Regatta | | HCP | Ovr, WE | results | Info | Results |
| Aug 17 | 126 | Aug 17 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Rockland Yacht Club Maritime Education Benefit | | HCP | PB | results | Info | Results |
| Aug 17 | 127 | Aug 17 | Sat | Day | MBSA-S | 5,249.5 | 26 | Hingham YC | Hingham YC Hitchcock Trophy | Y | HCP | H, Q | results | Info | Results |
| Aug 17 | 128 | Aug 17 | Sat | Day | GMORA-P | 5,183.2 | 138 | Castine YC | Maine Retired Skippers Race | | PUR | | past | Info | Results |
| Aug 17 | 129 | Aug 17 | Sat | Day | SCYA | 7,825.4 | 172 | California YC | Summer Regatta | | HCP | | results | Info | Results |
| Aug 18 | 130 | Aug 18 | Sun | Day | GMORA-P | 5,183.2 | 138 | Castine YC | Castine Cup Regatta | | HCP | PB | results | Info | Results |
| Aug 18 | 131 | Aug 18 | Sun | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC JFK Regatta | | HCP | Q | results | Info | Results |
| Aug 21... | 132 | Aug 21,22,23,24 | Wed,... | Day | MBSA | 5,250.3 | 18 | Rhodes 19 Fleet 46 | Rhodes 19 National Championship | | OD | | results | Info | Results |
| Aug 24,25 | 133 | Aug 24,25 | Sat,Sun | Day | SCYA | 7,825.7 | 253 | Womens Sailing Association (SMB) | WOW/WAH | | HCP | | results | Info | Results |
| Aug 25 | 134 | Aug 25 | Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Yacht Club Solo Challange | | HCP | Ovr | results | Info | Results |
| Aug 25,25 | 135 | Aug 25,25 | Sun | Day | GMORA | 5,240.0 | 84 | NE Habor Fleet | Max Warburg Races | | HCP | Ovr | results | Info | Results |
| Aug 28 | 136 | Aug 28 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Rumble III | Y | HCP | | results | Info | Results |
| Aug 28... | 137 | Aug 28,Sep 4,11,18,25,Oct 2 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Fall Evening Series | Y | HCP | CNR | results | Info | Results |
| Aug 31 | 138 | Aug 31 | Sat | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Bobbie Veltman Memorial Pursuit Race | | PUR | P | results | Info | Results |
| Sep 1,... | 139 | Sep 1,8,15,22,29 | Sun | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Fall Series | | HCP | | results | Info | Results |
| Sep 2 | 140 | Sep 2 | Mon | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Sail Salem Pursuit Race | | PUR | P | results | Info | Results |
| Sep 7 | 141 | Sep 7 | Sat | Day | GMORA-P | 5,193.9 | 143 | Northport Yacht Club | AROUND ISLESBORO RACE | | HCP | | past | Info | Results |
| Sep 7,... | 142 | Sep 7,15,21,28,Oct 13,Nov 17 | Sat,... | Day | GYA | 6,224.9 | 484 | Southern YC | HC Fall Series | | HCP | NS | results | Info | Results |
| Sep 8 | 143 | Sep 8 | Sun | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Jubilee Annual Regatta | | HCP | Q | results | Info | Results |
| Sep 11... | 144 | Sep 11,18,25,Oct 2 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | Wednesday Fall Series | | HCP | | results | Info | Results |
| Sep 14 | 145 | Sep 14 | Sat | OvrNt | GMORA-P | 5,192.9 | 74 | Rockland YC | Maine Rocks Race | | HCP | PB | results | Info | Results |
| Sep 14 | 146 | Sep 14 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Lightship Race Fall Series Race #1 | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 14,15 | 147 | Sep 14,15 | Sat,Sun | Day | GMORA-W | 5,239.5 | 85 | Etchells Fleet 27 @ Portland YC | Fleet 27: Lobster Bowl Regatta | | OD | | results | Info | Results |
| Sep 14 | 148 | Sep 14 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Chowder Cup - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Sep 15 | 149 | Sep 15 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | James R Hodder Regatta | Y | HCP | | results | Info | Results |
| Sep 15 | 150 | Sep 15 | Sun | Day | PSA | 5,255.9 | 36 | Piscataqua Sailing Association | Gosport Regatta | | PUR | | results | Info | Results |
| Sep 18 | 151 | Sep 18 | Wed | Day | SCYA | 7,825.4 | 172 | California YC | King of the Hill | | PUR | | results | Info | Results |
| Sep 21 | 152 | Sep 21 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Series Race 2 | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 21 | 153 | Sep 21 | Sat | Day | MBSA-S | 5,250.2 | 1 | Hull YC | HYC Great Chase Race | | PUR | P | results | Info | Results |
| Sep 22 | 154 | Sep 22 | Sun | Day | GMORA-W | 5,239.7 | 144 | Handy Boat | 47th Annual Handy Boat/Hallett Sails Regatta | | HCP | | results | Info | Results |
| Sep 22 | 155 | Sep 22 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Match Racing Champs | | Soc | | past | Info | RSVP Closed |
| Sep 25 | 156 | Sep 25 | Wed | Eve | ALL | 0.0 | 327 | ORA | NOYC WED SERIES 6 | | HCP | | results | Info | Results |
| Sep 28 | 157 | Sep 28 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Series Race #3 | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 28 | 158 | Sep 28 | Sat | Day | MBSA | 5,257.9 | 154 | Savin Hill YC | Boston Light Race | | PUR | P | results | Info | Results |
| Sep 28 | 159 | Sep 28 | Sat | Eve | SCYA | 7,825.4 | 172 | California YC | Sanguinetti Team Race | | Soc | | past | Info | RSVP Closed |
| Sep 29 | 160 | Sep 29 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Marblehead Chowder Cup | Y | HCP | Q | results | Info | Results |
| Oct 5 | 161 | Oct 5 | Sat | Day | PSA | 5,255.9 | 36 | Piscataqua Sailing Association | Chumly's LAST CALL Regatta | | HCP | | results | Info | Results |
| Oct 5 | 162 | Oct 5 | Sat | Day | MBSA | 5,250.6 | 7 | Eastern YC | EYC Pot Luck Pursuit Race | | PUR | | past | Info | Results |
| Oct 5 | 163 | Oct 5 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Series Race #4 | Y | HCP | Ovr, WE | results | Info | Results |
| Oct 9 | 164 | Oct 9 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Rogue Racing | | PUR | | past | Info | Results |
| Oct 12 | 165 | Oct 12 | Sat | Day | MBSA | 5,250.6 | 7 | Eastern YC | EYC Pot Luck Pursuit Race | | PUR | P | results | Info | Results |
| Nov 10 | 166 | Nov 10 | Sun | Eve | MBSA | 5,259.5 | 9 | Constit. YC | CYC Annual Meeting and Brunch | | Soc | | past | Info | RSVP Closed |
| Nov 14 | 167 | Nov 14 | Thu | OvrNt | FLEAST | 0.0 | 466 | East Florida ORRez | NASSAU CUP OCEAN RACE | | HCP | | past | Info | Results |
| Nov 17 | 168 | Nov 17 | Sun | Day | GYA | 6,224.9 | 484 | Southern YC | Allstate Sugar Bowl Regatta HC | | HCP | NS | results | Info | Results |
| Nov 22 | 169 | Nov 22 | Fri | Eve | MBSA | 0.0 | 4 | Mass Bay Sailing | MBSA Awards Dinner | | Soc | | results | Info | RSVP Closed |
| Dec 6 | 170 | Dec 6 | Fri | Day | FLEAST | 0.0 | 466 | East Florida ORRez | WIRTH MUNROE | | HCP | | past | Info | Results |
| Dec 7 | 171 | Dec 7 | Sat | Day | SCYA | 7,825.4 | 172 | California YC | J/70 Class West Coast Winter Series - Race #1 | | OD | | results | Info | Results |
| Jan 1 | 172 | Jan 1 | Wed | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Jack Roberts Memorial NYD Race | | PUR | | results | Info | Results |
| Jan 4 | 173 | Jan 4 | Sat | Day | ALL | 0.0 | 327 | ORA | William Berger & William Stein Series | | HCP | | past | Info | Reg Closed |
| Jan 11 | 174 | Jan 11 | Sat | Eve | SCYA | 7,825.4 | 172 | California YC | Sanguinetti Team Race | | Soc | | past | Info | RSVP Closed |
| Jan 18 | 175 | Jan 18 | Sat | Day | SCYA | 7,825.4 | 172 | California YC | J/70 Class West Coast Winter Series - #2 | | OD | | past | Info | Reg Closed |
| Jan 19 | 176 | Jan 19 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | J/70 Class West Coast Winter Series - #2 Sunday | | OD | | past | Info | Reg Closed |
| Feb 2 | 177 | Feb 2 | Sun | Day | FLWEST | 0.0 | 594 | Rat Island Yacht Club | Winter Series #1 | | HCP | | past | Info | Reg Closed |
| Feb 8,9 | 178 | Feb 8,9 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | SCYA MidWinters | | HCP | j70 | results | Info | Results |
| Feb 16 | 179 | Feb 16 | Sun | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | Icicle Regatta | | PUR | | past | Info | Reg Closed |
| Feb 19... | 180 | Feb 19,Mar 4 | Wed | Eve | FLEAST | 5,696.7 | 609 | St. Augustine YC | FROSTBITE SERIES | | HCP | | past | Info | Reg Closed |
| Feb 22,23 | 181 | Feb 22,23 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta | | Jr | | results | Info | Results |
| Feb 23 | 182 | Feb 23 | Sun | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | Mount Gay 1 | | PUR | | past | Info | Reg Closed |
| Feb 29 | 183 | Feb 29 | Sat | Eve | SCYA | 7,825.4 | 172 | California YC | Match Racing Clinigatta | | Soc | | past | Info | RSVP Closed |
| Feb 29 | 184 | Feb 29 | Sat | Day | FLWEST | 0.0 | 605 | Davis Island YC | HILLSBORO BAY | | HCP | | past | Info | Reg Closed |
| Mar 1 | 185 | Mar 1 | Sun | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | Mount Gay 2 | | HCP | | past | Info | |
| Mar 14 | 186 | Mar 14 | Sat | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | Mount Gay III | | PUR | | past | Info | Reg Closed |
| Apr 4,5 | 187 | Apr 4,5 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | J/70 Spring Regatta | | OD | | past | Info | Reg Closed |
| Apr 5 | 188 | Apr 5 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harris Spring Regatta | | HCP | | results | Info | Results |
| Apr 23 | 189 | Apr 23 | Thu | Eve | SCYA | 7,825.4 | 172 | California YC | Match Racing Playoff #1 | | Soc | | past | Info | RSVP Closed |
| May 9 | 190 | May 9 | Sat | Day | ALL | 0.0 | 327 | ORA | AYC Spring Race to Oxford | | HCP | | past | Info | Reg Closed |
| May 13 | 191 | May 13 | Wed | Eve | LMSRF | 0.0 | 612 | Chicago Area Sail Racing Association | CHICAGO Wednesday Night Racing | | HCP | | past | Info | Reg Closed |
| May 15 | 192 | May 15 | Fri | Day | MBSA | 5,241.4 | 32 | Scituate Sailing | Minot Light Challenge | | Trial | | past | Info | Reg Closed |
| May 20... | 193 | May 20,27,Jun 3,10,17 | Wed | Eve | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Spring Series | | HCP | | results | Info | Results |
| May 21 | 194 | May 21 | Thu | Eve | SCYA | 7,825.4 | 172 | California YC | Match Racing Playoff #2 | | Soc | | past | Info | RSVP Closed |
| May 23 | 195 | May 23 | Sat | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Memorial Day Regatta | Y | HCP | | results | Cancelled | Reg Closed |
| Jun 1 | 196 | Jun 1 | Mon | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Bakers Light Time Trial | | Trial | | past | Info | Reg Closed |
| Jun 3,... | 197 | Jun 3,10,17,24 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Spring Series | Y | HCP | | results | Info | Results |
| Jun 3,... | 198 | Jun 3,10,17,24,Jul 1,8,15,22,Aug 5,12,19,26,Sep 2,9 | Wed | Day | SCYA | 7,825.4 | 172 | California YC | Sunset Series | | HCP | | results | Info | Results |
| Jun 3,... | 199 | Jun 3,10,17,24,Jul 1,8 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Spring Evening Series | Y | PUR | CNR | results | Info | Results |
| Jun 4,... | 200 | Jun 4,11,18,25,Jul 2,9,16,Aug 6,13,20,27 | Thu | Day | SCYA | 7,825.4 | 172 | California YC | Starlight | | OD | | results | Info | Results |
| Jun 5,7 | 201 | Jun 5,7 | Fri,Sun | Day | MBSA | 5,248.6 | 29 | Manchester YC | Rhodes 19 East Coast Championship | | OD | | past | Info | Reg Closed |
| Jun 6 | 202 | Jun 6 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Spring Regatta | | HCP | Q | results | Cancelled | Reg Closed |
| Jun 10... | 203 | Jun 10,17,24,Jul 1,15,22,29,Aug 5,12,19,26 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | WEDNESDAY SUMMER SERIES | | HCP | | results | Info | Results |
| Jun 10... | 204 | Jun 10,17,24,Jul 1,8 | Wed | Eve | CBYRA-NOTB | 5,496.9 | 602 | Rock Creek Racing | WNR Series 1 | | HCP | | past | Info | Reg Closed |
| Jun 13... | 205 | Jun 13,14,27,28 | Sat,... | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Summer Series | | HCP | Ovr, PB | results | Info | Results |
| Jun 16... | 206 | Jun 16,23,Jul 7,21,28,Aug 4,11,18,Sep 1,8,15,15 | Tue | Eve | GMORA-P | 5,192.9 | 74 | Rockland YC | RYC Tuesday Night Series | | HCP | | results | Info | Results |
| Jun 19 | 207 | Jun 19 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #1 | | PUR | | results | Info | |
| Jun 20 | 208 | Jun 20 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Solstice Regatta - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Jun 20 | 209 | Jun 20 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Rockland Yacht Club Solstice Race | | HCP | Ovr, PB | results | Info | Results |
| Jun 21 | 210 | Jun 21 | Sun | Day | CBYRA-A | 5,495.9 | 452 | Sailing Club Chesapeake | Ted Osius Memorial Regatta | | HCP | | past | Info | Reg Closed |
| Jun 24... | 211 | Jun 24,Jul 1,8,15,22 | Wed | Eve | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Early Summer Series | | HCP | | past | Info | Reg Closed |
| Jun 24 | 212 | Jun 24 | Wed | Eve | MBSA | 5,251.4 | 2 | Hingham Bay Racing | Wednesday Night Alternative Format Race | | HCP | | past | Info | Reg Closed |
| Jun 26 | 213 | Jun 26 | Fri | OvrNt | MBSA-N | 5,250.6 | 7 | Eastern YC | Lambert Overnight Ocean Race | | HCP | OSH | results | Info | Results |
| Jun 26 | 214 | Jun 26 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola Race Masters Challenge | | HCP | | past | Info | Reg Closed |
| Jun 26... | 215 | Jun 26,Jul 10,24,Aug 7,21 | Fri | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Savin Hill Handicap Twilight Series | | HCP | | results | Info | Results |
| Jun 26 | 216 | Jun 26 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola Race PHRF Fleet | | HCP | | past | Info | Reg Closed |
| Jun 26 | 217 | Jun 26 | Fri | OvrNt | GYA | 6,224.9 | 484 | Southern YC | Gulfport to Pensacola Race | | HCP | | results | Info | Results |
| Jun 27... | 218 | Jun 27,Jul 11 | Sat | Day | GMORA | 5,214.3 | 78 | Boothbay Harbor YC | BHYC 2020 commodores Cup Series | | HCP | | past | Info | Reg Closed |
| Jun 27 | 219 | Jun 27 | Sat | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Scituate Invitational - New Pursuit Race Format | | PUR | H, Q | results | Info | Results |
| Jul 3,4 | 220 | Jul 3,4 | Fri,Sat | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta - 150th Anniversary | | HCP | Q | results | Info | Results |
| Jul 4 | 221 | Jul 4 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Schooner Trophy Race | | HCP | | results | Info | Results |
| Jul 5 | 222 | Jul 5 | Sun | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Clemson Chase Race | | PUR | P | results | Cancelled | Reg Closed |
| Jul 5 | 223 | Jul 5 | Sun | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | Summer II | | PUR | | past | Info | Reg Closed |
| Jul 7,... | 224 | Jul 7,8,9,16,23,30,Aug 6,13,20,27,Sep 3 | Tue,... | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Thunderbird Twilight Series | | OD | | results | Info | Results |
| Jul 8 | 225 | Jul 8 | Wed | Day | MBSA | 5,251.4 | 2 | Hingham Bay Racing | Bradford Curry Time Trial | | Trial | | past | Info | Reg Closed |
| Jul 11 | 226 | Jul 11 | Sat | Day | CBYRA | 0.0 | 576 | Chesapeake Racer Cruiser Association | BOOMERANG - CRCA BOTY SERIES SCORING | | HCP | | past | Info | Reg Closed |
| Jul 11 | 227 | Jul 11 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Constitution Cup | | HCP | Q | results | Info | Results |
| Jul 11 | 228 | Jul 11 | Sat | Day | ALL | 0.0 | 327 | ORA | EYC BOOMERANG | | HCP | | past | Info | Reg Closed |
| Jul 12... | 229 | Jul 12,26,Aug 1 | Sun,Sat | Day | GMORA-P | 5,193.9 | 143 | Northport Yacht Club | JOHN SHORT RACE | | HCP | | results | Info | Results |
| Jul 12 | 230 | Jul 12 | Sun | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Hosea White Race | | HCP | | results | Info | Results |
| Jul 12 | 231 | Jul 12 | Sun | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Pilot Regatta | | HCP | Ovr, WE, CCC | results | Info | Results |
| Jul 15... | 232 | Jul 15,22,29,Aug 5,12,19 | Wed | Eve | CBYRA-NOTB | 5,496.9 | 602 | Rock Creek Racing | WNR Series 2 | | HCP | | past | Info | Reg Closed |
| Jul 15... | 233 | Jul 15,22,29,Aug 5,12,19 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Summer Evening Series | Y | PUR | CNR | results | Info | Results |
| Jul 15 | 234 | Jul 15 | Wed | Day | MBSA | 5,251.4 | 2 | Hingham Bay Racing | Bradford Curry Time Trial Week 2 | | Trial | | past | Info | Reg Closed |
| Jul 15... | 235 | Jul 15,22,29,Aug 5,12 | Wed | Eve | CBYRA-Annap | 0.0 | 623 | Round Bay Sailing Association | RBSA WEDNESDAY SHADOW | | Trial | | past | Info | Reg Closed |
| Jul 15... | 236 | Jul 15,22,29,Aug 5,12 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Summer Series | Y | HCP | | results | Info | Results |
| Jul 17 | 237 | Jul 17 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl | | HCP | Q, OSH | results | Info | Results |
| Jul 18,19 | 238 | Jul 18,19 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | King of Spain | | OD | | results | Info | Results |
| Jul 18 | 239 | Jul 18 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Centerboard Regatta | | HCP | Ovr, WE, CCC | results | Info | Results |
| Jul 19 | 240 | Jul 19 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Annual Round Southport Race | | PUR | | past | Info | Reg Closed |
| Jul 19 | 241 | Jul 19 | Sun | Day | CBYRA-NOTB | 5,496.9 | 602 | Rock Creek Racing | Star Spangled Classic | | HCP | | past | Info | Reg Closed |
| Jul 22... | 242 | Jul 22,29,Aug 5,12,26,Sep 2,9 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | BHHR/CPYC Wed Night Racing | | HCP | | past | Info | Reg Closed |
| Jul 22... | 243 | Jul 22,29,Aug 5,12 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Summer Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| Jul 24... | 244 | Jul 24,Aug 22 | Fri,Sat | Day | GMORA | 5,214.3 | 78 | Boothbay Harbor YC | BHYC 2020 Annual Classic Race Series | | PUR | | past | Info | Reg Closed |
| Jul 24,25 | 245 | Jul 24,25 | Fri,Sat | Day | GMORA-P | 5,192.7 | 80 | Camden Classics Cup | Camden Classics Cup | | HCP | Ovr, PB | results | Info | Results |
| Jul 25 | 246 | Jul 25 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Circle The Light Houses (scorpion)- Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Jul 25,26 | 247 | Jul 25,26 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Seniors | | OD | | past | Cancelled | Reg Closed |
| Jul 25,26 | 248 | Jul 25,26 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Juniors | | Jr | | past | Cancelled | Reg Closed |
| Jul 25 | 249 | Jul 25 | Sat | Day | MBSA | 5,241.4 | 32 | Scituate Sailing | Kids Drive Pursuit Race | | PUR | | past | Info | Results |
| Jul 29... | 250 | Jul 29,Aug 5,12,19,26 | Wed | Eve | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Late Summer Series | | HCP | | past | Info | Reg Closed |
| Jul 31 | 251 | Jul 31 | Fri | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Classic Yacht Regatta | | HCP | | past | Info | Reg Closed |
| Aug 1,2 | 252 | Aug 1,2 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Cal Race Week | | HCP | | results | Info | Results |
| Aug 1 | 253 | Aug 1 | Sat | Day | MBSA | 5,253.2 | 8 | Jubilee YC | Phil Small Race | | HCP | | past | Info | Reg Closed |
| Aug 1 | 254 | Aug 1 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 26th Annual Pursuit Race to Benefit Make-A-Wish | | PUR | P | results | Cancelled | Reg Closed |
| Aug 1 | 255 | Aug 1 | Sat | Day | GMORA | 5,214.3 | 78 | Boothbay Harbor YC | 46th Annual BHYC Regatta | | HCP | Ovr, WE, BB | results | Info | Results |
| Aug 2 | 256 | Aug 2 | Sun | Day | GMORA-P | 5,189.5 | 275 | Stockton Harbor SC | Turtlehead Trot | | HCP | | past | Info | Reg Closed |
| Aug 6,... | 257 | Aug 6,13,20,27,Sep 3,17,24,Oct 1,8,15,22 | Thu | Eve | LMSRF | 6,095.5 | 334 | Chicago YC | Thursday Night Skyline Series | | Trial | | past | Info | Reg Closed |
| Aug 7,8 | 258 | Aug 7,8 | Fri,Sat | OvrNt | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Monhegan Island Race & Seguin Island Sprint | | HCP | Ovr, WE | results | Info | Results |
| Aug 7 | 259 | Aug 7 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #3 | | PUR | | results | Info | Results |
| Aug 7 | 260 | Aug 7 | Fri | OvrNt | MBSA-N | 5,251.2 | 44 | Marblehead YC | Downeast Challenge | | HCP | Ovr, BB, OSH | past | Info | Results |
| Aug 8 | 261 | Aug 8 | Sat | Day | MBSA-S | 5,259.1 | 41 | Courageous SC | Flip Flop Regatta | | PUR | P | results | Info | Results |
| Aug 8 | 262 | Aug 8 | Sat | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | BHYC 2020 BHOD regatta | | HCP | | past | Info | Reg Closed |
| Aug 9 | 263 | Aug 9 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Hospice Regatta -- Care Dimensions | | HCP | | past | Cancelled | Reg Closed |
| Aug 10 | 264 | Aug 10 | Mon | Day | CBYRA | 0.0 | 576 | Chesapeake Racer Cruiser Association | CRAB EZ DUAL SCORE | | Trial | | past | Info | Reg Closed |
| Aug 12 | 265 | Aug 12 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Rumble III - Hingham Bay - ORRez Regatta | | HCP | | results | Cancelled | Reg Closed |
| Aug 15 | 266 | Aug 15 | Sat | Day | MBSA-S | 5,249.5 | 26 | Hingham YC | Hingham YC Hitchcock Trophy | Y | HCP | H, Q | results | Info | Results |
| Aug 15 | 267 | Aug 15 | Sat | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | BHYC 2020 BHOOD regatta | | HCP | | past | Info | Reg Closed |
| Aug 15 | 268 | Aug 15 | Sat | Day | GMORA-W | 5,239.7 | 144 | Handy Boat | 48th Annual Handy Boat/Hallett Sails Regatta | | HCP | | results | Info | Results |
| Aug 16 | 269 | Aug 16 | Sun | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC JFK Regatta | | HCP | Q | results | Cancelled | Reg Closed |
| Aug 19... | 270 | Aug 19,26,Sep 2,9,16 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Fall Series | Y | HCP | | results | Info | Results |
| Aug 19... | 271 | Aug 19,26,Sep 2,9,16 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Flashlight Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| Aug 22,23 | 272 | Aug 22,23 | Sat,Sun | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Thunderbird Spirit Series | | OD | | results | Info | Results |
| Aug 22 | 273 | Aug 22 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Bluewater Regatta | | HCP | Ovr, WE | results | Info | Results |
| Aug 26... | 274 | Aug 26,Sep 2,9,16,23,30 | Wed | Eve | CBYRA-NOTB | 5,496.9 | 602 | Rock Creek Racing | WNR Series 3 | | HCP | | past | Info | Reg Closed |
| Aug 26... | 275 | Aug 26,Sep 2,9,16,23,30 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Fall Evening Series | Y | PUR | CNR | results | Info | Results |
| Aug 27... | 276 | Aug 27,28,29 | Thu,... | Day | MBSA-N | 5,252.7 | 142 | Rhodes 19 Fleet 5 | Rhodes 19 National Championship | | OD | | results | Cancelled | Reg Closed |
| Aug 28 | 277 | Aug 28 | Fri | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Red and White Race | | HCP | OSH | results | Info | Results |
| Aug 30 | 278 | Aug 30 | Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Yacht Club Solo Challange | | PUR | Ovr | results | Info | Results |
| Aug 30... | 279 | Aug 30,Sep 6,13,20,27 | Sun | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Fall Sunday Series | | HCP | | past | Info | Reg Closed |
| Aug 30 | 280 | Aug 30 | Sun | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | Veuve Clicquot 1 | | HCP | | past | Info | Reg Closed |
| Aug 30 | 281 | Aug 30 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | Max Warburg Trophy | | HCP | Ovr | results | Info | |
| Sep 2,... | 282 | Sep 2,9,16,23,30,Oct 7 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | Wednesday Fall Series | | HCP | | results | Info | Results |
| Sep 7 | 283 | Sep 7 | Mon | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Sail Salem Pursuit Race | | PUR | P | results | Info | Results |
| Sep 12 | 284 | Sep 12 | Sat | Day | CBYRA | 0.0 | 576 | Chesapeake Racer Cruiser Association | NASS RACE TO THE LIGHTHOUSES - CRCA BOTY SERIES SCORING | | HCP | | past | Info | Reg Closed |
| Sep 12 | 285 | Sep 12 | Sat | Day | ALL | 0.0 | 327 | ORA | NASS Race to the Lighthouses | | HCP | | past | Info | Reg Closed |
| Sep 12 | 286 | Sep 12 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Chowder Cup - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Sep 12 | 287 | Sep 12 | Sat | Day | GMORA-P | 5,193.9 | 143 | Northport Yacht Club | AROUND ISLESBORO RACE | | HCP | | past | Info | Results |
| Sep 13 | 288 | Sep 13 | Sun | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | Pompano | | PUR | | past | Info | Reg Closed |
| Sep 13 | 289 | Sep 13 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | James R Hodder Regatta | Y | HCP | | results | Info | Results |
| Sep 19 | 290 | Sep 19 | Sat | Day | MBSA-S | 5,250.2 | 1 | Hull YC | HYC Great Chase Race (Quarantine Edition) | | Trial | P | results | Info | Results |
| Sep 19 | 291 | Sep 19 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Lightship Race Fall Series Race #1 | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 19 | 292 | Sep 19 | Sat | Day | MBSA | 5,253.2 | 8 | Jubilee YC | Jubilee Annual Regatta | | HCP | Q | results | Info | Results |
| Sep 19,20 | 293 | Sep 19,20 | Sat,Sun | Day | GMORA | 5,239.5 | 85 | Etchells Fleet 27 @ Portland YC | Lobster Bowl Regatta | | OD | | past | Info | Reg Closed |
| Sep 20... | 294 | Sep 20,Oct 3,3,11,17,Nov 15,21 | Sun,... | Day | GYA | 6,224.9 | 484 | Southern YC | HC Fall Race Days | | HCP | NS | results | Info | Results |
| Sep 26 | 295 | Sep 26 | Sat | Day | ALL | 0.0 | 327 | ORA | AYC Fall Solomons | | HCP | | past | Info | Reg Closed |
| Sep 26 | 296 | Sep 26 | Sat | Day | MBSA | 5,257.9 | 154 | Savin Hill YC | Boston Light Race | | PUR | P | results | Info | Results |
| Sep 26 | 297 | Sep 26 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Series Race #2 | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 26 | 298 | Sep 26 | Sat | Day | CBYRA | 0.0 | 576 | Chesapeake Racer Cruiser Association | AYC SOLOMONS - CRCA BOTY SERIES SCORING | | HCP | | past | Info | Reg Closed |
| Sep 27 | 299 | Sep 27 | Sun | Day | MBSA | 5,250.6 | 7 | Eastern YC | Marblehead Chowder Cup Challenge | | HCP | | past | Info | Reg Closed |
| Oct 3 | 300 | Oct 3 | Sat | Day | CBYRA | 0.0 | 451 | Potapskut Sailing Assoication | WISH WE WERE RACING TO ROCK HALL | | HCP | | past | Info | Reg Closed |
| Oct 3 | 301 | Oct 3 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Series Race #3 | Y | HCP | Ovr, WE | results | Info | Results |
| Oct 3 | 302 | Oct 3 | Sat | Day | MBSA | 5,250.6 | 7 | Eastern YC | EYC Pot Luck Pursuit Race | | PUR | | past | Info | Results |
| Oct 3 | 303 | Oct 3 | Sat | Day | GYA | 6,224.9 | 484 | Southern YC | Leukemia Cup Regatta | | HCP | NS | results | Info | Results |
| Oct 10,10 | 304 | Oct 10,10 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Series Race #4 | Y | HCP | Ovr, WE | results | Info | Results |
| Oct 17 | 305 | Oct 17 | Sat | Day | CBYRA | 0.0 | 576 | Chesapeake Racer Cruiser Association | BALT HARBOR CUP - CRCA BOTY SERIES SCORING | | HCP | | past | Info | Reg Closed |
| Oct 17 | 306 | Oct 17 | Sat | Day | ALL | 0.0 | 327 | ORA | Baltimore Harbor Cup | | HCP | | past | Info | Reg Closed |
| Oct 18 | 307 | Oct 18 | Sun | Day | CBYRA-NOTB | 5,496.9 | 602 | Rock Creek Racing | Francis Scott Key Classic | | HCP | | past | Info | Reg Closed |
| Nov 15 | 308 | Nov 15 | Sun | Day | GYA | 6,224.9 | 484 | Southern YC | Allstate Sugar Bowl Regatta HC | | HCP | | past | Info | Reg Closed |
| Nov 15 | 309 | Nov 15 | Sun | Day | BSA | 4,759.8 | 598 | Bermuda Offshore Cruising Association | TEST | | PUR | | past | Info | Reg Closed |
| Nov 18 | 310 | Nov 18 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Annual Meeting | | Soc | | past | Info | RSVP Closed |
| Dec 01 | 311 | Dec 01 | Tue | Eve | MBSA | 5,259.5 | 9 | Constit. YC | CYC NYD Celebration | | Soc | | results | Info | RSVP Closed |