  | Jan 1 | 1 | Jan 1 | Mon | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Jack Roberts Memorial NYD Race | | PUR | | results | Info | Results |
| | Feb 07 | 2 | Feb 07 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Race Tactics and Sail Technology | | Soc | | past | Info | RSVP Closed |
| | Feb 24,25 | 3 | Feb 24,25 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta | | Jr | | results | Info | Results |
| | Mar 14 | 4 | Mar 14 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | The Quest to Sail Around The World Solo | | Soc | | past | Info | RSVP Closed |
| | Apr 04 | 5 | Apr 04 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Challenges and Triumphs of the Blind Sailor | | Soc | | past | Info | RSVP Closed |
| | Apr 8 | 6 | Apr 8 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harris Spring Regatta | | HCP | | results | Info | Results |
| | Apr 18... | 7 | Apr 18,25,May 2,9,16,23,30,Jun 6,13,20,27,Jul 11,18,25,Aug 1,8,15,22,29,Sep 5 | Wed | Day | SCYA | 7,825.4 | 172 | California YC | Sunset Series | | HCP | | regopen | Info | Register |
| | May 16... | 8 | May 16,23,30,Jun 6,13 | Wed | Eve | MBSA-S | 5,248.5 | 2 | Hing Bay PHRF | Spring Series - Hingham Bay - ORRez Regatta | | HCP | B | regopen | Info | Register |
| | May 16 | 9 | May 16 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Constitution YC Skippers Meeting | | Soc | | regopen | Info | RSVP |
| | May 16... | 10 | May 16,23,30,Jun 6,13,20 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Spring Series | Y | HCP | | regopen | Info | Register |
| | May 17... | 11 | May 17,24,31,Jun 7,14 | Thu | Eve | SCYA | 7,825.4 | 172 | California YC | Starlight Series | | OD | | regopen | Info | Register |
| | May 20 | 12 | May 20 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 1 | Y | HCP | | regopen | Info | Register |
| | May 23... | 13 | May 23,30,Jun 6,13,27 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Spring Evening Series | Y | HCP | | regopen | Info | Register |
| | May 23... | 14 | May 23,30,Jun 6,13,20,27,Jul 4,11,18,25,Aug 1,8,15,22,29 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | WEDNESDAY SUMMER SERIES | | HCP | | regopen | Info | Register |
| | May 26 | 15 | May 26 | Sat | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Memorial Day Regatta | Y | HCP | | regopen | Info | Register |
| | Jun 2,3 | 16 | Jun 2,3 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Cal Race Week | | HCP | | regopen | Info | Register |
| | Jun 02 | 17 | Jun 02 | Sat | Eve | SCYA | 7,825.4 | 172 | California YC | CRW Shirt Sales | | Soc | | regopen | Info | RSVP |
| | Jun 6 | 18 | Jun 6 | Wed | Eve | MBSA-S | 5,248.5 | 2 | Hing Bay PHRF | Rumble I - Hingham Bay - ORRez Regatta | | HCP | | regopen | Info | Register |
| | Jun 9 | 19 | Jun 9 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Centerboard Regatta | | HCP | | regopen | Info | Register |
| | Jun 10 | 20 | Jun 10 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian YC | Summerset Regatta | Y | HCP | | regopen | Info | Register |
| | Jun 12... | 21 | Jun 12,19,26,Jul 10,17,24,31,Aug 7,14,21,28,Sep 4,11 | Tue | Eve | GMORA-P | 5,192.9 | 74 | Rockland YC | RYC Tuesday Night Series | | HCP | | regopen | Info | Register |
| | Jun 15 | 22 | Jun 15 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #1 | | PUR | | regopen | Info | Register |
| | Jun 16 | 23 | Jun 16 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Spring Regatta | | HCP | | regopen | Info | Register |
| | Jun 16 | 24 | Jun 16 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Pilot Regatta | | HCP | | regopen | Info | Register |
| | Jun 16... | 25 | Jun 16,17,Jul 28,29 | Sat,... | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Summer PHRF Series | | HCP | | future | Info | Reg Not Open |
| | Jun 17 | 26 | Jun 17 | Sun | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | 24th Annual Hospice Regatta for Care Dimensions | | HCP | | regopen | Info | Register |
| | Jun 20... | 27 | Jun 20,27,Jul 11,25,Aug 1 | Wed | Eve | MBSA-S | 5,248.5 | 2 | Hing Bay PHRF | Summer Series - Hingham Bay - ORRez Regatta | | HCP | B | regopen | Info | Register |
| | Jun 23 | 28 | Jun 23 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Rockland Yacht Club Solstice Race | | HCP | | future | Info | Reg Not Open |
| | Jun 23 | 29 | Jun 23 | Sat | Day | MBSA-S | 5,248.5 | 2 | Hing Bay PHRF | Solstice Regatta - Hingham Bay - ORRez Regatta | Y | HCP | H | regopen | Info | Register |
| | Jun 27 | 30 | Jun 27 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Rumble II | Y | HCP | | regopen | Info | Register |
| | Jun 27... | 31 | Jun 27,Jul 11,18,25,Aug 1,8 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Summer Series | Y | HCP | | regopen | Info | Register |
| | Jun 29 | 32 | Jun 29 | Fri | OvrNt | MBSA-N | 5,250.6 | 7 | Eastern YC | Lambert Overnight Ocean Race | | HCP | | regopen | Info | Register |
| | Jul 4 | 33 | Jul 4 | Wed | Day | GMORA | 5,239.6 | 71 | Portland YC | Schooner Trophy Race | | HCP | | regopen | Info | Register |
| | Jul 6 | 34 | Jul 6 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #2 | | PUR | | regopen | Info | Register |
| | Jul 7 | 35 | Jul 7 | Sat | Day | MBSA-S | 5,248.5 | 2 | Hing Bay PHRF | Scorpion Bowl - Hingham Bay - ORRez Regatta | Y | HCP | H | regopen | Info | Register |
| | Jul 7 | 36 | Jul 7 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Bluewater Regatta | | HCP | | regopen | Info | Register |
| | Jul 8 | 37 | Jul 8 | Sun | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Clemson Chase Race | | PUR | | regopen | Info | Register |
| | Jul 8 | 38 | Jul 8 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 2 | Y | HCP | | regopen | Info | Register |
| | Jul 8 | 39 | Jul 8 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | Henry Reath Pursuit Race | | PUR | | regopen | Info | Register |
| | Jul 11... | 40 | Jul 11,18,25,Aug 1,8,15 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Summer Evening Series | Y | HCP | | regopen | Info | Register |
| | Jul 14,15 | 41 | Jul 14,15 | Sat,Sun | Day | GMORA-P | 5,194.1 | 159 | Front Street Shipyard | PHRF-ME State Championship / Penobscot PHRF Regatta | | HCP | | future | Info | Reg Not Open |
| | Jul 14 | 42 | Jul 14 | Sat | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | S.S. Crocker Memorial Race | | PUR | | future | Info | Reg Not Open |
| | Jul 15 | 43 | Jul 15 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian YC | Midsummer Ocean Race | Y | HCP | | regopen | Info | Register |
| | Jul 15 | 44 | Jul 15 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | Hospice of Hancock County Cruising Class Race | | HCP | | future | Info | |
| | Jul 20 | 45 | Jul 20 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl OCS (Day Race) | | HCP | | regopen | Info | Register |
| | Jul 20 | 46 | Jul 20 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl Night Start | | HCP | | regopen | Info | Register |
| | Jul 21,22 | 47 | Jul 21,22 | Sat,Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Invitational Regatta | | HCP | | future | Info | Reg Not Open |
| | Jul 27 | 48 | Jul 27 | Fri | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | June Moon Chase Race | | PUR | | regopen | Info | Register |
| | Jul 27 | 49 | Jul 27 | Fri | OvrNt | MBSA-N | 5,251.2 | 44 | Marblehead YC | Downeast Challenge | | HCP | | regopen | Info | Register |
| | Jul 27,28 | 50 | Jul 27,28 | Fri,Sat | Day | GMORA-P | 5,192.7 | 80 | Lyman-Morse & Camden YC | Camden Classics Cup | | HCP | | regopen | Info | Register |
| | Jul 27... | 51 | Jul 27,28,29 | Fri,... | Day | SCYA | 7,825.4 | 172 | California YC | CFJ Nationals | | Jr | | future | Info | Reg Not Open |
| | Aug 5 | 52 | Aug 5 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 3 | Y | PUR | | regopen | Info | Register |
| | Aug 5 | 53 | Aug 5 | Sun | Day | GMORA-P | 0.0 | 275 | Stockton Harbor SC | Turtlehead Trot | | HCP | | future | Info | Reg Not Open |
| | Aug 8,... | 54 | Aug 8,15,29,Sep 5,12 | Wed | Eve | MBSA-S | 5,248.5 | 2 | Hing Bay PHRF | Flashlight Series - Hingham Bay - ORRez Regatta | | HCP | B | regopen | Info | Register |
| | Aug 10 | 55 | Aug 10 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #3 | | PUR | | regopen | Info | Register |
| | Aug 11 | 56 | Aug 11 | Sat | OvrNt | GMORA-W | 5,239.6 | 71 | Portland YC | Monhegan Island Races | | HCP | | regopen | Info | Register |
| | Aug 15... | 57 | Aug 15,22,29,Sep 5,12,26 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Fall Series | Y | HCP | | regopen | Info | Register |
| | Aug 18 | 58 | Aug 18 | Sat | Day | GMORA-W | 5,239.7 | 77 | Natl. MS Society | MS Harborfest Regatta | | HCP | | regopen | Info | Register |
| | Aug 22... | 59 | Aug 22,29,Sep 5,12,19,26 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Fall Evening Series | Y | HCP | | regopen | Info | Register |
| | Aug 25 | 60 | Aug 25 | Sat | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Yacht Club Solo Challange | | PUR | | future | Info | Reg Not Open |
| | Aug 26 | 61 | Aug 26 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | The Max Warburg Pursuit Races (Two) | | PUR | | future | Info | Reg Not Open |
| | Sep 3 | 62 | Sep 3 | Mon | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Sail Salem Pursuit Race | | PUR | | regopen | Info | Register |
| | Sep 5,... | 63 | Sep 5,12,19,26,Oct 3 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | Wednesday Fall Series | | HCP | | regopen | Info | Register |
| | Sep 8 | 64 | Sep 8 | Sat | Day | MBSA-S | 5,259.2 | 16 | Boston Harbor Now | Boston Harbor Islands Regatta | | PUR | | regopen | Info | Register |
| | Sep 14... | 65 | Sep 14,15,16 | Fri,... | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Star Fleet District 1 Championship | | OD | | regopen | Info | Register |
| | Sep 16 | 66 | Sep 16 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | James R Hodder Regatta | Y | HCP | | regopen | Info | Register |
| | Sep 22 | 67 | Sep 22 | Sat | Day | MBSA-S | 5,248.5 | 2 | Hing Bay PHRF | Chowder Cup - Hingham Bay - ORRez Regatta | Y | HCP | H | regopen | Info | Register |
| | Sep 30 | 68 | Sep 30 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Marblehead Chowder Cup | | HCP | | regopen | Info | Register |
