| Feb 08 | 1 | Feb 08 | Sat | Eve | MBSA | 5,251.4 | 2 | Hingham Bay Racing | Awards Dinner | | Soc | | results | Info | RSVP Closed |
| May 14... | 2 | May 14,21,28,Jun 4,11,18 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Spring Evening Series | Y | HCP | | results | Info | Results |
| May 14... | 3 | May 14,21,28,Jun 4,18 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Hingham Bay Spring Series | Y | HCP | B | results | Info | Results |
| May 14... | 4 | May 14,21,28,Jun 4,11,18 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Spring Series | Y | HCP | | results | Info | Results |
| May 21... | 5 | May 21,28,Jun 4,11,18,25,Jul 2,9,16,23,30,Aug 6,13,20,27 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | WEDNESDAY SUMMER SERIES | | HCP | | results | Info | Results |
| May 24 | 6 | May 24 | Sat | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Memorial Day Regatta | Y | HCP | M | results | Info | Results |
| May 28... | 7 | May 28,Jun 4,11,18,25 | Wed | Eve | MBSA-S | 5,255.8 | 11 | Cottage Park YC | CPYC Spring SeriesTwilight Races | Y | HCP | | results | Info | Results |
| May 29... | 8 | May 29,Jun 5,12,19,26,Jul 3,10,17 | Thu | Eve | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Twilight 1st Series | | OD | Twi | results | Info | Results |
| Jun 1 | 9 | Jun 1 | Sun | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Lambert Ocean Race | Y | HCP | M, O | results | Info | Results |
| Jun 5,... | 10 | Jun 5,12,19,26,Jul 3,10,17,24,31,Aug 7,14,21,28,Sep 4,11 | Thu | Eve | GMORA-W | 5,239.6 | 71 | Portland YC | Thursday Night Races | | HCP | | results | Info | Results |
| Jun 7 | 11 | Jun 7 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Spring Regatta | | HCP | Q | results | Info | Results |
| Jun 8,... | 12 | Jun 8,15,22,29,Jul 6 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Town Class 1st Sunday Series | | OD | SUN | results | Info | Results |
| Jun 8 | 13 | Jun 8 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Summerset Regatta | Y | HCP | Q, M | results | Info | Results |
| Jun 10... | 14 | Jun 10,17,24,Jul 1,8,15,22,29,Aug 5,12,19,26,Sep 9 | Tue | Eve | GMORA-P | 5,192.9 | 74 | Rockland YC | RYC Tuesday Night Series | | HCP | | results | Info | Results |
| Jun 11 | 15 | Jun 11 | Wed | Eve | MBSA | 5,255.9 | 12 | Boston Harbor Handicap Racing | Rumble I | Y | HCP | | results | Info | Results |
| Jun 14 | 16 | Jun 14 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | HBPHRF Solstice Regatta | Y | HCP | H, Q | results | Info | Results |
| Jun 14 | 17 | Jun 14 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | CYC Regatta | | HCP | Ovr, WE | results | Info | Results |
| Jun 15 | 18 | Jun 15 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Hospice Regatta | | HCP | Q, M | results | Info | Results |
| Jun 21 | 19 | Jun 21 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Solstice Race | | HCP | | results | Info | Results |
| Jun 21 | 20 | Jun 21 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Pilot Regatta | | HCP | Ovr, WE | results | Info | Results |
| Jun 21 | 21 | Jun 21 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Constitution Cup | | HCP | Q | results | Info | Results |
| Jun 22 | 22 | Jun 22 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | MYC Patton Bowl | | HCP | M, O | results | Info | Results |
| Jun 22 | 23 | Jun 22 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Windjammer Days BHOD Race | | OD | | results | Info | Results |
| Jun 25... | 24 | Jun 25,Jul 2,9,16,23,30 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Summer Evening Series | | HCP | | results | Info | Results |
| Jun 25... | 25 | Jun 25,Jul 9,16,23,30,Aug 6 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Summer Series | Y | HCP | | results | Info | Results |
| Jun 25... | 26 | Jun 25,Jul 2,16,23,30 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Hingham Bay Summer Series | Y | HCP | B | results | Info | Results |
| Jun 27 | 27 | Jun 27 | Fri | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Moon Chase | | PUR | P | results | Info | Results |
| Jun 28 | 28 | Jun 28 | Sat | Day | GMORA-W | 5,236.3 | 73 | Harraseeket YC | HYC Regatta | | PUR | Ovr, WE | results | Info | Results |
| Jun 28 | 29 | Jun 28 | Sat | Day | MBSA-S | 5,250.3 | 18 | Rhodes 19 Fleet 46 | First Chance Regatta | Y | OD | Chp | results | Info | Results |
| Jun 28 | 30 | Jun 28 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Phil Small Regatta | Y | HCP | M, O | results | Info | Results |
| Jun 29... | 31 | Jun 29,Aug 17 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Commodore's Cup Series | | HCP | O | results | Info | Results |
| Jul 2,... | 32 | Jul 2,9,16,23,30 | Wed | Eve | MBSA-S | 5,255.8 | 11 | Cottage Park YC | CPYC Summer Series Twilight Races | Y | HCP | | results | Info | Results |
| Jul 4 | 33 | Jul 4 | Fri | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta | Y | HCP | Q, M | results | Info | Results |
| Jul 5 | 34 | Jul 5 | Sat | Day | GMORA | 5,239.6 | 71 | Portland YC | Schooner Trophy Race | | HCP | | past | Info | Results |
| Jul 9,... | 35 | Jul 9,16,23,30,Aug 6,13,20 | Wed | Eve | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Wednesday Night Series | | HCP | | past | Info | Results |
| Jul 9 | 36 | Jul 9 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Rumble II | Y | HCP | | results | Info | Results |
| Jul 12 | 37 | Jul 12 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Monhegan Races | | HCP | Ovr, WE, PB | results | Info | Results |
| Jul 12 | 38 | Jul 12 | Sat | Day | MBSA-N | 5,248.2 | 68 | Manchester YC - HBC | S.S. Crocker Memorial Race | | PUR | P | results | Info | Results |
| Jul 12 | 39 | Jul 12 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | HBPHRF Scorpion Bowl | Y | HCP | H, Q | results | Info | Results |
| Jul 13... | 40 | Jul 13,20,Aug 10,17,24 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Town Classs 2nd Sunday Series | | OD | SUN | results | Info | Results |
| Jul 13 | 41 | Jul 13 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | BHYC Jr. Program Foundation Cup Regatta | | HCP | Ovr, BB, O | results | Info | Results |
| Jul 13 | 42 | Jul 13 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Midsummer Ocean Race | Y | HCP | M, O | results | Info | Results |
| Jul 18 | 43 | Jul 18 | Fri | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl | | HCP | Q, M, O | results | Info | Results |
| Jul 18... | 44 | Jul 18,19,20 | Fri,... | Day | MBSA-N | 5,255.8 | 11 | Cottage Park YC | Boston Harbor Star District I Championships | | OD | | results | Info | Results |
| Jul 19,20 | 45 | Jul 19,20 | Sat,Sun | Day | GMORA | 5,650.0 | 132 | Penobscot Pursuit Race | Penobscot Pursuit Regatta | | PUR | Ovr, PB | results | Info | Results |
| Jul 20 | 46 | Jul 20 | Sun | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Chase Race | | PUR | | results | Info | Results |
| Jul 21... | 47 | Jul 21,22,23 | Mon,... | Day | MBSA-N | 5,250.6 | 81 | Pleon YC | Marblehead Junior Race Week | | Jr | | results | Info | Results |
| Jul 25... | 48 | Jul 25,Aug 22 | Fri | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Classic Yacht Race | | PUR | | results | Info | Results |
| Jul 26,27 | 49 | Jul 26,27 | Sat,Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Invitational Regatta | | HCP | Ovr, PB | results | Info | Results |
| Jul 26 | 50 | Jul 26 | Sat | Day | MBSA-N | 5,265.5 | 59 | Medford Boat Club | The Traverse Regatta to Support ALS Research | | Jr | | past | Info | Results |
| Jul 26 | 51 | Jul 26 | Sat | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Scituate Invitational- All Invited | | HCP | Q | results | Info | Results |
| Jul 26 | 52 | Jul 26 | Sat | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Round the Salvages Pursuit Rac | | PUR | | results | Info | Results |
| Jul 31... | 53 | Jul 31,Aug 7,14,21,28 | Thu | Eve | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Twilight 2nd Series | | OD | Twi | results | Info | Results |
| Aug 2,3 | 54 | Aug 2,3 | 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 2,3 | 55 | Aug 2,3 | Sat,Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Town Class 2014 National Championship | | OD | | results | Info | Results |
| Aug 2 | 56 | Aug 2 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 20th Pursuit Race to Benefit Make-A-Wish | | PUR | P | results | Info | Results |
| Aug 2,3 | 57 | Aug 2,3 | Sat,Sun | Day | MBSA | 5,255.8 | 11 | Cottage Park YC | CPYC RegattaTo Benefit Make-A-Wish OD | | OD | | results | Info | Results |
| Aug 2 | 58 | Aug 2 | Sat | Day | MBSA-N | 5,253.2 | 30 | Palmers Cove YC | PCYC Bowditch Race | | HCP | Q, M | results | Info | Results |
| Aug 2,3 | 59 | Aug 2,3 | Sat,Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | 40th Annual BHYC Regatta | | HCP | Ovr, BB, O | results | Info | Results |
| Aug 5,6 | 60 | Aug 5,6 | Tue,Wed | Day | MBSA | 5,255.8 | 11 | Cottage Park YC | N-10 Midgets | | Jr | | results | Info | Results |
| Aug 6,... | 61 | Aug 6,20,27,Sep 3,10,17 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Fall Evening Series | | HCP | | results | Info | Results |
| Aug 6,... | 62 | Aug 6,13,20,27,Sep 3,10 | Wed | Eve | MBSA-S | 5,255.8 | 11 | Cottage Park YC | CPYC Fall Series Twilight Races | Y | HCP | | results | Info | Results |
| Aug 6 | 63 | Aug 6 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Rumble III | | HCP | | results | Info | Results |
| Aug 9,10 | 64 | Aug 9,10 | Sat,Sun | Day | MBSA | 5,255.8 | 11 | Cottage Park YC | US Women's Snipe National Championships | | OD | | results | Info | Results |
| Aug 9 | 65 | Aug 9 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Barefoot Regatta | | PUR | P | results | Info | Results |
| Aug 10 | 66 | Aug 10 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | `Round Southport Race | | PUR | | results | Info | Results |
| Aug 11,12 | 67 | Aug 11,12 | Mon,Tue | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Maine State Opti Championship | | Jr | | results | Info | Results |
| Aug 13... | 68 | Aug 13,20,27,Sep 3,10 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Hingham Bay Fall Series | Y | HCP | B | results | Info | Results |
| Aug 13... | 69 | Aug 13,20,27,Sep 3,10,17 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Fall Series | Y | HCP | | results | Info | Results |
| Aug 15... | 70 | Aug 15,16,17 | Fri,... | Day | MBSA | 5,255.8 | 11 | Cottage Park YC | North American Snipe Championships | | OD | | results | Info | Results |
| Aug 15... | 71 | Aug 15,16,17 | Fri,... | Day | GMORA-P | 5,192.7 | 80 | Camden Classics Cup | Penobscot Bay Rendezvous | | HCP | Ovr, PB | results | Info | Results |
| Aug 16 | 72 | Aug 16 | Sat | Day | MBSA-S | 5,249.5 | 26 | Hingham YC | Hingham YC Hitchcock Trophy | Y | HCP | H, Q | results | Info | Results |
| Aug 16 | 73 | Aug 16 | Sat | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | EPYC Ocean Pursuit Race | | PUR | P | results | Info | Results |
| Aug 17 | 74 | Aug 17 | Sun | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC JFK Regatta | | HCP | Q | results | Info | Results |
| Aug 22... | 75 | Aug 22,23,24 | Fri,... | Day | MBSA-N | 0.0 | 4 | Mass Bay Sailing | ONE Championships | | HCP | H, Q, Ovr | results | Info | Results |
| Aug 30 | 76 | Aug 30 | Sat | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | CANCELLED -Etchells New England Championship | | OD | | past | Info | Results |
| Aug 30 | 77 | Aug 30 | Sat | Day | MBSA | 5,243.2 | 14 | Eastern Point YC | Schooner Festival PHRF Race | | HCP | | results | Info | Results |
| Sep 1 | 78 | Sep 1 | Mon | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Sailing Heals Pursuit Race | | PUR | P | results | Info | Results |
| Sep 3,... | 79 | Sep 3,10,17,24,Oct 1,8 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | Wednesday Fall Series | | HCP | | results | Info | Results |
| Sep 6 | 80 | Sep 6 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Jubilee Annual Regatta | Y | HCP | Q, M | results | Info | Results |
| Sep 6 | 81 | Sep 6 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | CANCELLED:Constitution YC Fall Regatta | | HCP | | past | Info | Results |
| Sep 6,7 | 82 | Sep 6,7 | Sat,Sun | Day | GMORA-W | 0.0 | 140 | J24 Downeast Regatta | J24 Downeast Regatta Northeast Regionals | | OD | | results | Info | Reg Not Open |
| Sep 9,... | 83 | Sep 9,10,11,12 | Tue,... | Day | MBSA | 5,250.3 | 18 | Rhodes 19 Fleet 46 | Rhodes 19 National Championship | | OD | | results | Info | Results |
| Sep 13 | 84 | Sep 13 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Race Sept 13 | Y | HCP | F, Ovr, WE | results | Info | Results |
| Sep 13,14 | 85 | Sep 13,14 | Sat,Sun | Day | GMORA-W | 5,239.5 | 85 | Etchells Fleet 27 @ Portland YC | Etchells Lobster Bowl Regatta | | OD | | results | Info | Results |
| Sep 13 | 86 | Sep 13 | Sat | Day | GMORA | 5,192.9 | 74 | Rockland YC | Maine Rocks Race | | HCP | Ovr | results | Info | Results |
| Sep 13 | 87 | Sep 13 | Sat | Day | MBSA-S | 5,250.2 | 1 | Hull YC | HYC Great Chase Race | | PUR | P | results | Info | Results |
| Sep 14 | 88 | Sep 14 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | James R Hodder Regatta | Y | HCP | M, O | results | Info | Results |
| Sep 20 | 89 | Sep 20 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | HBPHRF Chowder Cup | Y | HCP | H, Q | results | Info | Results |
| Sep 20,21 | 90 | Sep 20,21 | Sat,Sun | Day | MBSA-S | 5,265.5 | 59 | Medford Boat Club | The Mystic Lake Open Snipe Regatta | | OD | | past | Info | Results |
| Sep 20 | 91 | Sep 20 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Lightship Race Sept 20 | Y | HCP | F, Ovr, WE | past | Info | Results |
| Sep 21 | 92 | Sep 21 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | MYC Fall Series | | HCP | Q, M | results | Info | Results |
| Sep 27 | 93 | Sep 27 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Race Sept 27 | Y | HCP | F, Ovr, WE | results | Info | Results |
| Sep 27 | 94 | Sep 27 | Sat | Day | MBSA-S | 5,259.2 | 16 | Boston Harbor Now | Boston Harbor Islands Regatta | | PUR | P | results | Info | Results |
| Oct 4 | 95 | Oct 4 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Fall Race Oct 4 | Y | HCP | F, Ovr, WE | results | Info | Results |
| Oct 5 | 96 | Oct 5 | Sun | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | Marblehead Chowder Cup | | HCP | Q, M | results | Info | Results |
| Nov 07 | 97 | Nov 07 | Fri | Eve | ALL | 5,240.0 | 70 | GMORA | Awards Evening | | Soc | | results | Info | RSVP Closed |
| Nov 21 | 98 | Nov 21 | Fri | Eve | MBSA | 0.0 | 4 | Mass Bay Sailing | MBSA Awards Dinner | | Soc | | results | Info | RSVP Closed |