| Major Trophies awarded 2019 | | | |
| Premier Trophies 2019 | | | |
| Dunlaoghaire Harbour Trophy | Most successful new yacht into DBSC Racing | Cruiser 1 Juggernaut 2 | Andrew Algeo |
| The George Arthur Newsom Cup | Most successful Yacht in one design classes | Flying Fifteen Betty | David Gorman/Chris Doorly |
| The Waterhouse Shield | Most successful Yacht in handicapped classes | Cruiser 2 Peridot | Jim McCann |
| Dr. Alf Delaney Memorial Cup | Most successful boat racing on dinghy courses | IDRA Dun Moanin | Frank Hamilton |
| The Brendan Ebril Memorial Cup | Most successful yacht frequently participated | Cruiser 1 Something Else | John and Brian Hall |
| The Viking Award Award | For a notable contribution to DBSC Sailing | | Donal O’ Sullivan |
| Cruisers 0 | | | |
| Martin Cup | Thursdays IRC Racing | Wow | George Sisk |
| Knox-Gore Bowl | Thursdays Echo Racing | Wow | George Sisk |
| Knox-Gore Cup | Saturdays IRC Racing | Wow | George Sisk |
| Centenary Trophy | Saturdays Echo Racing | Tsunami | Vincent Farrell |
| Royal Alfred John Rennie Trophy | Coastal races | Hot Cookie | John O’ Gorman |
| Cruisers 1 | | | |
| Briscoe Trophy | Tuesday racing | Jalapeno | Paul Barrington |
| West Pier Officers Cup | Thursdays IRC Racing | Gringo | Tony Fox |
| Tiamat Trophy | Thursdays Echo Racing | Gringo | Tony Fox |
| Weir Cup | Saturdays IRC Racing | White Mischief | Tim Goodbody |
| Osterberg Cup | Saturdays Echo Racing | Jump the Gun | John Kelly/Michael Monaghan |
| Royal Alfred Coastal Cup | Coastal races | White Mischief | Tim Goodbody |
| Cruiser 2 | | | |
| Lady Shamrock Trophy | Thursdays IRC Racing | Peridot | Jim McCann |
| Centenary Cup | Thursdays Echo Racing | Peridot | Jim McCann |
| Silver salver | Saturdays IRC Racing | Peridot | Jim McCann |
| Royal Alfred Cup | Coastal races | Peridot | Jim McCann |
| T.P.Early Memorial Cup | Saturdays Echo Racing | Springer | Ian Bowring |
| Silver Foam Trophy | Most Improved Boat Cr 2 | Enchantress | Kevin Bonnar and Friends |
| Rupert Bowl | Saturdays series 1 | Rupert | Richard and Philip Lovegrove |
| J.B.Stephens Trophy | Thursdays and Saturdays combined | Rupert | Richard and Philip Lovegrove |
| Sigma Fleet Trophy | Coastal race, Sigmas | Moonshine | Ronnie Maloney |
| Cruiser 3 | | | |
| Annette Cup | Thursdays Echo Series one | Papytoo | Maurice Walsh/Frank Guilfoyle |
| Smalldridge Cup | Thursdays IRC Overall | Running Wild | Brendan Foley |
| Viking Cup/Trophy | Thursdays Echo Overall | Running Wild | Brendan Foley |
| Sanderling Trophy | Thursdays IRC Overall | Asterix | John Counihan plus friends |
| Jack Kennedy Memorial Cup | Saturdays IRC Overall | Asterix | John Counihan plus friends |
| Mercia Cup | Saturdays Echo Overall | Asterix | John Counihan plus friends |
| Royal Alfred Mini Sam Maguire | Coastal Races | Asterix | John Counihan plus friends |
| Whimbrel Trophy | Thursdays Echo Overall | Eleint | Michael Matulka |
| Cruiser 5 | | | |
| Burford Trophy | Thursdays IRC Overall Div. A | Persistance | Charles Broadhead |
| Gerry Henry Salver | Thursdats Echo Overall | Persistance | Charles Broadhead/Ian Stuart/Jerry Collins |
| Trevor Wood Trophy | Thursdays IRC Overall Division B | Cvantes | Paul Conway |
| White Sail Class Trophy | Saturdays IRC Divisions A&B | Cvantes | Paul Conway |
| Anna Livia Trophy | Saturdays Echo overall A&B | Cvantes | Paul Conway |
| Galeleo Cup | Thursdays overall, no other trophy | Shearwater | Eamonn Doyle |
| Royal Alfred Howth Trophy Coastal series | Coastal Races | Sweet Martini | Bruce Carswell |
| 31.7s | | | |
| Feanor Trophy | Thursdays Overall One design | Crazy Horse | Frank Heath/Ivan Schuster |
| Horrigan Cup | Thursdays overall Echo | Levante | Michael Leahy/John Power |
| Royal Alfred 31.7 Cup | Coastal Races | Levante | Michael Leahy/John Power |
| Andora Trophy | Saturdays Overall one design | Prospect | Chris Johnson |
| Long John Silver Cup | Saturdays Overall Echo | Fiddley Bits | Bill Quigley |
| Dragons | | | |
| Oxford and Cambridge Cup | Thursdays Overall | ZinZan | Tim Carpenter/Patricia and Adrian |
| RIYC Cup | Saturdays Overall | Phantom | Peter Bowring/David Williams |
| Old Time Cup | Combined Thurs & Saturdays | Phantom | Peter Bowring/David Williams |
| Torry Cup | Special Conditions | Sir Ossis of the River | Denis Bergin |
| Shipmans | | | |
| Mid Week Trophy | Thursdays Overall | Viking | Should be Fergus Mason and friends |
| Shipman Perpetual Trophy | Special Coditions , Sats No other trophy | Jo Slim | John Clarke and friends. |
| Malindi Cup | Saturdays Overall | Viking | Should be Fergus Mason and friends |
| Royal Alfred Shipman Bowl | Coastal Races | Viking | Should be Fergus Mason and friends |
| Beneteau 21 | | | |
| Optec Trophy | Tuesdays Echo Overall | Isolde | Brian Mulkeen/Jimmy Martin |
| Facet Jewellers Cup | Thursdays Scratch Overall | Chinook | Andrew Bradley |
| Beneteau 21 Tray | Thursdays Echo Overall | Beeswing | Pat Shannon |
| Jimmy Fischer Trophy | Saturdays Overall, Echo | Small Wonder | Jacqueline McStay/Hugh Kelly |
| Waterhouse Rose Bowl | Thurs/Sat overall Echo Series 1/2 | Small Wonder | Jacqueline McStay/Hugh Kelly |
| Beneteau 21 Cup | Saturdays Overall Scratch | Yikes | Peter Carroll/Eddie Kilbane/Barry McDonald |
| Old Baily Bowl | Coastal Races | Yikes | Peter Carroll/Eddie Kilbane/Barry McDonald |
| Glens | | | |
| Glen Challenge Trophy | Crews Race | Glendun | David Houlton |
| Royal Alfred Glen Trophy | Coastal Race | Glendun | B.Denham/D.Freedman/Alison O’ Brian |
| Pterodactyl Cup | Thursdays Overall | Glenshesk | Falkner/Reid/Henderson/Walker |
| Harry Maguire Memorial Cup | Saturdays Overall | Glenluce | Richard and Donal O’ Connor |
| The McMullan Cup | Saturdays&Thursdays& Regatta | Glenluce | Richard and Donal O’ Connor |
| The O’ Meara Trophy | Olympic Races | Glenluce | Richard and Donal O’ Connor |
| Hamilton Reid Cup | Dalkey Island (Bobolink) | Glencoe | Rose Mary Craig and Friends |
| Pair of Silver Vases | Ladies Race | Glenlucy | Alison O’ Brien |
| Ruffians | | | |
| John Donnelly Perpetual Cup | Best Tuesday Boat Overall | Carmen | Brendan Duffy/Maguire and Brennan |
| Huet Trophy | Thursdays Overall | Bandit | Ann Kirwan/Brian Cullen/Ciara Brown |
| J Lamont Brown Trophy | Saturdays & Thursdays overall | Bandit | Ann Kirwan/Brian Cullen/Ciara Brown |
| British Airways Trophy | Saturdays Overall | Ruffles | Michael Cutliffe |
| Dr. O’ Leary Memorial Cup | Coastal Race | Alias | David Meeke/Martin McCarthy |
| SB20s | | | |
| Crichton Cup | Thursdays Overall | Venues World | Gerry Dempsey/Chris Nolan |
| Saturday SB Cup | Saturdays Overall | Venues World | Gerry Dempsey/Chris Nolan |
| Bealtaine Trophy | Spec. Cond. Sat series One | Carpe Diem | Richard Hayes/Colin Galavan |
| Lunasa Trophy | Spec. Cond. Sat series Two | Sea Biscuit | Barry Glavin/Niall O’ Riordan |
| Equinox Trophy | Spec. Cond. Sat series Three | Black | James Gorman |
| Flying Fifteens | | | |
| Fifty Something Cup | Thursdays Series One | Betty | David Gorman/Chris Doorley |
| Flying Fifteen Gun | Thursdays Overall | Betty | David Gorman/Chris Doorley |
| Brian S Ryan Trophy | Saturdays Overall | Betty | David Gorman/Chris Doorley |
| Blake Cup | Special Conditions Mid Week Sailing | Betty | David Gorman/Chris Doorley |
| Squibs | | | |
| Minx Trophy | Thursdays Overall | Sidewinder | Rupert Westrup (Spelling correct) |
| Shannon Cup | Saturdays Overall | Sidewinder | Rupert Westrup (Spelling correct) |
| Mxd Sportsboats | | | |
| Thursday Sportsboat Cup | Thursdays Overall | Jester | Declan Curtin |
| Saturday Sportsboat Cup | Saturdays Overall | Jambiya | Vincent Latimore/Martin Ryan |
| Mermaids | | | |
| Iolar Cup | Saturdays Overall | Jill | Pat Mangan/Paul Smith |
| Amy Cup | Tuesdays Overall | Jill | Pat Mangan/Paul Smith |
| Stella Cup | Mid Week Special Conditions | Jill | Darach Dineen |
| J.B.Kearney Shield | Saturdays Special Conditions | Jill | David Stedmond/David Creedon |
| Fireballs | | | |
| Nuit St. George Trophy | Tuesdays Overall | | Stephen Oram/Noel Butler |
| Water Wags | | | |
| Blue Bird Trophy | Series One | Mariposa | Cathy MacAleavey/Con Murphy |
| G.Pugin Meldon Trophy | Series Two | Mariposa | Cathy MacAleavey/Con Murphy |
| Goldsmith Cup | Series Three | Mariposa | Cathy MacAleavey/Con Murphy |
| Laser Class | | | |
| Sailcraft Tray Trophy | Tuesdays oOverall | | Ronan Wallace |
| IDRA Class | | | |
| Bay Cup | Tuesdays Overall | Dunmoanin | Frank Hamilton |
| Kennedy Cup | Saturdays Overall | Dunmoanin | Frank Hamilton |
| Half Way Trophy | Spec Conditions | 133 Dutch Courage | Sailing In Dublin Team |
| Crews Challenge Cup | Spec Conditions | 92 Siabhra | David Long |
| Melampus Cup | Spec Conditions | 122 Diane | Brian Murphy/Catherine Martin |
| Portsmouth Yardstick | | | |
| The Windmill Cup | Tuesdays Overall | INSS Team | Eoin McKeon |
| PY Junior Trophy | September series | Medal | Jack Lowe |
| Junior Series (September) | | | |
| Lawson Cup | Junior Topper | Medal | Ethan Spain |
| Seapoint Cup | Junior Optimist | Medal | Seth Walker |
| Mitchell Cup | Junior RS Feva | Medal | Peter Williams |
| Jimmy Mooney Goblet | Junior Laser 4.7 | Medal | Zoe Hall |
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