- 1950
- The Higher Levels Intermediate men's crew wins the second of two consecutive Championship Races. They are the only Intermediate crew ever to win a Championship Race.
- The new Regatta Boathouse is officially opened by His Worship, Mayor H.G.R. Mews.
- 1953
- "Mr. Regatta" Arthur Williams passes away after suffering a stroke.
- Four new shells were ordered from Jenn-Craft, Kelowna, B.C. They were exact replicas of the original Blue Peter, based on plans drawn up by Mike Howley and City engineering staff
- First year St. Joseph's Boy Scouts publish Regatta Programme, which they do until 1976.
- 1954
- The Peppernell Air Police (Military Police) become the first American crew to win the Championship Race. Their time of 9:56 is the fastest time ever recorded by U.S. Service crews.
- 1956
- Famous Coxswain Levi "Shotty" Rogers is dubbed the "King of Coxswains".
- "Shotty" Rogers steers the Patricians to victory over the Air Police and reclaim the Lieutenant Governors cup for Newfoundland.
- 1958
- Opening of the Higgins Memorial Marquee, named after Judge William J. Higgins and his sons Gordon F. Higgins and Judge James D. Higgins, all of whom served as President of the Regatta Committee.
- Coxswain Albert Joy has been called the "Ladies' Man" at Lakeside as he led five Ladies' crews to victory, including the Newfoundland Hotel crew which rowed the old women's course in the record time of 5:12.
- 1960
- A common debate over the 9:13.80 record gets re-ignited as many people believe the course has changed and the record was actually set in 1873, by a crew in the Terra Nova, rowing a time of 8:40
- The Newfoundland Broadcasting Company offers a $1000.00 prize for the crew able to beat 9:20, because the record of 9:13.80 seems unbeatable.
- 1962
- The William Summers Jr. truck-labour crew win their fourth straight Championship title making them the "kingpins" of the Regatta. They would go on to win two more consecutive Regatta titles, making them famous for the most consecutive title wins. In 1997, they would be inducted into the Regatta Hall of Fame for these feats.
- 1963
- Death of Levi "Shotty" Rogers.
- 1965
- Christening of the shell Caribou, named for the Royal Newfoundland Regiment. In 2003, this shell was donated to the Humber Valley Rowing Club for use in the Humber Valley Regatta.
- 1968
- Due to delays throughout the day, the Championship Race is rowed in the dark with car headlights helping to light the way.
- 1973
- Coxswain Levi "Shotty" Rogers inducted into Canadian Sports Hall of Fame.
- The 9:13.80 crew is inducted into the Newfoundland and Labrador Sports Hall of Fame by a nomination from the Amateur Softball Association.
- The Longest Regatta in Regatta history. It starts on Wednesday, August 1 with the Championship Race being held Wednesday night, August 8, due to weather conditions and the crews' work schedules
- 1974
- Dead heat in the Men's Championship Race between Newfoundland Light & Power and Hickman Motors, accepted by both teams and recorded as official at 10 minutes and 10 seconds.
- 1976
- Placentia Lion's Club men's crew becomes first crew to win the "Triple Crown" - Harbour Grace (in record time), Placentia (in record time) and St. John's (9:56).
- 1977
- 100th Anniversary of the Seven Placentia Giants march into St. John's. The team from Placentia re-enact this amazing feat.
- The Regatta is held a week earlier then normal due to the Canada Summer Games being held in St. John's.
- Gert Reardigan becomes the first woman coxswain.
- 1978
- Her Royal Highness Queen Elizabeth II and Prince Philip attend the 1978 St. John's Regatta. This is the third Royal visit since 1860.
- Regatta held again one week earlier to accommodate the schedule of the Royal Family.
- 1981
- The 1901 record of 9:13.80 finally falls to the Smith-Stockley crew from Torbay, who row a very impressive 9:12.04 and put to and end the speculation that the course could never be rowed in such a time. The crew consisted of Paul King, John Barrington, Brian Cranford, Bill Holwell, Randy Ring, Tom Power and Coxswain Jim Ring. They are awarded the Lord Warden's Medals.
- 1982
- The record returns to Outer Cove as, in an amazing display of athletics, the crew of Coxswain Mike Power, Andrew Boland, Bert Hickey, Campbell Feehan, Gerard Ryan, Jim Hibbs and Owen Deveraux shatter the newly set record of 9:12.04 by coming in at 9:03.48.
- In women's competition, the General Hospital crew consisting of Daurreen McGruer, Susan Greene, Jennifer Ryan, Corinne Gillespie, Janet Preston, Linda Preston and Coxswain Mike Summer Jr. take their third Championship Race. They set a new course record of 5:29.11.
- A new format is adopted by the Regatta Committee which leads to much disagreement between the Committee and the Coxswains / Rowers. This new format includes time trials to determine which crews will race in which events, the re-naming of the races, and allowing each crew equal opportunity to compete in the Championship Race.
- 1983
- The Regatta was named the "Gilbert" Regatta in honor of Sir Humphrey Gilberts claiming of Newfoundland as Britain's first colony 400 years earlier. His Excellency Governor, General Edward Schreyer and Mrs. Schreyer attend
- Ms. Gail Malone becomes the first women appointed to the Regatta Committee, reflecting the growing contribution women make to the sport of rowing.
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