Sinclair Packwood Memorial Race
The race was first run in 1987 and has taken place every year on Bermuda Day other than in 2020 during to the pandemic. 2023 was the 36th edition. The event is named in honor of Sinclair Packwood who was a Bermudian elite cyclist who died a young man and in who’s honor we race.
The event is sanctioned by the Bermuda Bicycle Association but developed as a part of the activities held on Bermuda Day. Planning meetings for the day include representatives of the half marathon derby, junior classic and the department of culture (responsible for the parade). These meetings are run by Bermuda Police Service and include St. John’s Ambulance, Bermuda Regiment, BPS, Corporation of Hamilton and several other agencies.
Key Historical Moments
May 23, 2025
2021–Present – Return and Revival
2020 – Race Cancellation
2019 – Rising Young Stars
2007 – Separate Female Winner Category
2000s – Growth and Expansion
1998 – Honouring Sinclair Packwood
1987 – Official Inauguration
1980s – Foundations
The Sinclair Packwood Memorial Race will once again celebrate Bermuda Day with a road closure at 7:30 AM and a highly anticipated competition through the island’s streets.
2023–2024: The race continues to highlight Bermuda’s best cyclists, including repeat victories by Dominique Mayho, Matt Boys, and Caitlin Conyers.
2021: Dominique Mayho and Nicole Mitchell win as the race returns post-pandemic.
The race was cancelled due to the COVID-19 pandemic, a rare interruption in its history.
Kaden Hopkins and Caitlin Conyers, part of Bermuda’s new generation of elite cyclists, win the race.
First year female winners are consistently recognised separately from the male race results (earliest listed: Ashley Robinson).
The race continues to grow in prestige, becoming one of Bermuda Day’s top sporting events alongside the Half Marathon Derby.
Female cyclists start to gain more visibility, with official female winner categories emerging over time.
Sinclair Packwood passes away unexpectedly.
The race is renamed the Sinclair Packwood Memorial Race to honour his significant contributions to cycling and his role in helping establish the race.
The Bermuda Day Cycling Race is officially introduced into the Bermuda Day celebrations. Wayne Scott wins the first official race.
Early 1980s: Informal cycling races took place on Bermuda Day as part of Heritage Day festivities.
1983: Sinclair Packwood wins the Heritage Day Race, becoming a leading figure in Bermudian cycling.
Race Winners over the decades
Year
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016
2015
2014
2013
2012
2011
2010
2009
2008
2007
2006
2005
2004
2003
2002
2001
2000
1999
1998
1997
1996
1995
1994
1993
1992
1991
1990
1989
1988
1987
Male Winner
Matt Boys
Matt Boys
Dominique Mayho
Dominique Mayho
Dominique Mayho
No Race
Kaden Hopkins
Dominique Mayho
Kaden Hopkins
Matthew Oliveira
Shannon Lawrence
Shannon Lawrence
Dominique Mayho
Dominique Mayho
Darren Glasford
Wayne Scott
Graeme Miller
Wayne Scott
Neil de ste Croix
Ricky Sousa Jr.
Khamari Greaves
Wayne Scott
Jean-Nicolas Bertrand
Kris Hedges
Kris Hedges
Kris Hedges
Greg Hopkins
Macinnis Looby
Jeff Payne
Damion Wilson
Macinnis Looby
Whayman Butterfield
Sinclair Packwood
Sinclair Packwood
Carlos DeSilva
Mike Lee
Carlos DeSilva
Darren Dowling
Buddy Ford
Female Winner
Caitlin Conyers
Caitlin Conyers
Panzy Olander
Nicole Mitchell
Nicole Mitchell
No Race
Caitlin Conyers
Nicole Mitchell
Alyssa Rowse
Gabriella Arnold
Zoenique Williams
Zoenique Williams
Karen Smith
Joanna Shillington
Nicole Mitchell
Sarah Bonnett
Maryellen Goodwin
Karen Bordage
Ashley Robinson
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