Mayor's Cup Regatta

Sunday, July 15th 2018 

The annual Mayor's Cup Regatta takes place every July on the Esplanade of the Charles River*, with dozens of boats racing along the Charles to raise funds for ASA programs, to raise awareness about our programs, and to challenge athletes of all abilities..  Teams of eight (most of whom include at least one person living with a disability) compete in Hawaiian Outrigger Canoe Races.  

This isn't just any boat race!   Our signature Regatta consists of teams of 8 competing in Hawaiian Outrigger Canoes (most of whom include a teammate who lives with a disability).  You will race in double-hulled traditional canoes, provided by ASA.  New for 2018,  our corporate teams will be joined by friend/family teams and individuals (we'll assign you to a boat).  No experience necessary!  Paddlers must be 5 years or older.   

Bring your crew and spend a day on the Charles River with nearly 300 paddlers, volunteers, and supporters.  Race day includes timed races, on shore activities, live music and a post-race luau.   Prizes will be awarded to teams with the most spirit, best time, best team uniform/costume, top fundraising for individuals, corporate teams, and friend/family teams,  and more. Come race with us or just cheer on the teams!

*This event will take place on Boston's Charles River from the River Dock on the DCR’s Esplanade just over the Arthur Fielder Footbridge near the Hatch Shell

Register Now!

Mayor's Cup Regatta Tentative Schedule of the Day

Time Description
8:45 am All Teams Registration Open – check in 30 minutes before race
9:15 am - 12 Noon
Hawaiian Outrigger Canoe Races
Live Music
Face Painting - Boston Face Painters
Regatta Raffle 
Cheer for the teams! Shop AccesSport!
12:15 pm
Luau - Ambrosia Catering and Events

Paddlers, children up to 8 are guests.  Wristbands are required; available in advance or at the Registration Tent for $25.  Limited seating available, so plan to bring a blanket or chairs to enjoy the luau in the shade on the grass.
1:15 pm Awards Ceremony 
Raffle Drawing

Funds raised support AccesSportAmerica, a non-profit organization, inspiring higher function and fitness for children and adults living with challenges through high-challenge sports and training.

Directions to the River Dock on the Esplanade, Boston’s Charles River

Just over the Arthur Fielder Footbridge near the Hatch Shell

Parking and Directions (leave plenty of time to get to the Regatta):

Good places to park include at meters around the Public Garden or in the Boston Common Underground Garage beneath Boston Common (map) for a longer visit. Enter the Underground Garage by going north (it's one-way) on Charles St South.


Red line: exit at Charles/MGH stop and cross the Arthur Fielder footbridge.

Green line: exit at the Arlington stop, walk up Arlington Street towards the Charles River, and cross the Arthur Fiedler footbridge to the Esplanade.

For more information, please contact Ross Lilley at or 978.264.0985.