The Yankee Homecoming Waiter and Waitress Race is absolutely one of the most exciting local events of the year! Come show your support for our local Newburyport & Plum Island restaurants and cheer for your favorite waiters and waitresses at the 2026 Yankee Homecoming Waiter & Waitress Race. On Monday, July 27th Liberty Street in Newburyport is where you will find Newburyport’s top restaurant contenders for the Waiter & Waitress Race. Serious competitors will be ready to speed-walk (not run) while balancing full trays of water on one hand.
- Race fans should plan to arrive a little bit early as the race will start promptly at 4:30 pm.
- Waiter & Waitress Race Registration opens at 3:30 pm and all racers should arrive in time to be registered by 4 pm.
The 1st place male and female servers will each receive a $450 cash prize and the 2nd place racers will be awarded a $200 cash prize. There are two rounds to this competition. The top place contestants from the 1st round will move on to the obstacle course round. The top two waiters and top two waitresses to cross the finish line with dry trays or very minimal spillage.
The restaurant with the best overall combination of race performance, team spirit, creativity and overall participation will win the Top Restaurant title, bragging rights and the traveling trophy, until next year’s competition.
The ultimate VIP judges tasked with holding the line on speed and masters of monitoring spillage—making the tough calls when every drop counts. The 2026 VIP Celebrity Judges: Newburyport Mayor Sean Reardon, Yankee Homecoming General Chair Carole Appleton and 106.7 Morning Magic Co-Host and 8 time Gracie award winner Sue Tabb.
The Yankee Homecoming Waiter Waitress Races, created to showcase our amazing local restaurants and shine the spotlight on our favorite waiters a memorable dining experiences. The lineup of restaurants is guaranteed to impress and the 2026 judges are excited to recognize the winning restaurant and top waiters and waitresses!
Thinking about entering the race? Brush up on the rules and register here. Only waitstaff from local Newburyport and Plum Island restaurants may compete. Registration is free for the Yankee Homecoming Waiter and Waitress Race.
NEWBURYPORT.COM WAITER & WAITRESS RACE COVERAGE 2025 – 2019
2025 RACE HIGHLIGHS & WINNERS
Congratulations to all of our amazing local restaurants and thank you to all who have participated! Enjoy prior year NewburyportVIP videos and see winners lists below.
2025 Top Restaurant Winner – Michaels Harborside
Congratulations to the 2025 overall top restaurant winner Michaels Harborside awarded based on combined factors of racing performance, team spirit, creativity and overall team participation.
2025 individual race winners.
1st Place Waitress – Sea Level Oyster Bar – Caroline Brothy #155
1st Place Waiter – Michael’s Harborside – Josh Paige #955
2nd Place Waitress – Brine Oyster Bar – Lily Pflam #162
2nd Place Waiter – Michael’s Harborside – Colin Fafferty #956

Thank you to all 2024 participating Newburyport and Plum Island Restaurants: Anchor Pizza, Black Cow, BRINE, Grog, Loretta, Michael’s Harborside, Oregano, Port Tavern, Port Vida, RipTide Cafe & Bar, Sea Level Oyster Bar, and Starbucks.
2024 Top Restaurant Winner – Port Vida a Mexican Cantina
Congratulations to the 2024 overall top restaurant winner Port Vida a Mexican Cantina, awarded based on combined factors of racing performance, team spirit, creativity and overall team participation. Mayor Sean Reardon presented Port Vida with the trophy which travels each year to the top restaurant chosen by the Yankee Homecoming celebrity judges. Port Vida turned out with an impressive group of waiters and waitresses as well as the restaurant owners and staff providing support for their racers, and they also won 2nd place in the individual waiter category. Watch for the Port Vida racers wearing pink or white shirts with their tag line “Will Race for Tacos” in the video below, where NewburyportVIP captures the winning restaurant’s race highlights.
2024 Waiter & Waitress Race Highlights
2024 Waiter and Waitress Individual Winners
Amazing job by all of the local restaurant waiters and waitresses. 2024 offered plenty of excitement and unexpected twists and turns, including a decision to award co-1st place winners in the waiter category after reviewing instant replay. This was a late decision concluded by judges after announcements were made which is why only four racers were included in the individual race pictures and videos. Below are the 2024 individual race winners.
1st Place Waitress – Michael’s Harborside – Caitlin York
Co-1st Place Waiter – Loretta – Jed Groff
Co-1st Place Waiter – Starbucks – Benjamin Hughes
2nd Place Waitress – Sea Level – Lily Pflaum
2nd Place Waiter – Port Vida – Valentine Torres
2024 Waiter Co-1st place winners
After reviewing video instant replay, it was concluded that we had a tie for first place in the waiter category. This was decided after all the official photos and videos of the winners had already been taken. To rectify this, below is a photo of both co-winners, along with their names.
Co-1st Place Waiter – Loretta – Jed Groff
Co-1st Place Waiter – Starbucks – Benjamin Hughes

2024 Waiter and Waitress Race Obstacle Course Demonstration by Mayor Sean Reardon
2023 Top Restaurant Winner – Sea Level Oyster Bar
Congratulations to the 2023 overall restaurant winner voted to have the most spirit, Sea Level Oyster Bar! Amazing job by all of the racers. Below were the 2023 individual race winners.

2023 Waiter & Waitress Individual Winners
1st Anchor Pizza – Leanne Paparella (4th time winning 1st place)
1st Sea Level Oyster Bar – Taylor Donovan
2nd Port Tavern – Ruby Coppinger
2nd Sea Level Oyster Bar – Adam Michaud
2022 Top Restaurant Winner – Plum Island Beachcoma
Congratulations to the 2022 overall restaurant winner voted to have the most spirit, Plum Island Beachcoma! Amazing job by all of the racers. Below were the 2022 individual race winners.


1st Anchor Pizza – Leanne Paparella (3rd time winning 1st place)
1st Oregano – Gabriel Sambataro
2nd Port Tavern – Olivia Coppinger
2nd Carmine’s – JD Horne
2021 Top Restaurant Winner – Brick & Ash
2021 Waiter & Waitress Individual Winners
1st Anchor – Leanne Paparella
1st Bar 25 – Joey Nickerson
2nd Michael’s – Erin Leary
2nd Bar 25 – Andrew Vignati
3rd Poynt – Cassie Harding
3rd Michael’s – Chase Pantelis
2019 Top Restaurant Winner – Anchor Pizza
2019 Waiter & Waitress Winners:
1st Anchor – Leanne Paparella
1st Bob Lobster – Sam Fitzpatrick
2nd Sea Level – Margaux Munick
2nd Poynt – Chad Flinkman
2019 Yankee Homecoming Waiter & Waitress Video – Newburyport VIP
Check out 2019 Newburyport.com videos of Sea Level Oyster Bar and Oregano Ristorante waitstaff practicing for the big event!
2019 Sea Level Practice Video featuring Madeline Walsh (left) and Margaux Munick (right)
2019 Oregano Practice Video Featuring Gabriel Sambataro (left) and Lindsey Howland (right)