THE BOOTLEGGERS RUN 2027
Coming 2027 | Greytown, Wairarapa
Start your engines and get your alibis ready — The Bootleggers’ Run is returning in 2027.
Born right here in Greytown, The Bootleggers’ Run is a day out on the open road, bringing together classic cars, beautiful Wairarapa scenery, great local food and drink, and a healthy dose of 1920s-inspired mischief.
Gather your crew, dress the part and hit the road as you make your way through some of our favourite Wairarapa stops. Armed with your Bootleggers Passport, you’ll follow the trail, uncover surprises, collect a little loot and enjoy plenty of good old-fashioned competition along the way.
And, of course, every good run needs a proper finish.
The adventure will lead you back to Greytown, where we’ll wrap things up with food, drinks, prizes and plenty of stories from the road.
What to expect
Classic & vintage motoring
A celebration of beautiful cars and the people who love them.
A Wairarapa road trip
Take the scenic route through wine country, country roads and some of the region’s best stops.
The Bootleggers Passport
Your key to special stops, offers, challenges and a little contraband along the way.
Dress the part
Think tweed, flat caps, suspenders, flapper dresses and plenty of 1920s swagger.
Mischief & prizes
Expect challenges, secret stops, prizes and a few surprises we’re keeping under our hats.
Finish in Greytown
Park up, swap stories and celebrate the end of another successful run.
The 2027 Run
The route, participating stops, ticket details and all the important intel are still under wraps.
Save the date and stay tuned — more details and ticket information for The Bootleggers’ Run 2027 are coming soon.
Until then... Keep your engine tuned, your crew close and your alibi ready.