The Bootleggers' Run - Wairarapa's Most Notorious Drive!

We’re back on the road — and the law’s still in hot pursuit!

After a sell-out first year, The Bootleggers Run returns to the Wairarapa for another wild day of vintage wheels, fine wine, and a touch of mischief. Hosted by us, The White Swan, teams will set off across the region — collecting contraband (the fun kind), tasting their way through local wineries, and earning their loot as they go.

Dress in your finest tweed, suspenders, and 1920s swagger, then gather your crew for a day of laughter, stories, and spirited competition.

Sunday 19 April, 2026
Hosted by The White Swan, Greytown
Limited spaces — buy your tickets today!

Keep your engines tuned and your alibis ready — the Bootleggers Run 2026 is one you won’t want to miss.

You may also like the following events from The White Swan:

• This Saturday, 13th December, 05:00 am, GARDEN PARTY: CHRISTMAS DRINKS AT THE WHITE SWAN in Clareville

Also check out other Contests in Clareville.