BOOTLEGGERs’ RUN 2026

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 — full details and tickets coming soon

Keep your engines tuned and your alibis ready — the Bootleggers Run 2025 is one you won’t want to miss.

Save the date and stay tuned — ticket release coming soon.

THE ROUTE & THE LOOT

This year’s run will take you through some of our favourite Wairarapa haunts — the cellar doors, distilleries, and hidden gems that make this region so special.

At every stop, you’ll flash your Bootleggers Passport to claim your cut — special offers, treats, and a little contraband from our local friends along the way.

Adventure — and a few surprises — await on the open road. Trust us — you’ll want to keep your eyes peeled for what’s on offer.

📍 Greytown Distilling Co 📍 Urlar Winery 📍 Johner Estate 📍 Colombo Winery 📍 Coney Winery

📍 Palliser Estate 📍 Martinborough Brewery 📍 The White Swan Hotel

The day’s dealings

Before You Roll Out
Collect your Bootleggers Kit — includes your Passport & Contraband Map.

On the Road
Flash your Passport at each stop to unlock exclusive Bootleggers’ deals.
Stay sharp: bottles are for taking home, not sipping along the way.

Secret Stop
We’ll have secret check-ins along the way. Play it cool. Prizes await.

Stop for a bite
A good bootlegger never runs on empty. We’ll have lunch and drink options available.

After the Run – The Bootleggers’ Mingle
Prizes, pours, and a few last whispers of mischief — your speakeasy-style send-off.

Pro Tips
Stay safe. Plan your drive.
Keep your passport handy — it’s your golden ticket.
Save the toasts for The White Swan once you’re parked up.

Stay Sharp, Stay Safe

A true bootlegger stays sharp. Keep your wits about you and your hands steady on the wheel. Line up a sober driver, plan your route, and save the toasts for The Swan once you’ve parked up. We’re all for a bit of mischief, but safety’s the smartest move in the book.

Save the date and stay tuned — ticket release coming soon.