THE EXPERIENCE

Light up and roll out. Rudy’s Cigar Shop and Drew Estate are teaming up once again for Rolling Smoke, the legendary cigar-fueled ride aboard the Indiana Cigar Train — and you’re invited.

Hosted by Rex Mercer and featuring special guests from Drew Estate, this rolling lounge-on-rails is one of the biggest cigar events in the country. It’s a full day of vintage railroading, rich smoke, fine drink, and good company. Where else can you kick back, fire up your favorite stick, and watch the Midwest roll by from a moving time machine?

This ride isn’t just a good time — it’s a fundraiser, too. Operated entirely by the volunteers of the Fort Wayne Railroad Historical Society, your ticket helps keep history alive and rail preservation rolling.

THE OFFERINGS

Departing from Pleasant Lake, Indiana, the train runs from 11:00 AM to 6:30 PM, covering scenic ground across Indiana and Michigan. Every guest gets lunch, two drink tickets, cigars, and onboard snacks — plus the kind of experience you can’t find anywhere else: a train where smoking is encouraged.

Tickets offer riders cigars, snacks, drinks, lunch, and a one-of-a-kind day of train travel where smoking is permitted on board! All guests receive two drink tickets and lunch.

This event lasts from 11:00 AM to 6:30 PM, taking off from Pleasant Lake and traveling all over Indiana and Michigan!

Want to bring your own favorite snacks or a special non-alcoholic mixer? Go for it. Just leave the pets at home (unless they’re certified to ride shotgun as service animals).

THE FINE PRINT 

All tickets are sold exclusively through Rudy’s Cigar Shop. Your receipt will land in your inbox right after checkout — no paper tickets, no extra fuss. Double-check your email, and maybe peek into your spam folder if it’s playing hard to get.

The week of the event, we’ll send out everything you need to know — parking, boarding info, safety notes, the whole shebang. Read it. Seriously.

If you’re riding with friends and want to sit together, book under the same name and reservation. Need to cancel or swap your ticket? You’ve got 30 days or more before the trip to make changes.

Due to the vintage nature of our train, only a few cars are ADA accessible. If you need accommodations, reach out to our ticket agent ahead of time, and we’ll do our best to hook you up. Please contact Rudy’s with any questions about your order.

By traveling with us, you agree to our terms and conditions.