MAY 17th, 2025 – DIESEL-POWERED
CLIMB ABOARD ONE OF AMERICA'S ONLY CIGAR TRAINS
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TRAIN DATES
TICKET PRICES
$225.00 – $599.00
Ticket packages include lunch, drinks, cigars, and VIP perks
Duration
11:30 AM to 6:30 PM
Parking & Boarding
Pleasant Lake, IN 46779
On May 17th, 2025, join Rudy’s for their next Rolling Smoke event with Drew Estate Cigars! Ride along with host Rex Mercer and guests from Drew Estate for one of the biggest cigar events in the country and choose from three great ticket packages.
The ride allows passengers to experience a vintage train while conversing over their love of all things cigar. 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 & Michigan!
Check out Rudy’s event recap from our other Cigar Trains!
ACCOMMODATIONS
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BASE TICKET | $225.00
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- Train ticket for all-day ride!
- All-you-can-eat lunch in Hillsdale, Michigan
- Two Drink Tickets
- Two Cigars
BOOK BASE TICKET
PACKAGE TICKET | $400.00
- Train ticket for all-day ride!
- All-you-can-eat lunch in Hillsdale, Michigan
- Two Drink Tickets
- Box of Drew Estate Cigars (Choice in Drop Down)
- AT LEAST Two Swag Items
BOOK PACKAGE TICKET
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VIP TICKET | $699.00
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- Train ticket for all-day ride!
- All-you-can-eat lunch in Hillsdale, Michigan
- Two Drink Tickets
- Access to VIP Lounge Car
- Box of Drew Estate UC 10 Robusto
- Box of Joya De Nicaragua Clasico Medio Siglo Robusto
- FOUR Items of Event Swag (With items only for VIP ticket holders)
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BOOK VIP TICKET
Climb aboard our time machine
What to expect
Riding aboard a vintage train can be an exciting and memorable occasion. Our events are meant to be sensory experiences – from the onboard accommodations and food service to the dramatic sights and sounds of a historic locomotive pulling the train. With the exception of our open window and open-air cars, all cars are climate controlled and restrooms are available on board throughout our train set.
Food and drink service are specific to your ticket purchase. Please check the details for your tickets and trip and always make sure to check your email for your receipt and pre-trip instructions and information. Be sure to review our FAQs, safety-related items, and disclaimers located under the ticket information. We look forward to seeing you aboard!
Looking to climb aboard?
Contact the Ticket Agent
Questions about your order or accommodations? Our volunteer staff can be reached by clicking the button below. Please note, Rudy's handles all ticket orders and customer service for the Cigar Train.