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2023 Tours

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2023 Tours

  • SOLD OUT! Route 66 Adventure Tour June 3-11, 2023
    Regular price
    from $300.00 USD
    Sale price
    from $300.00 USD
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  • Waterfall Tour July 19-23, 2023
    Regular price
    from $300.00 USD
    Sale price
    from $300.00 USD
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  • Sturgis Tour August 5-13, 2023
    Regular price
    from $300.00 USD
    Sale price
    from $300.00 USD
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  • Great Lakes Circle Tour August 19-27, 2023
    Regular price
    from $300.00 USD
    Sale price
    from $300.00 USD
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    per 
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  • Around The Lake Tour September 14-17, 2023
    Regular price
    from $300.00 USD
    Sale price
    from $300.00 USD
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Rental Motorcycles

Want to take a tour on the latest and greatest Harley-Davidson technology? We have a fleet of rental bikes! Contact us for more information and rental rates.

Tour Testimonials

The attention to detail, safety and patience keeping such a large group engaged with the daily grind was aw inspiring. The planning for lodging, roads to travel left me truly fulfilled on the Sturgis trip 2022. Everything I have ever read or seen about the South Dakota experience we saw, heard, smelled and participated. The riders in our group were so much fun to be around. Sharing the experience together of roads traveled for 9 days will always be remembered fondly and not
forgotten anytime soon.

Lair

The tour was great, we started off not knowing anyone, and left with many new friends. All my years & miles of riding I have never done such a ride like that. The views of the dams were amazing, we all certainly got our steps in. The hanging out at the hotels and the conversations were great.

Ron Sodko

I loved this tour! Although I have ridden my bike in all 48 continental states, I have never experienced the beauty that is the waterfalls of the UP! The routes were very well planned to ensure we saw some of the best waterfalls in the area without over doing it or feeling overly rushed. Obviously great care was taken into the planning and execution. The ride itself was very safe and I appreciate your attention to consistency and safety by ensuring you communicate clearly that you do the speed limit, that you accelerate gradually to limit rubber banding, and you continue to reinforce the proper spacing of bikes. All led to a very safe ride for all!

Caryl Lumpp

This year was my fourth Sturgis trip with your tour group and add in the Washington DC trip, all trips have been great.

James Wizniak

Rhonda and I had a blast. The route, weather, chase vehicle and trailer, and company was terrific. Your knowledge and obvious expertise were well appreciated. The accommodations were great as was the parking for the bikes. The serene visits to all the waterfalls were especially enjoyed following hours of Harley exhaust melodies.

Hal & Rhonda Norman

We had a great time! The winding roads and scenery were amazing! Everybody was a lot of fun!

Cassie Nimerfroh

We booked our first Motorcycle tour with Mike and Kari the Trip around Lake Michigan! Beautiful routes. Very well planned out. A nice group of people that are now our new Harley family. We will definitely book another tour with Mike! Great memories!

Debbie Sammons Howie

Sturgis 2018, my first trip, had a great time, Mike Papp kept us on schedule, he did a great job and Ronnie was quick to care of all of all your needs, Don ran Clean up, also did a great job. A great crowd of riders, everyone was quick to help each other out and welcoming to make friends. I went into this trip knowing absolutely no one and made lots of friends . I would highly recommend Windy City tours.

Chris Ponce

We just retuned from the Windy City Motorcycle Lake Michigan Tour. My wife and I have traveled all over the world and this trip was without a doubt the best time we had. Jeff and Mike were outstanding and safe tour leaders. The hotels and food were great. The people in our group were all terrific. We are looking forward to our next Windy City Tour.

Steve and Marge Anzalone

Mike "Man Of The People" Papp

Contact Mike