Milwaukee Travel Guides (Updated September 2026)

It was a great tour. Our guide was very knowledgeable about Milwaukee. We felt very comfortable. It was a very pleasant experience. I wold highly recommend.

We just wanted to say thanks Mike for taking us out on a wet and rainy Sunday! We had a blast! We just wish we had more time to spend there. In fact, his personal and detailed tour makes us want to come back! There a few more places we would like to visit a little more. New neighborhoods where the locals go. We found his prices are affordable and Mike is cool. He has love for the city and you can tell. - The Walton's. Go Lions! Mike is also a huge Packer fan. 🥲

Elvira was amazing, very energetic, very informative

Great guide. Super fun. Definitely worth an afternoon.

What a delightful trip. Just the right amount of history, much I'd not heard before, delivered by a knowledgeable, humble leader with a dry sense of humor. Still chuckling today. Well done Jamie!

My sister's and I had a wonderful time on the tour. Our driver was knowledgeable and polite and entertaining.

My visiting cousin brought this as a fun, challenging, and shockingly intricate group activity! We toured the city finding clues. It was complex so you must approach with intelligence & persistence. It was beyond rewarding when we solved the puzzle! Loved it!

We were looking for something to fill time while in Milwaukee for an overnight with a friend for the UK, we are from Upper Michigan. My UK friend is not very mobile and a larger man so this Iconic Milwaukee Tour seemed like a good fit. Boy was it ever!! We had such a good time and John our tour guide was awesome. He had so many interesting facts, jokes, and had the hindsight to put the doors on the cart before taking off. The other carts left without doors and we stayed dry during an afternoon shower. Get John if you can for a tour even one of the other guides told us he was very good.

It was a great experience once we got to the right meeting spot. Our Email had us meeting at toast but alas that was incorrect. Elvira was amazing and I would travel with her everywhere.

Jimmy was very knowledgeable about the city. It was a beautiful day driving through many of the parks and going along the coastline.

This was such an AMAZING! Experience! Super easy to book and Kurt was awesome at explaining everything for our first time to me easy, smooth and fun! Highly recommend!

Heavy on the architecture of the district; interesting. The guide spoke of the history and development of the area.

We did the pedal tavern on Okauchee Lake. Eric was our guide and it was a great experience. Would do it again!

Four members of our family took this tour—two in their 20s and two in their 60s—and all four of us rated it a 10 out of 10! Tim has a wonderful style of sharing a lot of fascinating information in a fun and engaging way. His stories really come to life because you’re hearing them right at the actual sites where the history happened. I had no idea that this Milwaukee neighborhood had such a rich history or that its impact reached far beyond the city limits. The tour itself is less than a mile, with several stops along the way, making it very manageable for everyone. Tim’s style is casual, and with our small group everyone felt comfortable to ask questions. And there was plenty of food and drink included in the price: snacks at Groppi Food Market, dinner at Three Brothers Restaurant, and after-dinner drinks at At Random. The Pink Squirrel was my favorite! Whether you’re a history buff or simply looking for a fun and unique way to experience Milwaukee, we highly recommend this tour. It was a highlight of our time in the city!

The guide was awesome! Very personable and knowledgeable.

I wanted to share feedback regarding my recent tour. Cindy was amazing and took the time to explain every aspect of the walk-through in great detail. If you are in Milwaukee and planning to take this tour, I highly recommend asking for Cindy.