11. Two-hour sailing trip on Lake Michigan from Milwaukee
5.0· 9 reviews· 2 hoursTwo hours on Lake Michigan for up to six people — enjoy scenic views of Racine, and possibly Milwaukee and Kenosha, with guidance from experienced crew.
“We enjoyed a wonderful day on the water. Rich was an excellent guide, and we only wished it could have lasted longer. The boat was clean and very comfortable.”— MacKenzie_T
22. Old Milwaukee e-bike tour
5.0· 52 reviews· 3 hoursThree hours on a pedal-assist e-bike, covering 15 miles through historic neighborhoods, parks, and key city landmarks.
“Jimmy was an excellent guide with a wealth of knowledge about Milwaukee. We strongly recommend this tour. The bikes were easy to ride and quite comfortable.”— U8806XNmarko
33. Milwaukee e-bike tour in the afternoon
4.9· 9 reviews· 3 hoursTwo-and-a-half hours, 15 miles on a pedal-assist e-bike — ride historic Milwaukee, enjoy ice cream by the beach, and visit a traditional beer garden.
“It was an incredible experience! The e-bikes were of excellent quality, and the scenery along the route was stunning. Jimmy was a wonderful host; thank you, Jimmy!”— howierag
44. Milwaukee city highlights tour
4.9· 294 reviewsThree-hour guided tour of Milwaukee's landmarks by a private vehicle for up to five guests, showcasing local history and culture from Lake Michigan to the Harley-Davidson Museum.
“We thoroughly enjoyed our first experience in Milwaukee and are eager to return during the warmer months to explore this vibrant city further. This tour comes highly recommended.”— SandeB_12
55. City skyline kayak tour on the Milwaukee River
4.3· 6 reviews· 1.5 hoursOne-and-a-half to two hours on the water — a guided kayak journey with views of Milwaukee’s downtown skyline and historical insights along the way.
“Having never kayaked before, I was uncertain about the experience, but my husband agreed to go tandem for my comfort. The tour turned out to be incredible. Viewing the skyline from the water offers a unique perspective, and our guide provided deep insights into Milwaukee's industrial history, architecture, and the significance of the Milwaukee River. We moved at a comfortable pace, observed many interesting sights, and enjoyed great discussions. I highly recommend this tour.”— donnadechant
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