Logan and I went here on our first official date where we went "out." Dating during COVID-19 has been difficult but Old Chicago has a big open dinning space and bar to feel safe and separated in. I recommend their Deep fried pickles and Logan always gets the Bacon burger. Try out their tap list during happy hour and late night hours.
With a long list of craft brews, ciders, and seltzers everyone will find a blacklist brew they will love here and then head to the back to throw axes! Blacklist is a unique bar in Duluth where you can drink their craft brews and throw axes (I recommend to make a reservation because the axe throwing is quite popular). Remember to wear your lumberjack flannel like Logan always wears!
If you're shopping in Canal or just want a better view of Lake Superior, take the Lake walk! The sunrises over the lake and sets over the hill so morning or evening this is a good choice to see the lift bridge and the largest freshwater lake in North America (just wear a jacket when you're that close to the water).
Canal Park is a great place to spend a few hours shopping for souvenirs, grabbing a bite to eat, or drinking a craft beer from one of the many breweries located in canal. Pro-tip: Park in a parking lot on canal and walk or take an electric scooter to the lift bridge and see the barges come through or the lighthouses up close.