Some solid AF recommendations in here. I second boat shoes and Stan Smiths.
Also, a nice pair of ranger or camp moccasins would do you no wrong and could be worn 3 of 4 seasons too.
Plus, with the latter, you will actually look your age. I have two or three pair of the Rancourts and I love 'em.
https://www.rancourtandcompany.com/men-s/moccasins.html