I travel FT as a digital nomad who is in year 5 on the road. I’ve gone through a lot of shoes but the best ones I’ve found for being comfortable, stylish, and durable are my Rothy’s Flats. As someone who has spent thousands of dollars on flats that haven’t worked, these have blown my mind.
They’re light enough to pack but comfortable enough to wear on the plane. You can toss them in the washing machine when they get dirty or easily wear them to walk 14 miles in any major city (like London or Paris or NYC…based on personal experience.)
I wouldn’t recommend hiking in them but anything short of that is fine. I’ve been caught in rainstorms, gone to super fancy dinners, and paired them with everything from a nice dress to cutoff shorts with no problem. They’re stylish, versatile, and comfortable.