Lived in Pittsburgh for almost 10 years. I think it's an underrated city!
Church Brew Works is great. Pamela's in the strip would be my choice. Not sure how covid has affected things, but The Strip is a cool place to walk around (Penn Avenue just outside of downtown. Piazziolo Promo downtown is delicious (Market Square). Nikki's thai Kitchen in Pittsburghs north shore/north side area. Square Cafe in Swissvale is awesome. Tessaros in Bloomfield. Dave and Andy's ice cream on University of Pittsburghs campus. Get a Burnt Almost torte at Prantl's bakery downtown (note, they sell out fast, but you can buy one in advance)
I think Primanti's is overrated. Yes, it's a Pittsburgh institution, but I just think the food is ok, nothing special.
Cathedral of learning is impressive. At least try to drive by it. They do tours, but not sure with covid.
The campus of Chatham University is beautiful.
Heinz History Center
Schenley Park, Point State Park, Mellon Park
Phipps Conservatory near Carnegie Mellon
Doubt they are doing food tours, but we've done one in the strip which was great.
A river tour on the Gateway Clipper is a different way to see the city.