Lots of things listed that, while fun, are pretty touristy. As a local I feel like I avoid those areas but here’s some food/drink spots you might check out:

Seaport: Drink

• I haven’t been here since COVID and some staff changes. But used to be a great bar. $$$$

Bar Taco

• these are apparently a chain, but pretty good food $$

Row34

• Great seafood. But expensive $$$$$

Back Bay Area: Faccia A Faccia

• great pasta. Close enough to the airport. Around a bunch of shopping if you want touristy things after $$$
• Bar Paloma in the basement has great drinks and staff. $$$ Hecate
• bar with great drinks. $$$$$

Cambridge (Harvard/MIT area): Take the red line toward Harvard/MIT. Hop off at Central and walk either direction. Pammys - really good food $$$$ Little Donkey - also great food $$$

Brookline: Go check out Coolidge Corner. Bunch of local shops and some food. Take the Green Line (C branch) towards Cleveland Circle and exit at Coolidge Corner

Fenway: I will second that Tasty Burger is amazing. There is also a couple cool museums around there. The MFA and the Isabella Stewart Gardner.