Looking for recommendations for Puglia

Hi Reddit family!

I am spending a week in Puglia with my family in June 2026 - we live all over so it will be the first time in a while that we've gotten together.

We are staying in a villa between Brindisi and Francavilla Fontana. I am looking for four recommendations if you have the time to help:

1. Some wine tasting experiences. Really looking for local/family owned, very relaxed (for example, not strictly measuring pours etc.). I've had great experiences like this in Tuscany and South Africa. The less relaxed production line feel of Napa is not what it should be, for me. Definitely old building/garden/estate vibe rather than modern.
2. In-villa catering - looking for a nice, happy, local business that would come to the villa and make dinner. Anyone who's had a great experience, please let me know!
3. Whilst we're mostly intending on taking it very easy at the villa, we'll probably hit the beach one day. If you could only go to one beach near Brindisi, which one would you choose?
4. If I wanted to have a glass of wine in a beautiful town square, doesn't have to be busy, just old and beautiful, which town would you suggest.

I know these are very specific - I appreciate your time and help! Any other tips super welcome - thank you all!

Thanks!