Just be sure to know that masseria is local language for farm, which in Italian is fattoria, which sounds like factory, but is a farm. You'll be out on a farm, probably a 20-30 minute drive to anywhere, with not much to do except wander the grounds, ride a bike. If that's what you want, fine, good for relaxation, but it is a bit out of the way.

I wouldn't dismiss Puglian olive oil, but will point out that every olive oil producing region in Italy produces them with different characteristics. Puglia has typically been the best to most people's taste and produced over half of all of the olive oil in Italy, but it got hit with a massive invasion of a pathogen that kills olive trees that started in the South, and has moved upward, with Puglia being ground zero right now. About 10 million olive trees have died. You cannot get sick from eating the oil, but the tree stops being able to produce oil, and die. This is a grave threat to the olive oil industry in Puglia, so I wouldn't make too many assumptions about it. The government is massively burning down olive oil trees by the thousands to try to control the parasite that is transferred from tree to tree by some type of flee like insect that came from South America. 100,000 jobs in the olive oil industry have already been lost.

I think it's called Xylella, or something like that. KLouis would probably know, as I think infectious disease is his area of expertise. Will repeat, you cannot get sick from the olive oil, the trees are just dying, and the government is going around testing leaves to see if the trees are infected, and they burn them down in what seems like a futile attempt to control it. The only risk is that they will be secretly importing cheap olive oil from elsewhere, and claiming it is Puglian. That is actually a big, big risk, already underway, and controlled by the mafia.