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Puglia 2nd wk of October

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Hi!
I am off to Puglia for the second week of October. We are staying at Masseria Cervarolo near Ostuni. We will have six days in Puglia, not counting travel days. I am figuring the first day we will stay local, so wondering if anyone has suggestions about wine / olive oil / cheese tastings near that area. I am sure I will be pretty knackered so won't want to venture too far off that day. Next day thinking to stay local-ish still, but visit Locorotondo, Alberobello, Cisternino area and dinner maybe in Ostuni? That leaves four days and I am trying to suss out if driving out to Matera for the day is worth it, since it looks like it might be almost two hours each way. Also, since most places close down in the afternoon, if we got there early in the morning would we have enough time to see the sassi? Read that Massafra has great caves too - would that be an option instead of Matera?

I am also interested in heading up to Conversano and Polgnano A Mare. Does anyone think it is feasible to do both in the same day? Also wondering if the Scavi D'Egnazi could be done in the same day or is that pushing it? Want to see many places but at the same time don't want to rush from place to place. I'd rather see fewer places and get more feeling from each than spend most of time rushing around. One other place I would like to see is Castel del Monte. I see that it is open all day, that is good, as also would like to see about a restaurant I heard good things about in Montegrosso if we could get a table.

Then there are a ton of other places that sound lovely. I know we can't do them all, but if anyone has particular favourites or suggestions, they would be much appreciated. There's just so much history to see! I am especially keen on the Norman/ Angevin/ Aragonese time period.
Other places considering: Castellana Grotte, Ginosa, Tavole Palatine, Grottaglie, Mottola, Taranto...

I realise everything is basically closed from 1-4/5pm. Happy with some walks/outdoor things for those times, or if close enough heading back to masseria for a break before the evening.
At that time of year, would it be warm enough for swimming? I am not sure if the pool would still be open at the masseria, have to check. Did look up temps but they are averages, and I know it's hard to predict. That's what makes packing such a nightmare for me, never know what to bring!
Also does anyone know if there are boat tours of Polignano coast during that time of year?
Any suggestions/ideas of places that can be combined together or not suggested perhaps, are most appreciated.
Thank you.

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