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Early Planning for Puglia -- Help, Please

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We are in the very early planning stages for a trip in mid September for about 3 weeks to Southern Italy with a focus on Puglia. As with any trip I started perusing the travel boards first and came across ekscrunchy's excellent TRs on her two trips to the region. She pointed me toward the equally excellent report by Franco, so now I have lots of ideas on where to go...way more than I could possibly use in a 3 week trip. So I need help to figure this out.

For this trip we'd like an exploration of S. Italy's cultural heritage to include good food & wine, beautiful, scenic drives and charming villages. We are not interested in beach time, but visits to beautiful beaches would be fine. We hope to be able to develop an itinerary that will minimize moving lodging every couple nights if possible. We enjoy staying in local places, B&B's, Inn or the Italian equivalent. Tend to stay in mid-range places ($150USD), but will splurge upon occasion. I've noticed on the various threads that lots of interesting sounding places to stay have been mentioned, but haven't researched any.

We would like to either arrive or depart from Naples. We have never been there other than to board the ferry to go to Sicily. We would plan to visit Paestum possibly as a day trip from Naples. Except for Naples we would have a rental car. We would rent a car upon leaving or arriving in Naples. We would arrive or depart from either Bari or Brindisi depending upon the trip itinerary. We've been to Italy a fair amount, but never to this region.

Here are some of the main cities/villages we thought would be nice to visit and/or stay in;
Matera, Fasano area, Cisternino, Martina Franca, Locorotundo & Ostuni, Salento area -- Lecce, Otranto

Thanks for your thoughts!

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