Hi! I suggest moving all the way up in the mountains. It's not unusual to have good weather conditions and a good temperature starting from around 1500 meters high, circa.
I believe you should take a few steps in the Appennino Tosco-Emiliano (a bit north from Rome) and then move up north through trains / bus all the way to Trentino or the northern part of Veneto
A few loop trails to get through in a day
Feel free to reach out on my personal account for any doubt: @[email protected]
🥲