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New & Improved 2 Week Honeymoon Itinerary Italy

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I posted a first draft itinerary on here a few days ago and received a ton of knowledgeable & helpful replies. After more in depth searching of flight schedules and further consideration this is where we are now and I would again love some feedback, as it proved very helpful the first time around.

09/13 Arrive Naples Airport, private driver to Praiano
09/14 thru 09/19 Praiano
09/20 Go to Pompeii, then onto Rome via bus from Naples
09/21 thru 09/23 Rome
09/24 Transfer Rome to Siena
09/25 thru 09/27 Siena (with rental car for visiting other towns)
09/28 Transfer Siena to Florence
09/29 Depart Florence for home


Originally I was trying to take advantage of our Labor Day as a built-in day off from work. We finally came to our senses realizing that this is hardly an advantage. I really would prefer to start closer to mid-September than end-August for milder weather. Now I'm wondering if a 09/13 start is the best or if we should consider a week or two later? I'd like beach friendly weather while on the AC. As for Rome & Tuscany - the cooler the better. The 09/13 date does put me in Italy on my birthday (09/17) which is nice, but not of great importance.

Thanks everyone.

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