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Italian honeymoon itinerary revisions and questions

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We are currently planning our 15 night honeymoon to Italy for mid-April next year. Our budget for flights and lodging (open to both hotels and AirBnB/similar rentals) is about $5K, and we're planning on $3ishK for food/entertainment/etc. We both LOVE to walk (we often walk 10+ miles/day when hiking on weekends or visiting cities), and we love off the beaten path, non-touristy activities. I'd love advice on perhaps specific areas/neighborhoods to stay in, traveling from place to place, or any other ideas. I know that this time of year in Italy tends to be cooler and rainier, but we're okay with that.

Here is what we have tentatively figured out so far:

1) Fly into Venice for three nights. Considering the Ca'Pisani Hotel.
2) Rent a car and drive to Lake Garda for three nights (either stopping in Verona, or making a separate day trip there). Considering the AktivHotel, but also have seen some AirBnBs that look like they have amazing views. Is it worth is to be closer to the lake, or is being up on the hill fine, especially considering it will likely be too cool or lake activities?
*Here we originally planned to head to Cinque Terre, but having read that a car there is inconvenient, we have made the following revision
3) Drive to an undetermined Tuscan hill town for four nights. We found lovely looking AirBnBs in Casole d'Elsa and Pergine Valdarno, but is either of these places a good home base for exploring?
4) After dropping off our rental car somewhere convenient TBD, taking the train to CT for two nights. Not sure yet in what town we'd stay in and open to recommendations around $150 or less per night.
5) Taking the train from CT to Florence for three nights. There are many AirBnBs we've found that look very nice, but we aren't sure if there are particular neighborhoods that are "better" (which is very subjective, I know) than others. Again, we'd prefer something less touristy but still charming (I lived on the Upper West Side in NYC for several years and loved it, for reference). Flying home from Florence.

Does this look do-able, particularly with the car/train travel? This is my first time to Europe, so it's a bit foreign (har har) to me. Welcoming any and all tips!

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