My wife and I have been to Italy 6 or so times. I just spent a week in Venice this winter photographing and it was amazing. 90% less people than the summer.
My parents haven't been to Europe until this past year. We took them to Paris and they loved it. They are in there mid 70's and in good health. They have been reluctant to travel international until now so we have a lot of catching up to do!
We fly into Rome and arrive on October 1st at 8:30am and leave on October 10th at 10:30am
My wife and I haven't been to Rome yet. Ideally splitting the trip between Rome and Tuscany would be a great trip. I really want my parents to see Venice. While it is super touristy I feel like everyone should experience it once. I'm not sure if we will make it back to Italy with them.
Here is the plan
Arrive at the Rome airport on Monday morning and rent a car
Monday - Drive to Tuscany, check in, dinner and wine at villa and early to bed.
Tuesday - Explore Tuscany
Wednesday - Explore Tuscany
Thursday - Breakfast then drive to Venice and drop car off at Piazzale Roma. Check in, early dinner and relax
Friday - Explore Venice, cicchetti bar hopping
Saturday - High speed train to Rome. Check in, early dinner and relax
Sunday - Explore Rome
Monday - Explore Rome
Tuesday - Explore Rome
Wednesday - Fly home
Thoughts?