Italy Itinerary - Too ambitious?

Overall, it looks rushed. I like your destinations but Amalfi and Tuscany are places to relax in, and you won’t be able to do much of that by crowding the calendar. I would add days to your trip and consider dropping Cinque Terre since you will be going to the Amalfi coast.
Have a great Trip!

I'd drop CT and add those nights to Rome and AC.
Not sure Rick would heartily recommend CT anymore due to the massive crowding there.

How many nights will you actually have?
Anytime you can add a night or 2 - do it.

If you have 14 nights
Florence 3 nights- first day is jet lag and later arrival so it hardly counts
Tuscany 3 nights- only rent the car for this portion- have you determined where in Tuscany you will stay? is parking accessible? where will you drop the car?
Amalfi coast- 4 nights- have you decided on which town? Since it takes some time and effort to get here give it the time it deserves
Rome 4 nights

Hi, since you already have one water location, I would cut Cinque Terre out of your itinerary and give a day to Amalfi & Florence. Or depending on what you’re planning to see in the Tuscany region, give the second day to that area.

It looks rushed to me too, Emily, and count your time in nights versus days for a more accurate estimation. For instance? I'm not sure how you're getting "not quite two full days" out of Florence? If you arrive early evening and are only spending two nights there, you only have 1 full day and a few jet-lagged hours before bed at most. You need 3 nights to squeak out 2 full days.

Will vote with the others for dropping the CT and adding that time elsewhere. The itinerary Christine has offered up looks like the best plan for 14 nights.

Will vote with the others for dropping the CT and adding that time elsewhere. The itinerary Christine has offered up looks like the best plan for 14 nights.

My only minor quibble would be to suggest 5 nights Rome and one less in AC

The one thing no clear from your post is how many nights do you have IN Italy? ("On this trip, we are spending two weeks")

I’d normally say 5 nights in Rome as well but OP has been there and seen Colosseum

3 nights in AC is just 2 full days
Not sure what OPs interests are there but to me that’s not enough time
Pompeii for example takes most of 1 day

Thank you so much for the assistance. I think you all confirmed what I already knew but needed to hear it. I appreciate you taking the time to respond. We are going to extend our time in Tuscany and Amalfi coast instead. Cheers.

Doubtful that you’ll regret it

Happy planning
Come back if you need help with anything

Every time you move, you use about 1/2 day in travel time, so 3 days in Rome or the AC is really 2 full days and a bit. If you drop either the CT or the AC, you will have more time to enjoy the places you will be in.

If you keep the AC, with your itinerary, I'd stay in Salerno because there are fast trains from Florence/Rome. It's at one end of the AC with Positano more or less at the other end. There are buses and ferries which are a 10-15 minute walk from the edge of the historic center (which is well worth spending a day exploring).