Regarding tripod or monopod and night photography, remember, at night there are less people about and in Venice you can rest your camera on a bridge wall, or iron fence and you can always find a wall or corner of a building to press against to get a night shot, so no need for a tripod. Take a non stretch piece of parachute cord with you. Make this a reverse tripod.

You tie a loop for your foot and another loop at the other end for your lens, placed near where it connects to the camera body. Now stretch this tight and hold your breath to take a long exposure at night and take a burst of shots too. You will almost always find a few perfectly still images in and burst, using the string. It helps to steady out any movement as you pull up on the string to keep things steady.

With a tripod you sort of push down to get it to be steady but the string, you pull up. When finished just roll up the cord and keep it in your pocket. Much better for steading a shot than not using anything at all, when you don't have a tripod or monopod to use.

Repleo. You have provided a terrific overview and advice. I have been to most of those places, as well, and agree with your assessment totally. I would add that of the walkway and scenic point that you and Nunyaman mentioned, goes from Manarola to Corniglia on the ocean side. You can walk to Corniglia and take the train back or just walk at least to the suspension bridge and walk back to Manarola (preferred?). Many great scenic and plant shots.

Nunyaman, I would skip the tripod and consider bringing only the 24-70mm, 15mm and 70-200mm. You could keep the 70-200 on the 80D with an FFE of 112-320mm, it will be plenty long enough. Then I'd switch between the 15mm (interior and some scenic) and the 24-70mm for over 1/2 of the shots. By the way, I took several shots from the Manarola scenic point using 35-60mm FFE.

For a 21 day trip that I took to Italy (Venice, Florence, Rome, Radda, Cinque Terra, San Margarita/Lake Coma). I took 1897 keepers and of those: 526 were @ 24-34mm, 232 @ 35-49mm, 222 @ 50-74mm, 422 @ 75-105mm, 495 @ > 105mm.

Quick list of other locations not mentioned by the terrific ones that Repleo suggested

If driving from Rome to Tuscany, include Civita di Bagnoregio on your itinerary. Its about a 20 minute detour from the E35 highway and worth every minute of it. Most of the classic Tuscan scenes with rolling hills and winding Cypress lined lanes are in the Colli Sinessi area especially between Pienza and Asciano. The rolling hills will be mostly all ploughed soil in November, but the vineyards may still have some color. I assume Florence is on your itinerary, but Sienna is my favorite - very special at night. San Gimignano is another ‘must see’ but not at the expense of the other places I mentioned. The town interior is nice, but I have not been able to find a good vantage point from outside the town.