Andrea, that's what I've been pondering.
Funny, but like Nicole P, I "planned the hell out of" our planned 2020 trip. It's funny because I never do that much advance planning. We always have destinations in mind, and I'll book hotels, but almost never do we book other activities.
Well. This time, in addition to the Rick Steves Best of South Italy tour, I booked a food tour in Rome, a wine tour in Siena, hotels in Rome, Naples, Siena, Bologna, and Fiumicino. And restaurants - 5 of them, in Rome, Bologna, and Fiumicino. And trains, from Naples to Siena and from Bologna to Fiumicino. I was just about to book a bus from Siena to Bologna when it became obvious that things were starting to fall apart.
So the trip I spent the most time on became the tour to nowhere. We are on the waiting list for the same RS tour that begins August 31, but I'm fairly confident it will be cancelled. In addition, we won't have any free time after that tour, should it happen, so the 10 days in Siena and Bologna are out.
Therefore, I'm taking a serious look at 2021. We still want to do the Best of South Italy, and I would still like to spend time in Siena and Bologna. However, my husband says "What about Lucca?" and I'm remembering that we've been promising ourselves that we would revisit Florence and Venice sometime when we had at least 3 nights to spend in each city.
Stan said last night, "What if we add the Best of Tuscany" to the South Italy trip. "That would add Florence and Lucca, and you could add on time in Siena and Ravenna after that. And then we can go to the Netherlands to finish up!"
LOL! Not at all practical, but fun to think about.