Hi all!
I'm in the early stages of planning a trip with family (15-20, all adults) to Italy for June 2025. Part of the trip we will be in Tuscany (thinking 7 days) and the other part will be in Naples/Amalfi Coast region. I know the thought of coordinating 15-20 people sounds like a nightmare, but everyone is pretty flexible and we don't have to do everything together. We did 2 weeks in Ireland and England in 2022 and it went surprisingly well! It's often a choose your own adventure for people, with a few all-group activities over the course of the trip, and getting together in the evening. Wife and I were in Florence and Siena in 2022 and loved it! What we know so far:
1-People would like to stay in an agriturismo, villa or other house as a group.
2-We will have some cars, too early to say how many.
3-Most haven't been to Tuscany, let alone Italy, but have been in other parts of Europe.
4-Lots of agreement on wine tasting, cooking classes, and exploring some of the area.
Right now I'm struggling with finding a place to base us in. I know people will want to day trip to Florence and some of the surrounding towns. One part of the struggle is staying close enough to a town for people to go eat dinner and maybe other meals as a big part of the trip will be to enjoy the food.
Another struggle is the transportation logistics. For flexibility, it would be great if we were near a town that would have good rail or bus connections to other places. That way if there was no access to a car that day, people could head out on their own.
Siena would probably be a decent choice, but I wanted to see if there are other towns as options out there? I know we're probably looking for a unicorn with the above, but thought I'd ask! Once we have an area(s) nailed down then we can start looking at lodging.
Thanks all!