The Short: Planning a late June '26 (7-8 night) trip to Italy w partner and our 3 teens (14,14,15). Looking for towns/areas to centralize our trip. Is a Tuscany Agriturismo w daytrips too "honeymoon vibes" for our group?
TLDR: Looking for general itinerary ideas and flights as we start the process. Potentially 4 nights at Agriturismo w pool in Tuscany as a home base for the bulk with daytrips (rent car). That way we can have 3 bedrooms and a relaxing atmosphere after days of activity. The remaining nights can be somewhere w a little more city or coast vibes. We like to have only 2 hotel location changes, aside from a hotel by airport.
Teens feedback/likes from past trips: e-biking, food (cooking class?), kayaking/water (potentially a boat tour of sorts?), hiking/nature, ghost tours, and "walking in cool towns at night"; DISLIKE: shopping, giant crowds moving together to look at something (have to love their honesty); would do one museum, but not multiple. Partner and I agree w them and also want wineries, live music, but they can tag along.
Is the Tuscany area plus perhaps Cinque Terre or other coastal area a good idea given their likes below? OR do we look at another area of Italy altogether? My family ancestry is from Central SW/Avellino/Foggia but I'm just happy to go to Italy!
Direct flights from Boston to Rome or Milan. I'd rather spend the extra $300pp and save 3-4 hours of air travel time than have the stress of layovers and tiny planes to get closer to other areas. If we land in Rome, I think we may have to spend some time there. Partner was in Milan for work and said it's not our "vibe" for this trip.
Thanks in advance!! Appreciate ideas.