New 2026 "Not-a-Tour" Italy Off-Season Adventures

Plus a reminder that tonight is the October Ask Me Anything About Italy at 8 pm ET

I’m letting you, my dear paid subscribers, see this first…

For years, I’ve found it hard to design tours that aren’t really “tours” because I’m not that into organized fun. Even though I plan trips for a living, I often prefer my independence and the freedom to be spontaneous. At the same time, there’s no denying how much better travel is when you have a…