Italy Trip Planning Checklist

The small things people forget — until Italy reminds them (usually on Day 1)

After 4 years traveling all over Italy (and helping hundreds of people plan trips), I made this checklist to catch the easy-to-miss details that cause stress before you even start planning — not to build your itinerary.

Covers what to bring, what to prep, and what to expect — based on real experience living in Italy.

What it helps you catch:

🧳 Moving around Italy (trains, bags, walking reality)
📱 Tech + connectivity details people overlook
💶 Money and safety basics that trip travelers up

This is for you if:

• This is your first (or first serious) trip to Italy
• You haven’t booked flights or hotels yet
• You want to avoid fixing problems once you’re already there

This won’t plan your route or pick cities — it just makes sure you don’t start with avoidable mistakes.