Embarking on a journey through Italy means stepping into a world of ancient history, breathtaking art, coastal beauty, and unforgettable meals. This curated 14‑day example itinerary is designed to help travelers experience the best of Rome, Florence, Tuscany, Venice, Cinque Terre, and Milan — all at a comfortable, enjoyable pace.

Along the way, you’ll also find helpful reminders on how travel protection can safeguard the experiences you’ve planned and the payments you’ve made. Whether you're exploring iconic landmarks or savoring quiet countryside moments, this guide helps you travel with confidence and peace of mind.

See why travel protection is a great decision for trip to Italy or jump straight to checking protection plans and prices for your trip.