Italy Private and Small Group Walking Tours
Home to many of the world’s greatest works of art, architecture, and gastronomy
The cradle of European civilization, Italy has often been described as one big living museum. As you explore the country, you’ll find yourself face-to-face with some of the world’s most influential thinkers and artists throughout history.
"Alessia is a very knowledgeable guide. We had a great discussion with her from religion to culture during the trip. She has left a deep impression on us, and made our trip in Rome so memorable!" – Sherry
Rome
Hit the highlights and then venture further into the Eternal City
Florence
Birthplace of the Renaissance
Venice
Where Architecture Dances on Water
Naples
Complex Neapolitan Soul
Sicily
A Rich, Diverse, and Vibrantly Scenic Historical Land
Milan
Fashion Capital
Lake Como
Italy's Timeless Retreat
Siena
Medieval Marvels and Wine Tasting
Lucca
Historic, Medieval Charm
Pisa
The Leaning, Historical, Architectural Gem of Tuscany
What Context Italy Travelers Say
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23,620 Reviews
Reviews can only be left by Context customers after they have completed a tour. For more information about our reviews, please see our FAQ.
Great tour!! Our guide, Alessandra, was very knowledgeable and did an excellent job explaining the things we were seeing! If I could give 10/10 rating, I would!!!
Dan
Mar 17, 2025
Matteo was incredible! We had the most wonderful experience and learned so much. I was a little worried about the 3 hour time as we came with our 8 and 10 year olds, but they loved every minute of it. Matteo made it so engaging and interesting, and thoughtfully answered all of their questions. Not only is his knowledge extraordinary but he also made everything come to life with stories, examples and guided questions. Could not recommend enough!!! Thank you for a fantastic experience!
Katie
Mar 17, 2025
Our guide Francesca was very knowledgeable, kind and fun to talk with about the different styles of painting through the centuries. We had teenagers and she was extremely engaging with them. Our experience with the Vatican was very memorable. Thank you for the experience!
Karen
Mar 17, 2025