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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23,880 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.
Fiorella was amazing! We had a large group with some mobility restrictions and on a holiday in Naples. Crowds were tough, but she navigated us like a pro and modified the tour to suite our abilities. Since we left I keep hearing from everyone how great she was and how much they loved everything. Highly recommend!
Gina
Apr 25, 2025
The food tour was definitely a highlight of our trip. Adrienne was a fantastic guide and successfully balanced history and culture with fantastic tastes for both adults and children. We highly recommend this tour and Adrienne as a guide!
Michelle
Apr 25, 2025
We thoroughly enjoyed our Food Tour with our host, Massimo, who was knowledgeable, informative and interesting. We not only sampled some wonderful food but learned a lot about the neighbourhoods he took us to.
Bonnie
Apr 25, 2025