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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23,815 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.
Lucia was great. She had a warm and engaging personality and was very knowledgeable. She also helped us understand options for dining and other options from a local’s perspective.
Thomas
Apr 18, 2025
Elisabetta was a wonderful hostess. She gave me a brief but wonderful tour of the area and provided some much appreciated history about the region. It was a perfect first night in Milan.
Andrea
Apr 18, 2025
Excellent tour! Sarah was a great, knowledgeable guide who took us to many places that we would not have found on our own. Thank you!
David
Apr 17, 2025