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.
Valeria is a wonderful guide and very knowledgable--she gave us a great introduction to Milan, the Duomo, and the Castle. She clearly has an excellent memory and ability with history--we were very impressed!
Victoria
Mar 14, 2025
Paio’s insghts made the time fly and it felt amazingly quick- we feel we could have spent weeks with him and his commentary and only scratched the surface on his value add- we just wish we had more time - well worth it and hopefully we can do it again.
Firas
Mar 13, 2025
Siro is an excellent guide. Even though we had some mobility issues, he led us though the the maze of the Uffizzi and was able to construct a logical and informative tour for us. Siro is proud of his city of Florence and he is enthusiastic about the works in the museum. He did a very good job and did it with a smile.
Philip
Mar 13, 2025