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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23,835 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.
The tour was great Suzanna was excellent. In 3.5 hours she should us and explained all the top sites of Florence. Understanding the history behind each of the sites made us better understand what we were looking at. Her knowledge and the ease at which she explained the subject matter made this tour the highlight of our trip to Florence. We would highly recommend the tour and the guide. Grazie Context and Suzanna
Raffaele
Apr 20, 2025
Brenda is a good guide and is able to cater to the groups interests well. Very knowledgeable.
Sujai
Apr 20, 2025
We thoroughly enjoyed our morning walk with Paulo viewing Caravaggio's work and highly recommend this tour. Paulo was knowledgeable and passionate about Caravaggio's achievements, placing his work in historic and artistic context. He took note of our particular interests and adapted the tour so that we could get the most out of it. It was a wonderful experience!
Gary
Apr 19, 2025