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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23,853 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.
Dony gave us a fantastic tour! His knowledge and passion for Roman history is infectious. We had a great time and highly recommend this tour.
David
Apr 22, 2025
Paolo's tour was one of our favorites on what turned out to be a very history-and-tour-intense trip overall! Paolo's expertise and storytelling abilities brought Ancient Rome to life for us, filling our brains not only with broad-stroke tales of empire and republic but fascinating details about life 2,000 years ago. Highly recommend
Jackie
Apr 22, 2025
This walking tour was one of our trip highlights! Gioconda was so knowledgeable and brought this ancient place to life, showcasing not just Pompeii's famously tragic history but its vibrant past.
Jackie
Apr 22, 2025