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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24,217 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.
Siro was wonderful!!! He was so enjoyable to be with and incredibly knowledgeable about everything!
Robert
May 28, 2025
Friendly, knowledgeable and a pleasure to be with!
Stev
May 28, 2025
Our guide Olivia was wonderful and knowledgeable. We walked all day long, saw and learned so much—but we also took breaks for lunch, gelato, and bathrooms! Super fun!
Ian
May 28, 2025