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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24,728 Reviews
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What a lovely and productive way to spend our first morning in Venice! Monica was knowledgeable and informative. The tour covered a lot in a short time, but left us with a great overview of the history and architecture of St Mark's and Venice. I would love to do this again!
Robin
Jul 4, 2025
What a wonderful experience! I always have high expectations from Context tours, but Leo was absolutely top notch. We enjoyed the quick stops in small, out of the way venues. Leo brought the history of Venice and the trading traditions to life.
Robin
Jul 4, 2025
We all loved Adele, her wonderful witty manner, her depth of knowledge, her willingness to to give us options at pivotal points on our tour, and her attention to our physical needs on a very hot day. Highly recommend. Consistently I have always been thrilled with Context guides and Adele is right up there with the best!
Stacy
Jul 4, 2025