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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23,716 Reviews
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Amazing, she kept my two teenage daughter captuvated with this history and art of pompeii. She made ancient roman society come alive for us; we could hear the horse drawn carts driving down the street, smell the food being sold from the thermopolium, and see the children running through the forum after school. we loved learning also about naples and neapolitan culture. we went to a wonderful restaurant for lunch, and it was so nice to have roberta eat with us and recommend neapolitan specialties that we might have missed! It was an amazing experience and we are already talking about our next trip with context travel and roberta in naples again soon!
Tina
Mar 26, 2025
Andrea is a jewel. Kind and honest and lovely to be around. Morgane is still talking about the ducks! Amazing job.
Valerie
Mar 26, 2025
Paolo was exceptionally knowledgeable and an absolute pleasure to spend time with!
Hillary
Mar 26, 2025