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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23,448 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.
My family took a tour with Cetty the very first morning of our vacation in Palermo - an ideal way to set the stage for the days to come. She helped us to notice architecturally how converging cultures contributed robustly to this beautiful city, and adeptly put into context Palermo in its early days, as well as for how it continues to thrive today. Cetty connected with each member of our group of eight and really brought the city to brilliant life. This early experience with her set up our time in Palermo beautifully, and I would highly recommend this tour.
Heather
Jan 3, 2025
Cetty dug deeply with our small group and illuminated countless interesting facets about the Monreale Cathedral - this was an in-depth custom visit, and it was spectacular. Her depth and breadth of knowledge is staggering. The cathedral itself is dazzling, and she helped us see beyond the breathtaking visuals to understand more deeply how politics, power, religion and influence converge in this incredible space.
Heather
Jan 3, 2025
A wonderful immersion into markets, specialty shops, and history as we journeyed through Palermo. Cetty is a font of interesting information and personal connections that bring the city to life - for our eyes as well as our tastebuds. She gracefully kept our entire group of 9 engaged - no easy feat with ages of family members spanning 8 decades. She also made wonderful recommendations to visit artisans. I highly recommend this experience.
Heather
Jan 3, 2025