Donn was a very knowledgeable and personable guide. We thoroughly enjoyed our tour.
Italy
Expert-led Italy guided tours that turn art, history, and regional identity into meaningful discoveries.
Dive into Italy
Discover These Cities
The land of republics and renaissances awaits... Where will you go?
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Bologna
Historic Italian city with medieval towers, long porticoed streets, rich food culture, and Europe’s oldest university.
Rome
Walk streets where emperors, popes, and republics left stone and story in every piazza, shaping Rome’s timeless civic life.
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Florence
Renaissance patronage shaped Florence, where Michelangelo, Dante, and the Medicis left a legacy of art, culture, and ambition.
Venice
Canals usher you past palazzos and secret calli in Venice, where waterborne life and artistic legacies define every turn.
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Naples
Alleyways open to lively piazzas where opera, Neapolitan song, and globally loved pizza reflect Naples’ spirited cultural energy.
Sicily
Sicily’s rugged landscapes, baroque towns, and ancient ruins reveal a Mediterranean island shaped by millennia of migration.
Milan
Futuristic meets Gothic in Milan, where fashion houses, art galleries, food and architecture converge in Italy’s design hub.
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Lake Como
Glacial waters frame villas and footpaths around Lake Como, where Alpine hills and Roman legacies invite timeless exploration.
Siena
Siena’s winding brick lanes, Gothic palaces, and bustling piazzas reveal a city steeped in rich medieval character and history.
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Lucca
Walls encircle Lucca’s cobblestone lanes where towers, promenades, and piazzas reveal the intimate charm of medieval Tuscany.
Pisa
Leaning monuments draw eyes upward in a compact city where medieval ambition and architectural quirk meet on the Piazza.
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Verona
Historic northern Italian city with Roman ruins, winding medieval streets, the Arena amphitheater, and layered heritage.
Arezzo
Historic Tuscan city with medieval piazzas, Renaissance masterpieces, artisan workshops, and a long tradition of antiques and craft.
Genoa
Medieval streets descend toward a historic port where maritime trade and palazzi reflect centuries of Mediterranean commerce.
Let Your Curiosity Shape Your Journey
Join passionate experts on intimate walking tours that reveal a city's unique stories, spark conversations, and leave you seeing the world—and yourself—a little differently.
Experts, not guides
Explore with 1,200+ Experts, from historians and architects to chefs and archaeologists.
Crafted for conversation
With fewer than ten guests, engage your Expert through questions and immerse fully.
Structured, never scripted
Your interests guide your Expert, leading to stories and perspectives that matter to you.
Curious or connoisseur
First-time visitor or seasoned explorer, our tours span city highlights to deep-dives.
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Italy, Seen with Context
Italy isn’t just a collection of iconic cities. Travel with an expert to discover how art, power, and regional traditions shaped a culture that continues to influence the world.
Hear from our customers
Francesca was extremely knowledgeable and an amazing tour guide! Highly recommended!
My goodness, amazing!! Roberta is so knowledgeable and passionate and truly brought Pompeii to life! Our context tour guides have all been wonderful, these tours are the best investment you can make in your trip.