We’ve been on quite a few tours during our trip to Italy, but our tour with Paolo was unquestionably the best. Paolo is a captivating storyteller and engaging guide with an incredible breadth and depth of knowledge.






From iconic landmarks to tucked-away local favorites, these are the places you’ll explore and experience firsthand with your Expert.
Some helpful advice for getting the most from your experience, from practical prep to small on-the-day tips.
We’ve been on quite a few tours during our trip to Italy, but our tour with Paolo was unquestionably the best. Paolo is a captivating storyteller and engaging guide with an incredible breadth and depth of knowledge.
I always use Context Travel for my guided tours and once again, they delivered. Dony was knowledgeable, responsive, and fun to be with. He knew just how to approach the tour for both me and my 21 year old daughter. He had great sources on his iPad that brought the ancient ruins to life.
Liz was amazingly enthusiastic in the face of an amazing storm. Incredibly knowledgeable, an amazing guide.
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.
Structured, never scripted
Your interests guide your Expert, leading to stories and perspectives that matter to you.
Crafted for conversation
With ten or fewer guests, ask questions, engage with your Expert, and fully immerse yourself.
Experts, not guides
Explore with 1,200+ Experts—from historians and architects to archaeologists and chefs.