private walking tours

Experiences Guided by Curiosity

Where will your curiosity take you?

Holiday Magic with Context

Picture yourself wandering Vienna’s Christmas markets, snow falling softly, as a historian shares the wild imperial tales behind every steaming mug of glühwein. Or slipping into a tiny Naples workshop where an artisan shows you how they’ve been crafting those glowing nativity scenes for generations.

That’s the magic of diving into a Context holiday tour. No loud groups, no scripted lines. Just you, a ridiculously knowledgeable local expert, and the kind of stories that make you forget the cold. 

Whatever lights you up—art, history, food, architecture—we’ll match you with the perfect guide who turns twinkling lights into stories you’ll retell every December for the rest of your life.

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holiday tours with context travel

Deep, Engaging, Tailored: The Tour for Everyone in Your Party

Conversations, not umbrella tours

"Tim was great. Knowledgeable. Cheeky. Motivating. It was a wonderful tour. We could have talked for hours. This is the exact reason small groups are the best. One on one, non scripted information from a dedicated and knowledgeable professional. Thank you, Tim."

William L.
London, UK

Experts, not guides

“William literally writes the book(s) on the D-Day memorials which led to an incredibly informative day tour. From age 77 to 11, we were all captivated by his knowledge and his ability to connect the dots.”

Carolyn B.
Normandy, France

Tailored, not one-size fits all

“Fantastic way to learn or refresh your understanding of key aspects of the history of Britain... One of the great things about a Context private tour is your guide. You can tailor your experience to your group's individual interests. This was our third Context tour. We are 3 for 3 in terms of top shelf guides, each very knowledgeable and personable. Highly recommended!"

Owen M.
London, UK

What our guests are saying

81,097 Reviews (4.81)

Reviews can only be left by Context customers after they have completed a tour. For more information about our reviews, please see our FAQ.

Jens was enlightening and engaging. A perfect guide to lead us through Mexican history and the beautiful Museum of Anthropology. My family all loved it!
We had a wonderful private evening tour of the Left Bank with Gil Soltz. He was very engaging and began by asking about our background in history, which helped him tailor the experience to our interests. Gil is highly knowledgeable about the history, artists, and writers associated with the neighborhoods we explored. His storytelling brought the area to life, and we thoroughly enjoyed seeing the Left Bank through his eyes.
We had a private three-hour tour with Sylvanie of Musée d’Orsay; she met us promptly at the arranged time and place. From the very beginning, she asked about our interests in art, ensuring the experience was tailored to us. Sylvanie is a gifted teacher—deeply knowledgeable and passionate about her subject. She guided us through the evolution of painting and sculpture, from Academic art to Realism to Impressionism, weaving history and insight seamlessly into our visit. The three hours flew by, and we came away with a much richer understanding and appreciation of the works we saw. Private tours are truly the best way to experience the Musée d’Orsay, and we highly recommend Sylvanie Arnaud for anyone seeking an engaging and enlightening art history tour in Paris.
Photo Shared by Lori with their review