Jenny was fantastic! Her knowledge of Scottish history, folklore and geography is encyclopedic. She was engaging, witty and clearly explained the complex web of Scottish royalty associated with the castles that we visited. We really enjoyed the day that we spent with her.

Edinburgh Tours
Expert-led Edinburgh walking tours that turn medieval streets and Enlightenment ideas into meaningful discoveries
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 12 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.
Edinburgh, Seen with Context
Edinburgh isn’t just a castle above the skyline. Walk with an expert to discover how writers, philosophers, and reformers shaped Scotland’s remarkable capital.
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Hear from our customers
We’ve traveled a lot. We always use a private guide when we go to new cities. Kate was one of our all-time top tour guides. She was personable, knowledgeable, funny and conversational (not overwhelming with facts) and a great storyteller . Highly recommend her!
Gains gave us a lot of great insights into the history and development of New Town and Dean Village. He was extraordinarily knowledgeable, friendly and engaging. We really enjoyed being in his company!
Edinburgh Tours
Best for First-Time Visitors
These tours help travelers understand how Edinburgh developed from a medieval stronghold into a center of politics, learning, literature, and Scottish identity.
Best for Day Trips from Edinburgh
These experiences expand the story of Scotland through castles, universities, coastlines, royal history, and Highland landscapes.
Best for Flexible, Self-Guided Exploration
These options offer expert insight while allowing travelers to explore at their own pace.
Edinburgh Castle and Royal History
The Royal Mile and Medieval Old Town
The Scottish Enlightenment
Georgian New Town
Literary Heritage
- Audio guides for independent travelers (starting around $20)
- Small group walking tours (starting around $141 per person)
- Private tours for more flexibility and deeper discussion (starting around $500+)
If you want to move beyond Edinburgh’s dramatic views and experience the city with more historical, cultural, and human depth, many travelers find Context’s expert-led tours well worth it.

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