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
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.
.png)
Hear from our customers
Irene was knowledgeable, engaging and explained the many complex aspects of Scottish history very well. She was a terrific guide!!
This was my first time touring with Context, and it was a fantastic introduction. Our guide, Terry, was incredibly knowledgeable and made the whole experience genuinely memorable. What stood out most was the variety in how the tour was structured — we moved between the rooftop, museum, outdoor walking through the city, inside a church, and even down some quieter back streets away from the main tourist routes. That mix kept things fresh and gave a real sense of Edinburgh beyond the obvious sights. Terry's storytelling was the highlight. She had a way of making the history feel entertaining rather than dense — I came away with a genuine understanding of the relationship between Scotland and England, and the key moments in Edinburgh's history, without ever feeling like I was being lectured or had to memorize facts. It struck the perfect balance between educational and enjoyable. Beyond the content, Terri built a real connection with the group — her communication style made the tour feel personal and engaging throughout. I'd highly recommend this tour, and Terry in particular, to anyone visiting Edinburgh.
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.
















