City of London Tailored Sightseeing Walking Tour
This fully customizable walking experience lets visitors craft their ideal exploration of London’s historic Square Mile, blending Roman ruins, medieval guildhalls, and modern skyscrapers. Guests design their route from 30+ stops, with seamless transport integration for stress-free exploration.
Walk the Square Mile Where Global Power Was Born
Step into the Square Mile and treat it not as a postcard of old buildings, but as a living machine that invented much of the modern world. On this bespoke City of London sightseeing tour, you can walk through streets where Roman soldiers, medieval guilds, Tudor merchants, Enlightenment bankers and digital-age traders have all wrestled with the same questions: who holds power, who creates money, and who writes the rules.
Along the way, hidden battlegrounds come into focus. Narrow alleys that once echoed with the gossip of coffee-house speculators and colonial merchants reveal how private deals in cramped rooms reshaped empires and redirected oceans of credit. Guildhalls and livery company halls become boardrooms of a pre-digital age, where tallies, tokens and ledgers turned raw goods and human lives into balance sheets. You explore how institutions like the Bank of England and Lloyd’s of London emerged from this dense network of churches, taverns, courts and exchanges, and how their customs, nicknames and rituals still influence global finance today.
Optional pick-up and drop-off mean you can start your exploration relaxed, stepping straight from hotel or home into the narrative without wrestling with logistics. The tour can be tailored for first-time visitors wanting a clear orientation, for history enthusiasts chasing specific themes like ancient history, mythology, mystical side, Money & Power.
Take some inspiration from the ‘Route’ below and then we can finalise an itinerary.
Booking & Availabilty
Private / Group
- Flexibility to customize the itinerary
- More exploration at your own pace
- Opportunity for more intimate discussions and questions
Per Person
- A cost-effective way to experience our tours
- Opportunities to meet like-minded travelers
- A balanced itinerary covering key sites and stories
Booking form
Private – City of London Bespoke Sightseeing Walking Tour (WP)

Booking form
Per Person – City of London Bespoke Sightseeing Walking Tour (WPP)

What Our Customers Are Saying
- Dragon tour City of London Arjun was a brilliant guide. He is very knowledgeable about the subjects he talks about throughout the tour, which centres around the spiritual connections behind much of the symbolism and iconography throughout the architecture and landmarks within the City. I really appreciated that although he had much knowledge to share,... More reviewsArjun was a brilliant guide. He is very knowledgeable about the subjects he talks about throughout the tour, which centres around the spiritual connections behind much of the symbolism and iconography throughout the architecture and landmarks within the City. I really appreciated that although he had much knowledge to share, he also intuitively allowed us the space to contemplate the spaces and topics for ourselves during moments in between, and did not try to cram too much in and nothing felt forced. The pace was easy to follow and very easy to walk. read lessAlice6/11/2025City of London - historical walking tour Having been way from London for 20 years, we were surprised and delighted at all the places we saw and the history we hadn't know was underfoot. Arjun had done an enormous amount of research to cleverly lead us through from Celts and Romans to modern day, explaining how the... More reviewsHaving been way from London for 20 years, we were surprised and delighted at all the places we saw and the history we hadn't know was underfoot. Arjun had done an enormous amount of research to cleverly lead us through from Celts and Romans to modern day, explaining how the financial city had evolved. Would highly recommend this tour for tourists and Londoners alike. read lessJane Inge11/06/2024This tour will give you a new perspective on The City of London. Arjun was passionate and well researched about the content of his tour. The tour didn't feel rushed or impersonal. Instead, it was like taking a walk with a friend chatting about a subject they are really interested in. Whether you are familiar with esoteric symbolism, or not, this tour will... More reviewsArjun was passionate and well researched about the content of his tour. The tour didn't feel rushed or impersonal. Instead, it was like taking a walk with a friend chatting about a subject they are really interested in. Whether you are familiar with esoteric symbolism, or not, this tour will give you a new perspective on The City of London. read less
Mike12/01/2023 - The best tour we've ever been on! Arjun's knowledge and detail throughout the tour was excellent. He listened to our questions intently and provided such rich information about all the different sites across the tour amazingly well. It was a great afternoon of insights, conversation and inspiration to learn more about the incredible history and hidden stories... More reviewsArjun's knowledge and detail throughout the tour was excellent. He listened to our questions intently and provided such rich information about all the different sites across the tour amazingly well. It was a great afternoon of insights, conversation and inspiration to learn more about the incredible history and hidden stories all around us. Thanks so much for this tour Arjun, we will be recommending this tour to our friends and family and will likely be coming on another one of DragonLore's tours very soon. Thanks a lot! read lessKobina Elliott10/19/2024Great, engaging and informative tour The guide was exceptionally knowledgeable and took great care to individualize the information. Good with a 10 year old with a lot of questions. Saw a few more churches than we expected but they were spectacular and ones we would have missed on our own. Symbolism of icons was presented... More reviewsThe guide was exceptionally knowledgeable and took great care to individualize the information. Good with a 10 year old with a lot of questions. Saw a few more churches than we expected but they were spectacular and ones we would have missed on our own. Symbolism of icons was presented well and without judgement. Great historian of London. read less
Margaret11/23/2023I want to come back and do this again! The Dragon Tour with Arjun was so rich, deep and truly heart and eye opening. I would do it again tomorrow! Thank you, Arjun for taking us on this journey through the City of London, through time and history and into the true nature of reality. Such an opening experience... More reviewsThe Dragon Tour with Arjun was so rich, deep and truly heart and eye opening. I would do it again tomorrow! Thank you, Arjun for taking us on this journey through the City of London, through time and history and into the true nature of reality. Such an opening experience that continues to ripple out. read less
Amy9/09/2024 - Secret London Arjun had a unique way of explaining the stories and hidden details of the City of London, making us see familiar landmarks with a completely fresh perspective.
The tour was perfectly paced, blending fascinating history with the magical mystique of London. Arjul’s passion and depth of knowledge truly brought the city’s... More reviewsArjun had a unique way of explaining the stories and hidden details of the City of London, making us see familiar landmarks with a completely fresh perspective.
The tour was perfectly paced, blending fascinating history with the magical mystique of London. Arjul’s passion and depth of knowledge truly brought the city’s secrets to life, and he kept us captivated the entire time. read lessTiziano Rossi11/17/2024Calling all seekers… A deeply thoughtful investigation into the meaning of symbols and the stories they tell about us —who we are , who we were—from antiquity to present time. Arjun is not only a wonderful storyteller but an intellectual. Fellow seekers, no matter what dragons you may have to slay, this tour... More reviewsA deeply thoughtful investigation into the meaning of symbols and the stories they tell about us —who we are , who we were—from antiquity to present time. Arjun is not only a wonderful storyteller but an intellectual. Fellow seekers, no matter what dragons you may have to slay, this tour will arm you , if not with weapons then with wonder and a sense of what binds us as humans. read lessKiley E Moran5/30/2025Excellent We thoroughly enjoyed the tour with Arjun. He was very knowledgeable, we learned so much from him on a fascinating topic. I really liked how well thought out the tour was, you could tell how each stop along the tour built on the previous, building a full picture in our... More reviewsWe thoroughly enjoyed the tour with Arjun. He was very knowledgeable, we learned so much from him on a fascinating topic. I really liked how well thought out the tour was, you could tell how each stop along the tour built on the previous, building a full picture in our heads by the end of the tour. I have already recommended this tour to friends, we'll definitely be back for more tours with Arjun. read lessDaryl Elliott10/19/2024 - Well researched, interesting, adventurous ! The London Mystical Tour was the best tour I did so far :) Arjun is such a kind guide and seems to be born as an encyclopaedia cause he could tell a well researched, profound story to everything we were interested in on the way. What stuck out to me... More reviewsThe London Mystical Tour was the best tour I did so far :) Arjun is such a kind guide and seems to be born as an encyclopaedia cause he could tell a well researched, profound story to everything we were interested in on the way. What stuck out to me as well, has been his great passion and interest in the content of the tour. I enjoyed to learn the meaning and background of commonly used symbols in buildings and recognize them anywhere else in architecture and art now :)) read lessSophie4/11/2025One of the most interesting and informative tours Thank you Arjun, this is one of the most interesting and informative tours I have done. There was so much to see and learn, and so much hidden in plain sight! I will definitely go back and revisit some of the stops and this has changed the way I look... More reviewsThank you Arjun, this is one of the most interesting and informative tours I have done. There was so much to see and learn, and so much hidden in plain sight! I will definitely go back and revisit some of the stops and this has changed the way I look at the City.
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Polly2/12/2025City of London Mythology tour - very interesting This is a great tour if you’re looking for something a bit different. Full of iconography, our guide was very knowledgeable and gave us lots of interesting facts & perspectives on history & the events that makes London City what it is today. We went on a Sunday, two stops... More reviewsThis is a great tour if you’re looking for something a bit different. Full of iconography, our guide was very knowledgeable and gave us lots of interesting facts & perspectives on history & the events that makes London City what it is today. We went on a Sunday, two stops on the journey were closed but this was made up in extra time at other sites and images provided of the closed venues. Overall, very enjoyable! read less
Julie4/23/2024 - Hidden and Forgotten Symbols If you enjoy rediscovering hidden symbols that may have been forgotten or lost this tour is for you. The tour is conducted by Arjun who has done a lot of research to find the hidden or lost meanings behind everyday things that we may walk by without noticing. The tour... More reviewsIf you enjoy rediscovering hidden symbols that may have been forgotten or lost this tour is for you. The tour is conducted by Arjun who has done a lot of research to find the hidden or lost meanings behind everyday things that we may walk by without noticing. The tour will awaken your mind and spirit to different ideas and perspectives. Truly a hidden gem amongst tours.
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Cynthia12/23/2023London’s History of Money, Magic, and Power Walking tour We absolutely enjoyed our tour today. Our guide was incredibly knowledgeable and, despite it being just the two of us, went out of his way to create a truly personalised experience. It offers an unconventional perspective on the origins of money, exploring the exchange of goods, the rise of interest... More reviewsWe absolutely enjoyed our tour today. Our guide was incredibly knowledgeable and, despite it being just the two of us, went out of his way to create a truly personalised experience. It offers an unconventional perspective on the origins of money, exploring the exchange of goods, the rise of interest and debt, and the beginnings of banks and the stock exchange — all intertwined with elements of magic and religion in a mysterious way. If you’re passionate about history and looking for a fresh, unconventional take on London’s past, this is the tour for you. read lessNadia Joos8/09/2025Deep understanding of the fascinating history of the City of London Arjun was an excellent guide and it was obvious he had a deep understanding of the fascinating history of the City of London. I especially liked the way he tied together his comments at the beginning and the end of the tour. I highly recommend the tour for visitors wanting... More reviewsArjun was an excellent guide and it was obvious he had a deep understanding of the fascinating history of the City of London. I especially liked the way he tied together his comments at the beginning and the end of the tour. I highly recommend the tour for visitors wanting to know how the City came about
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Deo ind6/10/2025 - Great Tour and Loved the experience! A tour like no other. You are taken on a journey through time that is not only an eye opening, story telling of historical pasts but you also see things from a different angle. I would recommend this and make sure you have a good pair of walking shoes! Loved... More reviewsA tour like no other. You are taken on a journey through time that is not only an eye opening, story telling of historical pasts but you also see things from a different angle. I would recommend this and make sure you have a good pair of walking shoes! Loved the experience :-) read less
Arvinder3/13/2024Great Tour Arjun has researched and created a walk that spans millennia and weaves an absorbing narrative of London’s complex history. The tale of shifts in power, culture, and development – he easily linking time periods, cultures and historical figures. Obviously passionate about the subject the depth of this tour will only... More reviewsArjun has researched and created a walk that spans millennia and weaves an absorbing narrative of London’s complex history. The tale of shifts in power, culture, and development – he easily linking time periods, cultures and historical figures. Obviously passionate about the subject the depth of this tour will only get better as Arjun fine tunes his fascinating chronicle. Highly recommended. read lessRonnie Reid3/22/2025Well planned. Recommend it Arjun is a fantastic guide that needs more recognition! He is truely passionate and is generous with his time and knowledge. This is the perfect tour for those who are interested in the entwinement of history, religion and mysticism ~ topics that you will be hard pressed to find on... More reviewsArjun is a fantastic guide that needs more recognition! He is truely passionate and is generous with his time and knowledge. This is the perfect tour for those who are interested in the entwinement of history, religion and mysticism ~ topics that you will be hard pressed to find on any other tour of london. You will not regret booking this amazing guide for your trip in London. read less
Tara7/24/2024

