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Discover London's historic Square Mile with this engaging walking tour. Explore Roman ruins, Leadenhall Market, and St. Paul’s in 1.5 hours.
Highlights of Old London Town: Walking Tour of the Square Mile
Rating: 5.0/5 (based on 5 reviews)
Location: London, England
Price: $27.41 per person
Duration: About 1.5 hours
Provider: Square Mile Secrets

If you’re seeking a way to see London’s heart in a way that’s both informative and manageable, this Walking Tour of the Square Mile offers just that. It’s a compact but thorough journey through the oldest part of London, with a knowledgeable guide leading you past historic ruins, lively markets, and iconic landmarks—all within an hour and a half.
What we really like about this tour is its small-group format, which creates an intimate, personalized vibe, especially when you’re passing through narrow medieval streets or admiring the modern skyline juxtaposed against ancient walls. The tour’s cost-effectiveness makes it an accessible way to deepen your understanding of London’s past without spending a fortune or dedicating an entire day.
One potential consideration is that you won’t go inside St. Paul’s Cathedral; instead, you’ll enjoy a view from the outside. For many, this isn’t a drawback, but those hoping for interiors might need to plan an additional visit.
This tour is best suited for history buffs, first-time visitors, or anyone curious about the layers of London’s history that often go unnoticed amidst its skyscrapers.

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Starting Point: Roman Wall of Londonium
The tour kicks off in the eastern part of the City of London, where you’ll see the remains of the Roman wall that once enclosed Londinium. Our guides, such as Susannah, are often praised for their storytelling ability, making it easy to imagine what life was like nearly two millennia ago. The visit to this ancient remnant is free, giving you a glimpse into the city’s foundations without extra cost.
Next Stop: Leadenhall Market
From Roman ruins, you’ll stroll through the heart of the modern financial district, passing towering skyscrapers, lush garden ruins, and vibrant street life. Leadenhall Market, with its Victorian architecture and lively atmosphere, is a highlight. Several reviewers have mentioned how much they loved this spot—it’s been featured in many movies, including Harry Potter, which adds a fun layer for film buffs.
One reviewer said, “I fully recommend this guided tour… it gives you a great insight into the square mile, full of surprises.” It’s easy to see why—this market isn’t just a shopping hub; it’s a living piece of history with narrow cobbled lanes, colorful shops, and a sense of timeless charm.
Final View: St. Paul’s Cathedral
The tour wraps up with a view of the cathedral’s iconic dome from the outside. While you don’t go inside, the vantage point offers a perfect photo opportunity and a moment to appreciate one of London’s most recognizable structures. Afterward, you’re close to shops, restaurants, and public transport, making it easy to continue exploring or head back to your accommodation.

Knowledgeable Guides
From the reviews, it’s clear that the guides, particularly Susannah, are a real asset. Travelers mention her storytelling skills, humor, and ability to bring history to life. She reveals hidden stories and lesser-known facts that you wouldn’t find in a guidebook, making the experience richer and more memorable.
Authentic and Personal Experience
With only 15 participants, the tour maintains an intimate feel, allowing for questions and spontaneous conversations. This small size is a significant advantage, especially in crowded London streets, where larger tours can feel impersonal or rushed.
Balanced Itinerary
The stops are well-chosen: ancient walls, historic markets, and iconic landmarks. While the itinerary is concise, it’s packed with enough detail to satisfy both history enthusiasts and casual travelers. The emphasis on free attractions like Roman ruins and Leadenhall Market means you’re not paying extra for entries, which enhances value.
Timing Flexibility
Offering both morning and afternoon options means you can fit this tour into your schedule, whether you’re an early riser or prefer to explore later in the day.
Cost and Value
At just over $27, this tour provides a comprehensive look at the Square Mile’s deep history, vibrant street life, and architectural contrasts. Given the personalized nature and the quality of guides, it’s a very reasonable price for the depth of knowledge shared.

History lovers will enjoy the insights into London’s Roman past and how it evolved into the bustling financial hub.
First-timers will appreciate the overview that ties together London’s ancient origins with modern landmarks.
Locals might find it fascinating to see their city through a new lens, discovering secrets they never knew.
Photographers will love the scenic views of the cathedral and bustling market scenes—perfect for capturing London’s essence.


This Highlights of Old London Town: Walking Tour of the Square Mile offers a well-rounded, engaging, and affordable way to get to know London’s oldest neighborhoods. Its combination of historical intrigue, lively markets, and expert guides makes it a standout choice for travelers wanting to go beyond the typical tourist spots. The small-group setting ensures that you’ll feel connected and able to ask questions freely, making the experience both educational and enjoyable.
Whether you’re a history enthusiast, a first-time visitor, or someone who just loves a good walk through a city’s story, this tour delivers a genuine and memorable slice of London’s past and present. The mix of ancient Roman walls, Victorian markets, and iconic views is perfect for capturing the diverse spirit of the Square Mile.
If you’re after a cost-effective, informative, and authentic experience packed with stories and surprises, this walking tour is definitely worth your time.
Is this tour suitable for children or seniors?
Yes, most travelers can participate, and the tour is designed to be accessible. However, expect some walking on cobblestones and uneven surfaces, so comfortable shoes are recommended.
Will I see inside any buildings?
No, the tour focuses on outside views of St. Paul’s Cathedral and other landmarks. You’ll enjoy photo opportunities and exterior sightseeing.
How far in advance should I book?
On average, the tour is booked about 17 days ahead, but it’s wise to reserve earlier if you want a specific time, especially during busy seasons.
Is this tour weather-dependent?
Yes, it’s a walking tour so it’s best suited for fair weather. Check the forecast and dress appropriately for rain or cold.
What should I bring?
Bring comfortable walking shoes, a camera, and possibly a bottle of water. Snacks are not included, so plan to grab something afterward.
Are the guides knowledgeable?
Yes, reviews highlight their storytelling ability and deep knowledge of London’s history, making the tour both fun and educational.
Can I cancel if my plans change?
Yes, there’s a free cancellation policy if you cancel more than 24 hours in advance.
This tour offers a perfect blend of history, architecture, and local charm. For anyone wanting to understand London’s roots while enjoying a relaxed stroll, it’s a smart, affordable choice.