Roman and Medieval London Private Walking Tour

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3 to 4 hours (approximately)
Pickup offered
Offered in: English

Step into the layered history, hidden corners, and quiet drama of the Square Mile on this private walking tour through the ancient heart of London. Uncover the stories behind a place shaped by power, trade, faith, and finance for nearly two thousand years.

Walk in the footsteps of Roman soldiers, medieval merchants, condemned prisoners, and modern financiers. This isn’t just history — it’s full of surprises. Reflect among the moving memorials of Postman’s Park, hear the darkly delicious legends of Sweeney Todd’s pie shop, and slip down atmospheric alleyways hiding ancient churches and secret courtyards.

With a knowledgeable, entertaining private guide, you’ll explore at a relaxed pace with plenty of time for stories, questions, and great photo opportunities. From Roman walls to modern landmarks, this tour brings the Square Mile vividly to life.

What's Included

All Fees and Taxes
Hotel Pick Up
Private Guide
Gratuity
Private transportation

Meeting and pickup

Pickup points
You can choose a pickup location at checkout (multiple pickup locations are available).
Pickup details:

We will meet you at your hotel’s concierge desk. If your hotel does not have a concierge, your guide will meet you at the front desk or in the lobby.

If you are staying at an Airbnb or alternative accommodation, your guide will be waiting outside the property approximately 5 minutes before the scheduled start time.

Itinerary

Duration: 3 to 4 hours (approximately)
  • 1
    Ye Olde Cheshire Cheese

    Stand outside one of London’s oldest pubs as your guide shares tales of literary legends, medieval Fleet Street, and centuries of ale-soaked history. Discover why this hidden survivor of the Great Fire has welcomed everyone from Dickens to journalists, and how it became a true City institution.

    10 minutes • Admission ticket free
  • 2
    Fleet Street

    Pause outside Sweeney Todd's pie shop as dark legends and Victorian melodrama come to life. Hear the chilling story of London’s most notorious barber and uncover how myth, theatre, and marketing blended to create one of the City’s most enduring — and deliciously macabre — tales.

    5 minutes • Admission ticket free
  • 3

    Step into this unexpectedly peaceful garden as your guide reveals the moving stories behind the Memorial to Heroic Self-Sacrifice. Learn how ordinary Londoners became extraordinary heroes, and why this quiet spot holds some of the City’s most powerful human stories.

    10 minutes • Admission ticket free
  • 4
    Roman wall ofLondonium

    Pause beside fragments of Londinium’s ancient defences as your guide transports you back nearly two thousand years. Discover how Roman engineering shaped the city’s future and still anchors modern London to its origins.

    10 minutes • Admission ticket free
  • 5
    The Old Bank of England Pub

    Stand outside the “Old Lady of Threadneedle Street” as your guide explains how this formidable building came to guard the nation’s wealth. Learn about gold vaults, financial crises, and the quiet power that shaped Britain’s global influence.

    10 minutes • Admission ticket free
  • 6
    Guildhall

    Stand outside the ceremonial heart of the City as your guide explains how this medieval complex has governed the Square Mile for centuries. Learn about ancient privileges, powerful guilds, and traditions that still endure.

    5 minutes • Admission ticket free
  • 7
    The Monument to the Great Fire of London

    Look up at this towering column as your guide tells the dramatic story of the Great Fire of 1666. Discover how a bakery sparked catastrophe, how London rebuilt itself, and why this scientific monument once doubled as a secret laboratory.

    10 minutes • Admission ticket free
  • 8
    St. Paul's Cathedral

    Stand beneath Sir Christopher Wren’s masterpiece as your guide unpacks its survival through fire, war, and protest. Discover the secrets hidden in its design and how St Paul’s became a symbol of resilience at the very heart of London.

    15 minutes • Admission ticket free
  • 9
    London Bridge

    Stand on one of London’s most historic crossings as your guide untangles myths, executions, and lost bridges of the past. Learn why this site has been rebuilt again and again — and how it connected the City to the wider world.

    5 minutes • Admission ticket free
  • 10
    City of London

    Slip into the City’s narrow lanes and hidden courtyards as your guide uncovers ancient churches, secret gardens, and traditions that refuse to disappear. Discover how these overlooked corners reveal the Square Mile’s oldest layers.

    15 minutes • Admission ticket free
  • 11
    Leadenhall Market

    Wander beneath ornate Victorian ironwork as your guide reveals how this elegant market grew from a Roman forum into a thriving trading hub. Learn about merchants, meat markets, and movie fame hidden among its colourful passageways.

    15 minutes • Admission ticket free
  • 12
    Tower Bridge

    Admire London’s most recognisable bridge as your guide explains how Victorian engineering and medieval style combined to solve a modern problem. Discover the stories behind its rising bascules and its transformation into a global icon.

    10 minutes • Admission ticket free
  • 13
    Tower of London

    Stand before this formidable fortress as your guide brings to life stories of prisoners, executions, and priceless treasures. Learn how the Tower has served as palace, prison, zoo, and stronghold — and why it remains one of Britain’s most powerful symbols.

    15 minutes • Admission ticket free

Additional info

  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • All areas and surfaces are wheelchair accessible
Supplied by The English Way Private Tours

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Tags

Half-day Tours
Private and Luxury
Private Sightseeing Tours
Cultural Tours
Historical Tours
Walking Tours
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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