Private Sightseeing Walking Tour of The City Of London - Starting Point: The Monument and Trinity Square

Private Sightseeing Walking Tour of The City Of London

Discover London's historic and iconic sights on a private 3-hour walking tour, exploring landmarks like St. Paul's Cathedral, Tower of London, and more.

Explore London’s Historic City of London on an Intimate Private Tour

Private Sightseeing Walking Tour of The City Of London - Explore Londons Historic City of London on an Intimate Private Tour

A 3-hour private walking tour of the City of London offers an engaging way to see the city’s most notable landmarks with personalized attention from a knowledgeable local guide. Priced at $171.09 per group of up to 15 people, this tour is perfect for small groups seeking a flexible and immersive experience. It is typically booked 46 days in advance, making it a popular choice for those planning ahead. The tour features a mobile ticket for convenience and departs from The Monument or can include hotel pickup upon request.

This experience is well-suited for visitors who want a rundown of London’s financial district and historic sites without the pressure of a large group. The tour balances sightseeing of more than 16 landmarks with insightful commentary, making it ideal for travelers wanting to deepen their understanding of London’s development from Roman times through modern days. While the entire tour lasts about 3 hours, it covers a lot of ground, so a moderate level of physical fitness is recommended.

Key Points

Private Sightseeing Walking Tour of The City Of London - Key Points

  • Private and customizable experience with undivided guide attention
  • Over 16 landmarks visited within 3 hours, including St. Paul’s Cathedral and Tower of London
  • Includes outside views of historic sites and detailed explanations of London’s history and significance
  • Stops at iconic locations such as Leadenhall Market, London Bridge, and The Monument
  • Flexible departure times in the morning or afternoon, with easy meeting points or hotel pickup available
  • Free cancellation policy allows for flexible planning

Starting Point: The Monument and Trinity Square

Private Sightseeing Walking Tour of The City Of London - Starting Point: The Monument and Trinity Square

The tour begins at The Monument, a notable icon of London’s history, close to the site where the Great Fire of London started in 1666. From here, the guide leads you through a carefully curated route, beginning with Trinity Square, where you get a view of 10 Trinity Square, once home to the Port of London Authority and the site of the inaugural UN reception. The nearby Merchant Navy memorial offers a poignant reminder of the vital role Britain’s shipping played during wartime, providing a chance to discuss their contributions.

This starting point sets a tone of historical significance, emphasizing London’s resilience and its vital port history, which shaped the city into the global hub it is today.

Visiting the Ruins of St. Dunstan In The East

Private Sightseeing Walking Tour of The City Of London - Visiting the Ruins of St. Dunstan In The East

A highlight of this tour is St. Dunstan In The East, a 12th-century church that was rebuilt after fires, floods, and bombings. The church’s ruined walls now serve as a public garden, offering a stunning contrast of nature and architecture. Visitors can enjoy excellent photo opportunities amidst the greenery intertwined with historic stonework. This stop provides a glimpse into London’s endurance and the layers of history that have shaped its skyline.

While there is no admission fee, the ruins invite exploration of how London’s architecture and cityscape have evolved over centuries.

Discovering Leadenhall Market’s Medieval Charm

Private Sightseeing Walking Tour of The City Of London - Discovering Leadenhall Market’s Medieval Charm

Next, the tour explores Leadenhall Market, once the site of Londinium’s Roman Forum. The current Neo-Gothic structure, designed by Sir Horace Jones, dazzles visitors with its sophisticated crimson, green, gold, and silver decor. Fans of Harry Potter recognize this location from the famous film “Harry Potter and the Philosopher’s Stone,” where it served as Diagon Alley.

While wandering through the market, the guide shares stories about its medieval origins and its transformation into a vibrant shopping area today, blending history with modern city life.

Panoramic Views from London Bridge

Private Sightseeing Walking Tour of The City Of London - Panoramic Views from London Bridge

The tour features London Bridge, which for centuries was the only crossing over the Thames. The current 18th-century version is believed to have influenced British left-side driving. From here, travelers enjoy spectacular views of the River Thames, including sights of Tower of London, Tower Bridge, and HMS Belfast—a historic Royal Navy cruiser involved in D-Day and the Korean War.

The guide explains the bridge’s evolution and shares stories about HMS Belfast’s role in history, adding color to the scenic stop.

Reflection at The Monument to the Great Fire of London

Private Sightseeing Walking Tour of The City Of London - Reflection at The Monument to the Great Fire of London

A visit to The Monument commemorates the Great Fire of 1666. The guide discusses how the fire started, the conspiracy theories, and Christopher Wren’s extensive rebuilding efforts. This stop includes a fun lesson on the nursery rhyme “London’s Burning” and its connection to the fire.

Standing by this towering column offers a tangible link to London’s most famous disaster and its remarkable recovery.

Exploring St. Magnus The Martyr

St. Magnus The Martyr is a 17th-century church rebuilt by Sir Christopher Wren after the Great Fire. Mentioned in Charles Dickens’ Oliver Twist, the church’s interior design is noteworthy, and it features a replica of old London Bridge, illustrating why the bridge was difficult to navigate historically.

Inside, visitors find a place of tranquility amid the bustling city, and the guide highlights its literary and architectural importance.

The Significance of The London Stone

The London Stone is London’s oldest surviving treasure, dating back to Roman Londinium. Once central to proclamations and celebrations, it remains a hidden gem that many pass by unnoticed. Historically, it was believed to be linked to Arthurian legends and held immense importance for London’s prosperity.

Though now kept behind glass, the stone’s presence underscores London’s thousands of years of history in a small, yet powerful, artifact.

Oxford Court and the History of Welsh Influence

Oxford Court was the site of St Swithin’s Church, and it has a notable connection to Owain Glyndwr, the last Welsh Prince of Wales. The tour shares stories about the wife of Edmund Mortimer and her children, as well as the significance of this site in illustrating London’s diverse population and its draw for different regions of the UK.

This stop emphasizes London’s role as a melting pot of cultures and histories.

The Georgian Elegance of Mansion House

Mansion House, home to the Lord Mayor of London, is considered a top example of Georgian architecture. While inside access isn’t available, the exterior is stunning and offers a glimpse into London’s political and ceremonial life. The guide explains its role in hosting the Chancellor’s annual speech and the building’s historical importance.

This stop highlights the city’s governance and architectural grandeur.

The Royal Exchange and Its Market Heritage

Adjacent to Mansion House, the Royal Exchange was once the center of London’s financial activities and is one of the oldest stock exchanges. Today, it functions as a shopping mall, blending historic architecture with modern retail. Visitors learn about its economic significance and its status as a symbol of London’s trading history.

The guide’s explanations add depth to the visual experience of this historic marketplace.

The Bank of England’s Vaults and Role

The Bank of England stands as a symbol of financial stability, housing vast amounts of gold in its vaults. The tour mentions the incident of an accidental vault break-in and the advanced security measures that protect its assets. The short stop allows a broad understanding of the bank’s functions in managing the UK’s economy.

This site underscores the connection between London’s history and its global financial influence.

Historic Pubs and Filming Locations

Ye Olde Watling, a 17th-century pub, retains its charm as a place built for those working on St. Paul’s Cathedral. It is believed to have been associated with Sir Christopher Wren himself. The pub provides a cozy, authentic atmosphere rooted in London’s architectural history.

Nearby, One New Change offers a roof terrace with free panoramic views of St. Paul’s Cathedral, the Shard, and the River Thames—perfect for photos and a moment of relaxation amid sightseeing.

The College of Arms and Film Connections

The College of Arms is the oldest heraldic college in the world, specializing in creating coats of arms and genealogical research. Its 17th-century building is a striking sight, and the guide explains how it produces symbols for British peers and plays a role in pop culture, including the James Bond film “On Her Majesty’s Secret Service.”

The surrounding area features film and TV locations, including Doctor Who and Harry Potter, appealing to fans of British media.

The Majestic St. Paul’s Cathedral

The tour concludes at St. Paul’s Cathedral, designed by Sir Christopher Wren. This magnificent church is a highlight for its architectural beauty and iconic dome. While interior visits are not included in this tour, outside views and the historical context provided by the guide leave visitors with a lasting impression of one of London’s most famous landmarks.

Practicalities and Tour Logistics

The tour departs from The Monument, a landmark easily accessible via public transportation. It ends outside St. Paul’s Cathedral, making it convenient for further exploration or transportation connections. The tour is designed for those with moderate physical fitness, given the walking involved, but is suitable for most visitors comfortable on their feet.

For added flexibility, hotel pickup is available upon request, and the group size remains small to ensure a personalized experience. The free cancellation policy allows travelers to cancel up to 24 hours in advance for a full refund, offering peace of mind when booking.

Final Thoughts on the Private City of London Walking Tour

This private tour delivers a compelling overview of London’s core historical and financial districts, with a focus on authentic landmarks and lesser-known stories. The expert guide enriches the experience with detailed explanations about London’s evolution, from Roman times to the present day.

We appreciate the flexibility in departure times, the small group size, and the comprehensive itinerary that touches on more than 16 key sites. The tour’s focus on outdoor views and external architecture makes it accessible while still packed with engaging history and visual highlights.

The main limitation is the three-hour duration, which offers only a cursory glance at each site but works well for visitors seeking a broad overview. For those interested in an in-depth exploration, this tour serves as an excellent introduction, especially for first-time visitors.

Ready to Book?

Private Sightseeing Walking Tour of The City Of London



5.0

100% 5-star

“Dewi is a great tour guide. He is funny and a wealth of information. He took us to sites you wouldnt normally see and was accommodating to our re…”

— Monique M, Apr 2025

Frequently Asked Questions

Is the tour suitable for visitors with mobility issues?
The tour involves walking and standing at various outdoor stops, so moderate physical fitness is recommended. Accessibility details are not specified, so travelers with specific needs should inquire in advance.

Can I cancel or reschedule the tour?
Yes, the free cancellation policy allows canceling up to 24 hours in advance for a full refund. Changes made less than 24 hours before the start are not accepted.

Are inside visits included in this tour?
No, this tour primarily features outside views and explanations of the landmarks. The interior of St. Paul’s Cathedral is not included in the tour price.

What makes this tour different from larger group sightseeing options?
Being private, the tour offers personalized attention, flexibility in departure times, and the opportunity to tailor some aspects to your interests, unlike larger, more generic tours.

Is this tour good for history buffs?
Absolutely. The tour covers historic sites, stories about London’s resilience, and architectural marvels, making it particularly appealing for those with an interest in history and architecture.