• 105 Mount St - The Mount Street apartments, once rented by Winston Churchill from his cousin, the Duke of Marlborough, are famously known as Winston’s bachelor pad. This was the first place he lived independently, where he entertained actress Ethel Barrymore and Pamela Plowden, with whom he was closely associated before meeting Clementine Ogilvy Hozier in 1904. Churchill resided here when he was first elected to Parliament in 1900. Although he employed a cook, it is said that Winston often ordered meals from the nearby Cobourg Hotel, which would deliver dishes like Beef Wellington to his apartment. While the apartment remains a private residence, it is worth pausing here to reflect on the young man who would become Britain’s greatest Briton.

• Down Street station - Down Street tube station, a disused station on the London Underground, was closed in 1932. Before World War II, the 22-meter-deep abandoned station was transformed into an emergency bunker for the Railway Executive Committee, responsible for maintaining Britain’s railways during the war. Sir Winston Churchill used this location in the early days of World War II, referring to it as “The Barn.”

Why was this location chosen when the Cabinet War Rooms are so well-known today? Your guide will reveal all as part of the tour.

• Curzon Mayfair - The Curzon London is located opposite the site where Winston met his great love, Clementine Ogilvy Hozier, at a ball in 1904. At just 19 years old, Clementine became Churchill’s greatest love, support, confidant, and eventually his wife, with whom he built his home, Chartwell, and his beloved family. Unfortunately, due to the building’s current use (which your guide will explain), we cannot stop here for an extended period.

• Bolton Street - Bolton Street was home to Churchill’s first ‘bachelor pad,’ which became the first family home upon his marriage to Clementine. Known for its toy soldiers, a library stocked with £6,000 worth of books, and a bedroom decorated in his mother’s taste, Churchill’s home life began here. Although still privately owned, the exterior views of Churchill’s old home offer a chance to discuss Churchill as a young man, a new husband, and his relationships with his mother and wife, both of which were complex yet loving.

• Royal Academy of Arts - Sir Winston Churchill had a significant connection to the Royal Academy of Arts in London. While primarily known for his political career and leadership during World War II, Churchill was also an accomplished amateur painter with a keen interest in art.

Churchill’s passion for painting led to a close association with the Royal Academy. He exhibited his works at the academy’s Summer Exhibition under the pseudonym David Winters, and his lifelong dedication to the arts is still widely acknowledged today.

In recognition of Churchill’s contributions to the arts and his association with the Royal Academy, he was made an honorary academician in 1948, a distinguished title that further solidified his connection to the institution.

While at the Royal Academy of Arts, your guide will explain why painting became so important in Sir Winston’s life, how his paintings provide insight into his life, and why they can be controversial.

• Churchill And Roosevelt Allies Sculpture - This iconic statue of the two great wartime leaders captures their intimate friendship. Seated on a bench and chatting happily, this statue was unveiled by Princess Margaret in 1995 to celebrate the 50th anniversary of the end of World War II. Now a popular tourist attraction, it is the perfect place to stop, take a photo, and discuss the great men, their friendship, their differences, and some of the outrageous stories surrounding them.

• Berkeley Square - Churchill’s marriage to Clementine is often seen as loving, stable, and faithful. However, recent tapes unearthed at Churchill College Cambridge cast doubt on this view of their relationship. Was Winston having an affair with the woman dubbed ‘The Mistress of Mayfair’? Did she, as some suspect, plan to blackmail Churchill during the country’s darkest hour? Uncover all, including the rumors and gossip surrounding Churchill and his mistress, outside the address where she lived and where Churchill regularly met her.

• Savile Row - Savile Row is a world-renowned street in the Mayfair district of London, England, recognized as the epitome of bespoke tailoring and considered the spiritual home of traditional British men’s clothing.

The street has a long and distinguished history dating back to the 18th century when it first gained prominence as a destination for fashionable attire. Over time, Savile Row became synonymous with exquisite craftsmanship, attention to detail, and the highest standards of tailoring.

Known for his love of the finer things in life, Sir Winston shopped at many of these outstanding boutiques throughout his life. While at Savile Row, your guide will explain which shops supplied what items of clothing to Sir Winston and why many shoppers still flock to these stores, thanks to the connection to the Churchill family.

• Fortnum & Mason - Fortnum & Mason is a renowned luxury department store located in Piccadilly, London. Known for supplying the British royal family, the Churchills were also regular shoppers here. The store’s iconic branding and packaging, characterized by the signature Fortnum & Mason hampers and distinctive teal-colored packaging, have become synonymous with luxury and elegance. It was these luxurious hampers that Churchill’s mother sent to Winston while he was fighting in the trenches of World War I.

Today, Fortnum & Mason is an iconic destination for locals and tourists alike, known for its exceptional products, luxurious shopping experience, and a sense of timeless elegance. It remains a symbol of British heritage, showcasing the best of British craftsmanship, gastronomy, and style.

While here, you will have the chance to shop like the Churchill family or, if you prefer, browse the opulent floors of fashion, food, and finery before continuing with your tour.

• Hatchards - Hatchards is one of the oldest and most famous bookstores in London, England. With a rich history dating back over two centuries, it is a popular destination for literary enthusiasts. This stunning store is renowned for its extensive collection of books and its commitment to quality and excellence in literature. Throughout its long history, Hatchards has catered to the tastes and interests of a wide range of readers, from the general public to royalty and prominent literary figures, including Sir Winston Churchill, who stocked his considerable personal library with books from this store.

The store has maintained its status as a literary institution and a haven for book lovers, and no visit to Hatchards would be complete without the chance to purchase one of Sir Winston’s publications or a book about the great man by one of the many great literary and academic figures who have written biographies about the greatest Briton who ever lived.

• James J. Fox & Robert Lewis - Here, clients can see where Sir Winston purchased his cigars and visit the James J Fox museum (not available on Sundays or Bank Holidays), which contains a selection of artifacts linked to Sir Winston Churchill’s smoking habits.

This is also an opportunity to purchase, should you wish, some of the finest cigars in the country.

• Lock & Co. Hatters - Visit one of the finest hatters in the land and learn about its links to Sir Winston.

• Berry Bros. & Rudd - Visit the shop that sells Sir Winston’s favorite type of Champagne and, if you wish, purchase a bottle to take home with you. (Not available on Sundays due to the shop’s opening hours).

Outside Berry Bros & Rudd, your guide will also tell you about Sir Winston’s infamous drinking habits, including asking for a glass of white wine for breakfast throughout World War II while the milk for his tea was rationed.

• St. James’s - St James’s Place is where Churchill’s parents lived during his childhood. It is possibly here (although no one can be certain) where Churchill’s mother introduced the Prince of Wales, later Edward VII, to his favorite cook Rosa Lewis, who famously chased the young Winston out of her kitchen with a ladle! While here, you will have the chance to talk about Churchill’s father, Lord Randolph Churchill, and how Winston’s upbringing made him the man we all recognize today.

• Buckingham Palace - Stopping on the Mall, you will learn about the relationship between Sir Winston Churchill and the monarchy, including Edward VIII, whom he supported during the abdication crisis, George VI, whom he initially terrified, and Elizabeth II, our current reigning monarch.

While outside Buckingham Palace, we will also discuss Churchill’s plans for the royal family if the invasion of England had taken place, and give you the chance to take as many photos as you would like.

• Charles De Gaulle Statue - Learn about the Free French efforts during the war and why Churchill’s orders to destroy the French fleet at Mers-el-Kébir were so important.

• King George VI & Queen Elizabeth Memorial - Learn about how the King and Queen boosted morale during the war and how Churchill’s difficult start with King George VI blossomed into one of the closest relationships a British monarch has shared with a Prime Minister.

• Admiralty Arch - Sir Winston was First Sea Lord twice, first between 1911 and 1915, where he oversaw massive changes to the way the Navy was run. Given Britain’s naval might, he ordered that for every ship Germany made, Britain would make two! Finally ousted from the Admiralty in 1915 due to political maneuvering from the conservatives, Churchill’s time at the Admiralty had changed the way war was fought - Churchill’s admiralty had developed the world’s first tank!

When Churchill returned to the Admiralty at the outset of World War II, the British signaled the Royal Navy with the message “Winston is back!” much to the delight of sailors young and old.

• Whitehall - As your guide walks you down Whitehall, the home of the British government, your guide will point out the government ministries in which Winston Churchill worked during his illustrious political career.

We will stop outside Downing Street, where your guide will explain the key moments of Churchill’s two terms as Prime Minister, his role as the leader of the opposition between 1945 and 1951, and how Churchill’s shadow still looms large over British politicians today.

Our final stop on Whitehall will be outside the building where Churchill addressed the crowds on VE Day, where your guide will explain how the greatest Briton managed to lose the first election after the war.

• Parliament Square - See one of the many statues of Sir Winston Churchill and learn about his role in the reconstruction of the Houses of Parliament after World War II. You will also discover how Churchill was honored with having his coffin lay in state at Westminster Hall, why his memorial was at St Paul’s Cathedral and not Westminster Abbey, and why his statue faces Westminster and not into the Square.

• Churchill War Rooms - The final location for our tour is the Churchill War Rooms.

Originally, the underground bunker complex served as the operational headquarters for British Prime Minister Winston Churchill and his government during World War II. Established in 1939 and active throughout the war, the complex provided a secure and secret location for Churchill and his inner circle to manage the British war effort.

Visitors to the Churchill War Rooms can explore the underground complex, walk through the cramped corridors, and see the actual rooms where Churchill and his staff worked and lived.

A popular tourist attraction and a significant historical site, the War Rooms allow visitors to understand the significance of Churchill’s bunker and the pivotal role it played during World War II.

As tickets to the War Rooms aren’t included in the price of the tour, we recommend that you book tickets in advance for 3 hours after the start time of the tour.

• Guide fees

• Gratuities

Explore the life and career of Sir Winston Churchill on this tour, which traces his ascent to political prominence, his fall from grace, and his triumphant return as the Prime Minister of the United Kingdom during its most challenging times. This tour guides you through the London he knew, from his childhood residence to the opulent shops and grand royal landmarks that influenced his remarkable life. Enjoy the chance to purchase books, cigars, and champagne from the same stores as Sir Winston and listen to stories of his victories and scandals. Our knowledgeable local guide will transport you in a London Black Cab, ensuring minimal walking.

Concluding at the Churchill War Rooms (entry not included), the secret underground headquarters where he led Britain’s fight for survival during World War II, this tour is ideal for history enthusiasts and curious explorers. Our expert guide will bring Churchill’s world to life with captivating stories, intriguing anecdotes, and a passion for Britain’s greatest leader.

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