• Spencer House - Winston Churchill was born at Blenheim Palace in 1874, but his early years were spent in London. His father Lord Randolph Churchill was the son of the 7th Duke Of Marlborough, the family name being Spencer-Churchill we will start at Spencer House and the smaller house next door where a young Winston grew up. We will talk about his great ancestors, and his relationship to Diana Spencer, (Princess Diana)
• Mayfair - This part of the tour focuses on the young, ambitious, war hero and bachelor Winston Churchill, keen to make a mark in the world.

We will visit his Bachelor pad, and the home he set up with his Wife Clementine, plus a visit to some of his favourite tailors.

You will also have time to pose with Churchill and Roosevelt at the Allies Statue.

• Henry Poole & Co - This historic Saville Row Tailor has had a long association with the Churchill family. They made suits for Winston’s father Randolph, and many for Winston throughout his life. (They produced the famous Pinstripe Suit in the Tommy Gun photo of Churchill.) Apparently Winston Churchill still owes the company some money, and the Tailors would always find Cigar Stubs in the pockets when suits came in for alterations.

Recently Henry Poole and Co were called upon to make Gary Oldman’s suits for the movie The Darkest Hour.

• Jermyn Street - “I am a man of simple tastes; I am easily satisfied with the best.” - Winston Churchill.

This exclusive shopping area in St James mainly caters to discerning Gentleman with deep pockets. This is where James Bond buys his clothes and Cologne! You will see many of the Sir Winston Churchill frequented shops, including those selling his preferred aftershaves, and even his favorite Cheese Monger.

• Turnbull & Asser - Churchill was a snappy dresser, but sometimes he needed something practical but comfortable when out in the grounds of his country estate Chartwell, or during the cold nights watching the bombs falling over London. Enter the ‘Romper Suit’ or ‘Siren Suit’ as it became known. Churchill trusted only one company to make these to his specifications, his shirt maker Turnbull & Asser.

This company was also the first company Prince Charles gave a Royal Warrant to.

• James J. Fox & Robert Lewis - Sir Winston was hardly ever pictured without his trademark Cigar. His favorite brand was Romeo Y Julieta. On this tour you will go to the Cigar Merchant where he bought his Cigars, you can sit in his chair, and even sample a Cigar in the upstairs lounge!
• Lock & Co. Hatters - This St James Hatters has been making hats since 1676. They are the Worlds oldest Hat Shop. In that time they have made hats for some of the most famous (and infamous) people in history.

Sir Winston Churchill adopted Lock & Co’s Cambridge and Homburg Hats as his trademarks, a long with his Cigar.

• Saint Margaret’s Church on Parliament Square - On 12th September 1908 Winston Churchill married Clementine Hozier at this Church right next to Westminster Abbey. Known as the Parish Church of the House of Commons it was a regular place of celebration, memorial or thanksgiving during the life of Winston Churchill.
• Houses of Parliament - Across the road from the Houses of Parliament the statue of Sir Winston Churchill gazes at his beloved House of Commons.

Churchill was offered a peerage, and a Dukedome but turned them both down as this would stop him or his male descendants serving in the house. Let’s pause here for a while and discuss the political life and anecdotes of this extraordinary man.

• Churchill War Rooms - Your tour includes full entry to the Churchill War Rooms, the secret underground headquarters of the War Cabinet during WW2.

In May 1940 Winston Churchill entered the meeting room and declared “This is the room from which I’ll direct the war”

Everything you see in this underground complex is original. The maps, charts, stationary, telephones, even the ashtrays are as they were left in 1945 when the War Rooms were locked up and left, making this one of Britain’s most important WW2 sites.

Once America entered the War, this bunker became one of the key meeting sites for allied operations and planning, and many famous generals including Eisenhower met with Churchill here. As did King George and Queen Elizabeth when they met the Churchills for dinner in the bunker.

The former administration wing of the War Rooms now contains a huge Museum dedicated to the life and legacy of Sir Winston Churchill. You will be able to follow his life and career, and see many of his personal belongings.

As your Private Guide, I will escort you into the War Rooms with skip the line access and offer you an introduction to the site, and advice on getting the most out of your visit, then I will leave you to enjoy this historic site at your leisure.

• Entry to Churchill War Rooms Included

• Oyster Card or Day Travel Card Between Some Stops

Join us on an intimate tour through the pivotal locations in the life of Winston Churchill, with fast-track admission to The Churchill War Rooms. Explore his life journey, career, fashion sense, and interests across streets, shops, and buildings that held special meaning to him. Starting from his boyhood residence all the way to his early marital homes, follow the footsteps of his illustrious ancestors.

‘Being a simple man, I’m effortlessly content with the finest’ - Wander through tailoring establishments where Winston Churchill crafted his iconic attire, including the renowned ‘Siren Suits’.

Churchill’s signature Cigar was almost always in his possession. Experience his Cigar Merchant and rest in the legendary man’s favored chair. (You are welcome to enjoy a cigar as well)

The latter portion of the tour shines light on Churchill’s professional life, featuring The Houses of Parliament, 10 Downing Street, and naturally a visit to the Churchill War Rooms.

A fully customized, private tour designed to cater to your interests.

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