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Winston Churchill's London & The Churchill War Rooms
Private Tour

Winston Churchill and World War Two Walking Tour in London

A private tour following the life of Winston Churchill through the places in London that he lived, worked and shopped.

This tour is perfect for those wanting to get a closer to Britain's greatest Prime minister and his incredible life and career.


The tour is has received 100% 5 star reviews on Trip Advisor and Viator, and is becoming the number one Churchill themed tour in London. This tour covers many World War Two sites, and finishes at the world famous Cabinet War Rooms. (Your tour includes fast track entry)



Learn all about Winston Churchill’s life on this private, history-themed tour. Pick from several convenient tour times, and set off with just me as your guide for company. You’ll see where Churchill lived as a child and as a young man, will discover where he purchased his suits, and will even visit his preferred cigar shop. Next, see the church where he married, admire 10 Downing Street and the Houses of Parliament, and explore the Churchill War Rooms; skip-the-line tickets are included to help you beat the crowds and save time.


Example Itinerary for this Tour (This can be customised for specific interests)

Starting at the Ritz Hotel or met personally at your Hotel in Central London. 9:30am/11:00am/1:30pm

Green Park/Mayfair

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)


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.


Churchill's Style

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.


St James

"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.


Sir Winston's Favourite Shops

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.



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!


Parliament Square & Westminster

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.


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.


Red Lion Pub

It's no secret that Churchill loved a drink, and he also loved tradition.

This Pub has served every Prime Minister a drink including Winston Churchill. He certainly wasn't going to break that tradition!


10 Downing Street
The official residence of the Prime Minister since Robert Walpole.

This famous little street is known the world over. The door that Winston Churchill walked through as Prime Minster in 1940 is preserved and on display in the Churchill War Rooms. 

The Churchill War Rooms

The Tour finishes at the Churchill War Rooms. The once top secret HQ Bunker where Winston Churchill directed the British side of WW2

The Map rooms are complete with the original WW2 maps, furniture, and communications equipment.

Your tour includes fast track entry to the war rooms, and I will leave you here to enjoy the War Rooms and Museum at your leisure

For best prices please contact me direct or book through the following Travel Providers below - Trip Advisor/Viator

Totally Private Tour. Best for those seeking a personal and indepth Churchill Tour

NEW TOUR OPTION - Very small group tour ideal for those wanting to learn more about the life of Sir Winston Churchill

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