




Available languages
Mobile ticket
Follow the life of Winston Churchill by taking a private tour through the most important and personal sites he knew so well, including skip the line entry tickets to The Churchill War Rooms.
Trace his life, career, style and passions through the streets, shops, and buildings special to him. Starting at his childhood home, and those of his great ancestors, the tour moves on to his bachelor days and homes he lived in during his early married years.
"I am a man of simple tastes; I am easily satisfied with the best" - Visit tailor shops where Winston Churchill had his suits and hats made, including the famous 'Siren Suits'.
Churchill's trade mark Cigar barely left his lips. Visit his Cigar Merchant and sit in the great mans chair. (Smoke a Cigar too if you like)
The second part of the tour focuses on the career of Churchill, including The Houses of Parliament, 10 Downing Street, and of course entry to the Churchill War Rooms.
A fully private guided tour tailored to you.
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
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.
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.
Entry to Churchill War Rooms Included
For a full refund, cancel at least 24 hours before the scheduled departure time.
112 reviews
Total reviews and rating from Viator & Tripadvisor
Pianolady609,Jun 23, 2026
- Review from Tripadvisor
Definitely one of the highlights of our week in London/UK was the private Behind the Scenes Tour at the Churchill Museum that was apparently conducted by a professional guide who worked there. Wish I’d gotten his name — a very distinguished-looking chap who was one of the best tour guides we’ve ever had. A couple of us had visited Churchill’s War Rooms before, on our own, but this man knew so much & was so interesting — definitely 5-star-plus!
Mark K,Jun 13, 2026
- Review from Viator
Spending a few hours walking around Mayfair brought to life many of Churchill's key moments. Learning more about him in this way revealed so much more about the man than books or movies could. This helped make our time in the War Rooms even more meaningful.
Clint J,Jun 12, 2026
- Review from Viator
Richard was a fantastic guide with a wealth of knowledge on all things Winston Churchill. A great tour visiting many sites associated with Winston including some special stops before finishing at the war museum. Highly recommend.
Charlie L,Apr 16, 2026
- Review from Viator
Richard was very knowledgeable about Churchill and took us to many great sites! He answered every question we had.
Mary W,Jan 14, 2026
- Review from Tripadvisor
There is so much incredible information and so much history to be learned. All the visual items really make it so you can’t forget what you’re learning. The actual bunker is so cool. I would love to have had a couple more hours to have spent.

JamesR J,Dec 23, 2025
- Review from Viator
GREAT guide, exceptional! Richard Graham was great, very informed, friendly! He was even greater than others are usually!
Michele C,Dec 22, 2025
- Review from Viator
Richard was an absolute pleasure! Super knowledgeable and well paced tour. The tour provided information and captured the life of Winston Churchill leading into his tenure as PM.
Murray B,Dec 12, 2025
- Review from Viator
Richard was an outstanding guide with an encyclopedic knowledge of all things Churchill and many other bits of history covering a wide range of topics. The tour is a little fast-paced, but not strenuous. Would definitely recommend this tour to anyone with an interest in Winston Churchill or British history.
KAthy R,Dec 8, 2025
- Review from Viator
Our tour guide Richard was great. The tour met all our expectations. Richard was very knowledgable and experienced in his trade.
Fearless816492,Dec 7, 2025
- Review from Tripadvisor
Wow what an amazing your. Great guide. Excellent knowledge and passion. So much history in this area and the war rooms were 100% worth doing when in London. We loved it.













Operated by Richards Tours