Remembering Churchill

London, UK

Travel Unrivaled
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3 reviews
Sep 22 - Oct 1, 2023
Group size: 20 - 35
Remembering Churchill
London, UK

Travel Unrivaled
  • Email address verified
  • Facebook verified
3 reviews

Sep 22 - Oct 1, 2023
Group size: 20 - 35

About this trip

Grab a Cigar and Get Ready for This Once in a Lifetime Historical Tour of Winston Churchill


We want to invite you to attend this incredible historic tour through England.  Be Guided by Randy Otto playing Winston Churchill through historic sites. Some of the places you will experience:


Bletchley Park, Chartwell, the Cliffs of Dover, Tours of the Battle of Britain Bunker and the Royal Air force Museum, Churchill War Rooms as well as the Imperial War Museum, Churchill Archives Center at Cambridge and a private Punting tour, Oxford, Christ Church College, Blenheim, Bladon & The White House Community Tavern, Biggin Hill Museum and Chapel, Dover Castle including the Underground Hospital (Subject to availability) and MORE!!

 Experience.  Exploration.  Excellence.  Travel Unrivaled.  

Meet Randy Otto


Randy Otto, Tour Leader and Winston Churchill Impersonator.  Randy is an acclaimed speaker, and has embodied Winston Churchill for over 40 years and hundreds of appearances, earning him the title: Churchill Leadership Expert.

What’s included

  • Hotels - Standard Rooms
    Hilton Olympia Hotel or similar 4* Clayton Hotel Cambridge or similar 4* Courtyard by Marriott Oxford South hotel or similar 4* Ashford International Hotel & Spa, Kent or similar 4*
  • Guides & Tour Manager
    For entire trip
  • Porterage
    1 bag per person in and out
  • Meals
    All Breakfasts and 2 Dinners
  • Ground Transportation
    All group transportation included
  • Double Occupancy
    All pricing and rooms based on double occupancy priced individually

What’s not included

  • Gratuities
    For Guides, Drivers and other service persons
  • Cigars
    Cigars will be available to purchase at JJ Fox.
  • International Airfare
    International Airfare is not included but can be added as an option
  • Airport Transfers
    Airport Transfers not included unless the group airfare option is added.

Available Packages

Trip Price
Deposit: $500

Available options


Day 1
Arrival & Welcome


Arrival into London Heathrow airport. Upon arrival meet your Local Assistant and transfer to your hotel in London by coach. Learn about Sir Winston Churchill’s life on this history-themed tour. You’ll see where Churchill purchased his suits, and you will even visit his preferred cigar shop. Savile Row is where you go to get a bespoke suit, shirt, or formal wear. Stop at Henry Poole and 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. Sir Winston was hardly ever pictured without his trademark cigar. His favorite brand was Romeo Y Julieta. You will go to the cigar merchant, James J. Fox & Robert Lewis, where he bought his cigars, you will view his chair, and may even sample a cigar in the upstairs lounge.

Welcome dinner and overnight in London (D) 

Your Organizer

Travel Unrivaled
3 reviews
At Travel Unrivaled, we are adventurists. Wanderlusts. Cultural Enthusiasts if you will. This is a mantra that is firmly planted in the foundation of Our company. We live by the belief that travel is the only thing you buy that makes you richer. So, we’ve gone into business as “Wealth Advisors” so to speak. We operate with service standards that have a local feel, with itineraries that span a global scale. Adventure means something different to everyone, and we pride ourselves on tailoring each trip to create the perfect fit.


Robert and his team did an excellent job with our itinerary in Germany! Our group was with great people - excellent food experiences including a 12 course dining experience that was out of this world! Would recommend Travel Unrivaled to anyone thinking about a unique trip experience.
By David B for CHIEFS in Germany! on Nov 17, 2023
Our experience was fantastic! All of the advanced planning by the agency paid off because the entire trip went off without a hitch! The experiences, food, and new friendships will never be forgotten!
By Renee N for CHIEFS in Germany! on Nov 14, 2023
Thank you for an amazing trip! Great accommodations, fabulous excursions, wonderful tour guides, and smooth logistics all around. Laura and the team at Travel Unrivaled did an outstanding job of listening to our interests and preferences, leveraging their knowledge and experience to advise us on options, and then marshalling their on-site resources to craft a fun, interesting, informative, fast-paced, and memorable vacation. Laura is incredibly knowledgeable, highly responsive, and very fun to work with. Can't wait for our next trip! :)
By Patricia S for Patty and Joe's Italian Adventure on Jun 14, 2023


The Welcome to Wrexham tour was the most amazing experience. From beginning to end, the tour was informative, fun, relaxed and amazing. I was picked up at the train station right on time and went right into the tour. The pace was relaxed and I had all the time to enjoy the sights and history. Bryan was an amazing story teller and made the trip fun. He knew so many people in the town which made everything more personable. Everything I asked for even during the tour, he made happen. Wrexham is a great place to see not just the football club but everything about it. Bryan will recommend the best places for what you are looking for. As for seeing the football club it was great!!! I got to take pictures with most of the players of the team and get some real history of the club. You can even attend the Turf Pub and enjoy its atmosphere and also meeting the owner. If you are planning a trip to Wrexham, this is the best tour by far!
By Sergio B on 29 Jul, 2023
Had the most amazing girls trip to London this summer—all planned by Jill Davies! My sisters and I had so much fun. We’re split between being history buffs, foodies, and musical theater people and Jill managed to fit some of everything into our itinerary. She had stellar recommendations for restaurants, bars, and casual activities and gave great advice on navigating London. 10/10 would work with her again. Thanks!
By Ramsey D on 22 Jul, 2023