A Private Walk Through Madrid’s History and Haunts
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This is our signature experience—perfect for first-time visitors or anyone wanting an entertaining, informative full flavor look at Madrid’s rich past and vibrant present.
Step back in time with The Chairman—historian, author, and gifted storyteller with over 40 years of experience—as he leads you through the city’s historic quarters. With humor, insight, and unforgettable anecdotes, he brings Madrid’s layered history vividly to life.
Since becoming the capital in 1561, Madrid has witnessed royal scandals, religious persecution, and political upheaval. You’ll hear the stories of the inbred Habsburgs and the shadowy Inquisition, followed by the debauchery and intrigue of the Bourbon kings and queens. The narrative continues into the 20th century, with tales from the Franco era and the atmosphere of Madrid when Hemingway lived and wrote here.
Wander tucked-away corners and narrow alleys where “murder most foul” once shocked the city, and enjoy a well-paced mix of storytelling and stops. Along the way, we pause for freshly baked sweet cakes and visit three authentic taverns to savor quality tapas and local drinks.
Pricing
125 € per person, minimum 2 people
125 € each additional
Solo, family & group prices upon request.
All stops for drinks and tapas included.
Tours normally run from noon – 4:00 (in Madrid, we consider noon as still morning)
Book Your Tour Now and Experience Madrid’s Rich History and Culture!
Two adult couples and a two year old went on a walking tour of Madrid in the late morning with Historian Drake-Jones. He was very flexible about having the baby along, and we spent a lovely morning and afternoon with him. Highlights included special fans from a historical fan shop in the Plaza del Sol, tapas and wine from the building where Ernest Hemingway saw the Spanish Civil War unfolding, and the insider scoop on Madrid history from a local. Thanks again, Sir! Until next tim






All tours include
- Stops for drinks and tapas
- Membership in the Wellington Society of Madrid
Membership benefits include:
- Help in arranging your travel through Spain
- Help line on the Chairman’s cell phone (+34 609 14 32 03), 8 am to midnight 7 days a week
- Recommended restaurants featuring specific regional foods such as paella, roast lamb, rabo del toro, and vegetarian cuisine in Madrid and in Central Spain.
- Expert advice on interesting Spanish wines to buy, generally unavailable outside the country.
Madrid Walking Tours
- The Morning Stroll
- BOURBON DEBAUCHERY!
- UPRISING! Madrid & The 2nd of May 1808
- Curiosities & Anecdotes of Old Madrid
- Old Madrid Underground
- The Hapsburgs Are Coming!
- George Borrow’s Madrid of 1836
- Hemingway’s Madrid
- Madrid During the Civil War
- Discovering Spanish Wine
- Quality Tapas Tour
- Art History at the Pro Modern Arts and Select Other Museums.