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Dead Drops & Double Agents: The Spycraft Tour of Europe

Apr 10 - 19, 2027

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Your Advisor

Jack Buchanan

Tradecraft Travel LLC

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jack.buchanan@avoyanetwork.com

(571) 571-7573

Overview


Step inside the hidden history of the Cold War on this 10-day small-group espionage journey through Berlin, Leipzig, Prague, and Vienna. This is not a standard European tour with a spy theme layered on top. It is an immersive exploration of intelligence, resistance, deception, and statecraft—experienced on the very ground where it unfolded.

Your guide is John Sipher, a retired senior officer of the Central Intelligence Agency and former Chief of Station, who spent decades operating in the world you will be studying. There are history tours, and there are intelligence briefings—but there are no other journeys that combine on-the-ground access with the perspective of someone who lived the profession at the highest levels. John is joined by expert local guides in each city, ensuring both strategic context and deep local insight.

Over ten days, you will explore key Cold War sites, meet regional experts, and still have time to walk, reflect, and absorb each city on your own terms. The program includes guided touring, private transfers, and carefully selected boutique hotels—designed for travelers who want substance, access, and a serious understanding of how espionage shaped modern Europe.

To preserve the depth of discussion and access, the group will be capped at about 15 participants. Final pricing will be determined by the total number of confirmed travelers. Once bookings and flights are secured, Tradecraft Travel will work individually with interested guests to arrange airport transfers in Berlin at the start of the program and in Vienna at its conclusion.

Inclusions:

  • Accommodation with breakfast included
  • Private bus on disposal for transfers and tours mentioned on the itinerary
  • A retired senior CIA officer guide
  • English speaking local guides for tours mentioned on the itinerary
  • Welcome dinner (fixed menu)
  • Lunch (fixed menu)
  • Entrance fees as mentioned
  • 24/7 assistance

Not included:

  • Your international airfare – let Tradecraft Travel know if you’d like to receive pricing
  • Airport transfers in Berlin, Vienna
  • Pre- or post-tour extensions
  • Visas (unless noted)
  • Hotel Porterage (1 piece of luggage per person)
  • Gratuities for services and experiences
  • Lunches, dinners and drinks (alcoholic and non-alcoholic), unless specified in the itinerary
  • Excess baggage charges, and where applicable, baggage not included in your fare
  • Personal charges such as laundry, phone calls, SIM cards or room service
  • Early check-in or late check-out from hotels (unless otherwise specified)
  • Additional sightseeing, activities and experiences outside of your itinerary
  • Optional enhancements like room or flight upgrades, or local camera or video fees
  • Passport fees, immunization costs, and local departure taxes (when applicable)
  • Hotel local city tax, to be paid in destination at time of check out
  • Any other item mentioned in the program

Agents with serious interest are encouraged to make a deposit of $1,400 per person to reserve space.

Please read the terms, conditions, and cancellation policies thoroughly.

© 2026 Tradecraft Travel LLC. All rights reserved.

Trip Details


Your Chief of Station

Clients joining this program will be guided by John Sipher, a retired Central Intelligence Agency Senior Executive who spent his career operating at the intersection of intelligence, foreign policy, and strategic storytelling. Mr. Sipher served ne...

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Lodging at Each Hotel

Day 1 · Sat, Apr 10 · Berlin


Arrival Transfer to Hotel (Optional)

Apr 10

Berlin highlights walking tour (4 hours)

Be sure to stretch your legs before setting out on this in-depth walking tour of Berlin. Alongside a local guide with an intimate and in-depth knowledge of the German capital, you’ll dig deep into Berlin's rich, if at times troubling and turbulent...

Group welcome dinner in Berlin

Enjoy a group welcome dinner in Berlin this evening to begin your Behind the Iron Curtain journey together.

Stay at Wilmina, Berlin

Apr 10, 2027

Stay at Wilmina in Berlin, including breakfast. Wilmina is a boutique design hotel nestled in the Charlottenburg district of Berlin. It occupies a preserved late-19th-century complex originally built as a courthouse and women’s prison, now transfo...

Initial Deposit

Initial deposit

Day 2 · Sun, Apr 11 · Berlin


Berlin Cold War and espionage tour with lunch (8 hours)

Sites include (all visits from outside): Teufelsberg: A former U.S. listening station built on an artificial hill in West Berlin, Teufelsberg was a key Cold War intelligence site used to intercept communications from Eastern Bloc countries. Today,...

Day 3 · Mon, Apr 12 · Berlin


East Berlin, DDR Museum and former Stasi headquarters tour

Step into Berlin’s past, where echoes of resilience and revolution still reverberate through its streets. Accompanied by your private driver-guide, begin at the iconic Brandenburg Gate, where in 1987 President Ronald Reagan famously urged Soviet P...

Day 4 · Tue, Apr 13 · Leipzig


Private transfer from Berlin to Leipzig

Apr 13

Depart Berlin with your private driver and transfer to Leipzig. Approximate travel time is two hours and 15 minutes.

Leipzig walking tour and Stasi Museum "Runde Ecke"

Step into the heart of Leipzig on a half-day private walking tour, guided by an expert who unveils the city’s rich layers of history. Once a crucial hub at the crossroads of medieval trade routes, Leipzig is a city steeped in historical significan...

Stay at NH Leipzig Zentrum

Apr 13, 2027

Stay at Hotel NH Leipzig Zentrum in the center of Leipzig, with Standard Rooms including breakfast. The NH Leipzig Zentrum, designed by architect Gerd Heise, is conveniently close to some of the city’s most famous buildings and well located for pu...

Day 5 · Wed, Apr 14 · Prague


Private transfer from Leipzig to Prague

Apr 14

A private transfer from Leipzig to Prague is provided.

Prague Old Town Walking Tour

Overview Journey back in time and immerse yourself in the heart of Prague on a private walking tour. Your adventure begins at the majestic Powder Tower, where you'll greet your knowledgeable guide and set off on a journey through the city's 1,100-...

Stay at Hotel BoHo, Prague

Apr 14, 2027

**Stay at Hotel BoHo in Prague, with Standard Rooms including breakfast. A symbol of excellence in the heart of The Golden City, Hotel BoHo is where culture, elegance, well-being, and hospitality define the commitment to superior guest experience....

Day 6 · Thu, Apr 15 · Prague


Museum of Communism, Wenceslas Square and Cold War Museum

The journey begins with an immersion into life behind the Iron Curtain at the Museum of Communism, where ideology shaped every aspect of daily existence. Then walk through Wenceslas Square, a key site of Cold War protests, and visit the Cold War M...

Grand Café Society tour of Prague

Journey through the enchanting grand cafes of Prague with a private walking tour. Over the course of four hours, immerse yourself in the unique atmosphere of the "bohemian way of living," an artistic lifestyle that has shaped the city's cultural i...

Day 7 · Fri, Apr 16 · Prague


Ideology, Resistance, and Power full-day tour

Start the day in the Žižkov district, a politically active working-class area, to discover the Socialist-realism art from the Communist era, local bars, independent artists' studios, and seasonal street events. Visit a Cold War–era nuclear bunker ...

Day 8 · Sat, Apr 17 · Vienna


Prague to Vienna train transfer (station to hotel)

Apr 17

Meet your driver for a private train station transfer in Prague. Transfer by train from Prague to Vienna with 1st class train tickets. On arrival, enjoy a seamless private transfer between the train station and your hotel in Vienna. A Welcome Pack...

Vienna "Capital of Spies" walking tour (2.5 hours)

This city walk reveals Vienna’s hidden role as one of Europe’s most important espionage hubs, especially during the Cold War. Starting at Stadtpark, you are introduced to Vienna’s geopolitical position and neutrality, which made it ideal for intel...

Stay at Hotel Kaiserhof, Vienna

Apr 17, 2027

**Stay at Hotel Kaiserhof in Vienna, with Kaiserhof Superior rooms including breakfast. Hotel Kaiserhof invites you to experience the stylish Viennese lifestyle. Located in the heart of Vienna, the Kaiserhof brims with imperial charm. A selection ...

Day 9 · Sun, Apr 18 · Vienna


Espionage Vienna – Imperial Power, Military Secrets & Cold War Shadows

This tour explores Vienna as a center of imperial strategy, military intelligence, and later Cold War espionage. Traveling partly by vehicle, you leave the city center to uncover locations closely connected to military planning, intelligence netwo...

The Third Man and Vienna's Secret Underground tour

This immersive tour dives deep into Vienna’s post-war espionage world. Begin with a guided visit to the Third Man Museum, exploring the film’s real historical background: occupied Vienna, black market networks, intelligence services, and divided z...

Day 10 · Mon, Apr 19 · Vienna


Airport Transfer in Vienna (Optional)

Apr 19