Step back in time and uncover the hidden world of the Eastern Bloc on this 14-day journey through Bulgaria, Serbia (former Yugoslavia), and Romania. This immersive experience takes you behind the Iron Curtain, where you’ll explore the monuments, propaganda, and everyday realities of life under communism.
Walk the streets where revolutions began, visit the House of Flowers in Belgrade, discover the Palace of Parliament in Bucharest, and learn how Tito and Ceaușescu shaped their nations with power, ideology, and architecture. Along the way, you’ll balance powerful Cold War history with UNESCO World Heritage sites, medieval towns, local wine tastings, and authentic cultural experiences.
Stay in handpicked 4★ hotels in the heart of each city, enjoy comfortable transfers, and travel with expert local guides who bring history to life with personal stories and insights.
Activity location
National Palace of Culture Congress Centre
bul.Bulgaria 1
1404, Sofia, Bulgaria
Meeting/Redemption Point
Sofia International Airport
1 булевард „Христофор Колумб“
1540, Sofia, Sofia City Province, Bulgaria
Check availability
Communism tour of Bulgaria, Yugoslavia and Romania
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Specialized infant seats are available
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
Activity itinerary
Day 1: Arrival in Sofia, Bulgaria: Gateway to the Iron Curtain
1 stop
Meals: snacks
Accommodation: Central Hotel Sofia 4★
National Palace of Culture Congress Centre
4h
Admission ticket included
Your journey into Eastern Europe’s communist past begins in Sofia, the capital of Bulgaria. Upon arrival at Sofia International Airport, you’ll be greeted by our representative and transferred to your central 4★ hotel.
In the evening, enjoy an introductory walking tour of Sofia’s communist landmarks, from the monumental Largo Complex to the massive National Palace of Culture, built as a propaganda symbol of socialist progress.
Gather with fellow travelers for a welcome dinner in a traditional restaurant, where your guide will outline the days ahead.
Overnight: Central Hotel Sofia or similar 4★
Day 2: Sofia: Secrets of the Bulgarian State
1 stop
Meals: breakfast
Accommodation: Overnight: Central Hotel Sofia 4★
Museum of Socialist Art
8h
Admission ticket included
Today is a deep dive into the machinery of the communist state. Visit the Museum of Socialist Art, home to statues of Lenin, propaganda posters, and the original red star from the Party House.
Learn about Bulgaria’s State Security services, the regime’s feared secret police, and how they monitored citizens’ daily lives. Walk through the Soviet Army Monument and discover its controversial history. In the afternoon, contrast Sofia’s medieval Boyana Church with the stark communist urban planning nearby.
Evening free to explore Sofia’s lively cafés and boulevards.
Overnight: Central Hotel Sofia or similar 4★
Day 3: Rila Monastery & Road to Plovdiv: Faith vs. Ideology
1 stop
Meals: breakfast
Accommodation: Overnight: Hotel Evmolpia Plovdiv 4★
Rila Monastery
8h
Admission ticket included
After breakfast, travel south to the Rila Monastery, a UNESCO site and spiritual stronghold. Hear how the monastery survived decades of atheist communist policy, symbolizing faith in a secular regime.
In the afternoon, continue to Plovdiv, Bulgaria’s cultural capital. Check in at your boutique hotel and enjoy a wine tasting of Bulgarian varietals that once thrived under state-run cooperatives.
Overnight: Hotel Evmolpia Plovdiv or similar 4★
Day 4: Plovdiv: Between Roman Stones and Soviet Shadows
1 stop
Meals: breakfast
Accommodation: Overnight: Hotel Evmolpia Plovdiv 4★
Plovdiv Old Town
8h
Admission ticket included
Start in Plovdiv’s Old Town, with its Roman amphitheater and Ottoman mansions, before shifting to communist landmarks. Visit the imposing Alyosha Monument, a giant Soviet soldier watching over the city, and explore socialist housing districts that redefined urban life.
In the evening, enjoy an optional folklore dinner, blending traditional music with stories of how the communist regime tried to reshape Bulgaria’s cultural identity.
Overnight: Hotel Evmolpia Plovdiv or similar 4★
Day 5: Crossing Borders: Bulgaria to Yugoslavia
1 stop
Meals: breakfast
Accommodation: Overnight: Hotel Moskva Belgrade 4★
Belgrade
8h
Travel north through scenic landscapes, crossing into Serbia. Arrive in Belgrade, capital of the former Yugoslavia.
Enjoy an evening orientation walk, seeing Republic Square, Knez Mihailova Street, and the monumental blocks of New Belgrade — a district built almost entirely under communist rule.
Overnight: Hotel Moskva Belgrade or similar 4★
Day 6: Belgrade: Tito’s Yugoslavia
1 stop
Meals: breakfast
Accommodation: Overnight: Hotel Moskva Belgrade or similar 4★
Josip Broz Tito Mausoleum
8h
Admission ticket included
Step into the world of Josip Broz Tito, the charismatic leader who broke from Moscow and forged his own path of socialism. Visit the House of Flowers, Tito’s mausoleum, and the Yugoslav History Museum, filled with propaganda, gifts from world leaders, and Tito’s personal items.
Explore New Belgrade, an open-air museum of brutalist architecture, and learn how vast apartment blocks and civic buildings were designed to embody socialist ideals.
Evening free to experience Belgrade’s vibrant nightlife or relax in a historic café once frequented by party officials.
Overnight: Hotel Moskva Belgrade or similar 4★
Day 7: Belgrade: Revolution, Culture & the Cold War
1 stop
Meals: breakfast
Accommodation: Overnight: Hotel Moskva Belgrade or similar 4★
Nikola Tesla Museum
8h
Admission ticket included
This morning, visit the Nikola Tesla Museum, where science met socialist propaganda. Then return to the heart of Belgrade, exploring Kalemegdan Fortress, a place where centuries of history overlook a city shaped by communism.
Hear stories of censorship, youth movements, and how Yugoslavia positioned itself between East and West during the Cold War. Evening option: a Danube dinner cruise, offering stunning views of illuminated Belgrade.
Overnight: Hotel Moskva Belgrade or similar 4★
Day 8: Into Romania: Timisoara, the Spark of Revolution
1 stop
Meals: breakfast
Accommodation: Overnight: Savoy Hotel Timisoara or similar 4★
Timisoara
8h
Cross the border into Romania, arriving in Timisoara, the city where the 1989 revolution began. Walk through Victory Square, where protests erupted, and visit the Revolution Memorial Museum to learn about the uprising that toppled Nicolae Ceaușescu.
Evening free to stroll through Timisoara’s elegant squares, now symbols of freedom.
Overnight: Savoy Hotel Timisoara or similar 4★
Day 9: Sibiu: Transylvania’s Layers of History
1 stop
Meals: breakfast
Accommodation: Overnight: Continental Forum Sibiu or similar 4★
Sibiu
8h
Travel deeper into Transylvania, arriving in Sibiu, a former German-settled town. Explore its charming medieval squares alongside communist quarters built in the 20th century. Discover how Ceaușescu’s urban planning reshaped even centuries-old cities.
Dinner in a traditional restaurant with Transylvanian flavors.
Overnight: Continental Forum Sibiu or similar 4★
Day 10: Sighisoara & Brasov: Medieval Beauty under a Red Shadow
1 stop
Meals: breakfast
Accommodation: Overnight: Aro Palace Brasov or similar 4★
Sighisoara
8h
On the way to Brasov, stop in Sighisoara, birthplace of Vlad the Impaler. Wander cobblestoned streets that survived centuries of invasions and then communism’s neglect.
Arrive in Brasov, where Soviet-style neighborhoods contrast with its medieval core. Evening stroll in the lively main square.
Overnight: Aro Palace Brasov or similar 4★
Day 11: Brasov & Bran Castle: Myths and Propaganda
1 stop
Meals: breakfast
Accommodation: Overnight: Aro Palace Brasov or similar 4★
Brasov
8h
Excursion to Bran Castle, famously linked with Dracula but also used in communist propaganda as a tourist draw. Return to Brasov for a walking tour through both the medieval center and socialist-era districts.
Learn how daily life changed under Ceaușescu, from food shortages to housing projects.
Overnight: Aro Palace Brasov or similar 4★
Day 12: Bucharest: Revolution Square & the Fall of Ceaușescu
1 stop
Meals: breakfast
Accommodation: Overnight: Hotel Capitol Bucharest or similar 4★
Bucharest
8h
Travel to Bucharest, Romania’s capital. In the evening, take a guided walk through Revolution Square, where the 1989 protests unfolded, and University Square, the heart of student demonstrations.
Hear firsthand accounts of Ceaușescu’s downfall and the struggles of transition to democracy.
Overnight: Hotel Capitol Bucharest or similar 4★
Day 13: Bucharest: Ceaușescu’s Megalomania
1 stop
Meals: breakfast
Accommodation: Overnight: Mercure Bucharest City Center or similar 4★
Palace of Parliament
8h
Admission ticket included
This is the climax of your journey into communism’s legacy. Visit the Palace of Parliament, the second-largest building in the world, a monument to Ceaușescu’s ego and the suffering of thousands of Romanians forced to build it.
Continue to Ceaușescu’s private residence, revealing the dictator’s luxurious lifestyle amid a population struggling for basic goods. Walk down Victory Avenue into Bucharest’s Old Town, where historic churches and cobblestone streets survived demolition orders.
Celebrate with a farewell dinner, reflecting on two weeks of history, culture, and resilience.
Overnight: Mercure Bucharest City Center or similar 4★
Day 14: Departure from Bucharest: End of the Journey
1 stop
Meals: breakfast
Accommodation: Not included
Bucharest
1h
After breakfast, transfer to Bucharest Henri Coandă International Airport for your onward flight. Those extending their stay can remain at the hotel and continue exploring at leisure.
Location
Activity location
LOB_ACTIVITIESLOB_ACTIVITIES
National Palace of Culture Congress Centre
bul.Bulgaria 1
1404, Sofia, Bulgaria
Meeting/Redemption Point
PEOPLEPEOPLE
Sofia International Airport
1 булевард „Христофор Колумб“
1540, Sofia, Sofia City Province, Bulgaria
Best Deals on Things to Do
Experience the wonders of the world up close with great deals on things to do near and far. Expedia offers one-of-a-kind activities that allow you to explore Sofia your way. Whether you love nature, culture, food, or a bit of adventure, we have the perfect activity for you.
Top Experiences in Sofia
With so many things to do in Sofia, planning the perfect day out may seem like a daunting task. Expedia is here to take the hassle out of finding the best attractions, tours, and activities in Sofia. Families, couples, and business travelers can all find the perfect activity in Sofia to create life-long memories with the help of Expedia.