- Moldova and Transnistria are two hidden corners of Eastern Europe that seem frozen in another era. Between rolling vineyards, Orthodox monasteries and wide Soviet-style avenues, every stop tells a story — sometimes melancholic, sometimes full of charm. We’ll explore the legendary underground cellars of Cricova, taste local wines straight from the barrels, wander through Chisinau, a city that perfectly mixes nostalgia and modern life. And then we’ll cross an invisible border to reach Transnistria, a self-proclaimed republic that officially “doesn’t exist”, where Lenin statues, vintage Ladas, and red flags still paint the streets of Tiraspol. It’s a journey back in time — authentic, curious, and unexpected — for true travelers, not tourists. Join me for an adventure made of history, people, and stories that only a place like this can tell.
- I know very well the two places and this tour will take us beyond borders, between monasteries, Soviet memories, and local traditions. What I expect? Authentic encounters, great conversations, and that feeling of discovery that only true travel can give!
- We’ll stay in a mix of comfortable hotels and cozy hostels, carefully selected for their cleanliness, character, and central location. Expect simple but welcoming shared rooms, and above all an authentic atmosphere that reflects the local spirit in Transnistria. NB: the accommodations in Transnistria don't offer the breakfast.
What's included?
minivan with driver for the tour
local guide
accommodations
1 dinner at CCCP restaurant
entrance fees indicated in the itinerary
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Hi guys, welcome to my page! I'm Cristiano, 46 years old from Italy. I'm a licenced tour leader with more than 15 years of experience.
You can chat with Cristiano once you reserve your spot.
Trip Itinerary
1
Chișinău
Day 1-2
Welcome to Moldova! Upon arrival in Chisinau, you’ll meet me and the rest of the group. Depending on your flight, you’ll have some free time to start exploring the capital — maybe grab a local wine, walk around the boulevards, or simply soak up the atmosphere of this fascinating city between East and West.
2
Tiraspol
Day 2-3
Today we travel back in time! After breakfast, we’ll head towards Tiraspol, the capital of Transnistria – a breakaway state that feels frozen in the Soviet era. Once we check into our hotel or hostel, we’ll exchange local currency, stroll through Lenin squares and Soviet monuments, and get our first taste of life in this unique, unrecognized country. In the evening, we'll have dinner at the iconic CCCP Restaurant, a true time capsule filled withSoviet memorabilia. Night in Tiraspol.
3
Bender
Day 3-4
A full day to discover Transnistria’s two main cities: Tiraspol and Bender. We’ll visit historic sites, vibrant markets, and iconic landmarks like the Bender Fortress. Expect Soviet mosaics, military monuments, and plenty of stories that reveal the complex identity of this small republic. Night in Tiraspol.
4
Palanca
Day 4-5
We’ll hit the road and explore southern Transnistria, stopping in villages like Palanca, Chobruchi, Kitskany, and Slobozia. Between monasteries, rural landscapes, and friendly locals, you’ll see a completely different side of this land. In the evening, we’ll return to Tiraspol for one last night in the heart of this enigmatic region. Night in Tiraspol.
5
Soroca
Day 5-6
From Tiraspol, we’ll drive north passing through Grigoriopol, Dubossary, and Rybnitsa, small towns rich in Soviet architecture and atmosphere. Our destination is Soroca, known for its fortress on the Dniester River and its vibrant Roma community
6
Chișinău
Day 6-7
In Soroca, we’ll explore the famous “Hill of the Gypsies”, home to the Roma elite with their unique palaces and traditions. Then, we’ll head to Balti, a city with fascinating socialist-era architecture and local character. By evening, we’ll return to Chisinau.
7
Chișinău
Day 7-8
We’ll wrap up our journey with a day full of Moldovan treasures — visiting the underground wine cellars of Cricova, one of the most famous in the world, and the archaeological site of Old Orhei, surrounded by breathtaking landscapes. After returning to Chisinau, our journey officially ends… but the memories of this unique adventure will last forever. Night in Chisinau.
Trip Summary
Accommodation
Hotel & Hostel
8 days trip
Chișinău, Tiraspol & 5 more
Transportation
Car
What's excluded?
flights + visa if needed
breakfast + lunch + dinner
Cricova wine tasting
anything not expressly indicated
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