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Discover Transnistria on a fascinating day trip from Chișinău to Tiraspol and Bender, a region with a unique history, distinctive identity, and a strong Soviet-era atmosphere. Together, we’ll explore the main sights of Tiraspol, see its monuments and everyday life, visit local markets, and discover the historic Bender Fortress. Along the way, you’ll hear stories about the region’s past and present, its people, traditions, and the realities of life here. As we travel, we’ll share local insights, answer your questions, and help you understand a place that is often misunderstood and rarely experienced beyond the headlines. Join us for a memorable journey beyond the usual tourist routes and discover another side of Moldova through its history, people, and everyday life. Let’s explore Transnistria together — a real time capsule of the Soviet era!
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Transnistria Back in the USSR Tour
8 to 9 hours
Free Cancellation
5.0
(55)
from
US$112
US$101
Price varies by group size
Member Pricing
Instead of trying to navigate and explore Odessa on your own, this tour makes it easy and takes you on a convenient journey from Moldova. Your journey begins with a convenient pickup from your hotel or accommodation in Chisinau. Experience the charm of Odessa as you stroll through Theatre Square. Marvel at the architecture, learn about the rich history, and don’t miss the chance to visit the Opera and Ballet Theater.
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"Odessa from Moldova: A Guided Day Trip to Remember"
14 hours
Free Cancellation
5.0
(4)
5% savings
from
US$400
US$380
Price varies by group size
Member Pricing
Located on the banks of the Dniester River, Tipova Monastery stands out as a remarkable rock-hewn monastic complex, arguably the most impressive in Moldova and one of the largest in Europe. With multiple levels spread over a generous area, this monastery once housed over 700 monks in its hermitages, and today, there are hundreds of monk cells in the surrounding area. The origin of the monastic community dates back long before the establishment of the Moldovan feudal state. It is said that some cells were carved into the rocks along the banks of the Dniester as early as the 10th-12th centuries, serving as protection against barbarian invasions. The landscape in this area is simply stunning: the tranquil waters of the Dniester, steep cliffs concealing hundreds of cells and caves, the beauty of nature, and waterfalls. After exploring Tipova reservation we will continue our tour in a very picturesque village - Lalova, where wwe will take a lunch in a nice guesthouse - Hanul lui Hanganu.
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Full-Day Hiking Trip to Tipova Cave Monastery and Lalova Village
8 hours
Free Cancellation
5.0
(8)
5% savings
from
US$120
US$114
Price varies by group size
Member Pricing
This isn’t a typical city tour, it’s a time-travel ride through Chișinău in a vintage Lada/VAZ. On a private route, we’ll cruise past Soviet-era icons, bold brutalist buildings, mosaics, and a few “frozen-in-time” landmarks, with short stops for the best photo spots. Along the way, your local guide will explain what you’re looking at in a simple, engaging way so the city starts to make sense, not just look impressive. Expect hotel pickup, a relaxed pace, and a tour that feels personal rather than scripted.
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Private Chisinau Soviet City Tour by Vintage Lada
3 hours
Free Cancellation
5.0
(2)
5% savings
from
US$200
US$190
Per group
Member Pricing
Transnistria Tour & Cricova Cellar with Wine Tasting Come with us to discover one of Europe’s most unexplored corners — Moldova! This unique tour offers a fascinating mix of culture, history, nature, and pleasure, taking you to some of the most intriguing places in the region. ⭐ Why join us? Explore Europe’s least-visited country and step into Transnistria — a self-declared republic that ‘doesn’t exist’ on the map, a living Soviet relic still flying the hammer and sickle. Travel safely with an experienced local guide. Visit both Bender and Tiraspol, the main cities of Transnistria. Admire striking Soviet architecture. After the Transnistria experience, we return to Moldova for an unforgettable afternoon underground: Cricova Winery (or optionally, the world-record-holding Milestii Mici) Discover the legendary underground wine city of Cricova, with over 120 km of tunnels. Wander its wide avenues lined with barrels, visit tasting rooms, and enjoy a guided wine tasting.
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Transnistria tour & Cricova Cellar with tasting
8 to 9 hours
Free Cancellation
5.0
(4)
5% savings
from
US$220
US$209
Price varies by group size
Member Pricing
Explore the Transnistria exclusion zone on this one day tour from Chisinau, and learn all about Soviet-era history. Your guide will tell you all about the locals’ fight for independence, you’ll visit the Suvorov Monument, and be one of the few tourists who explore this breakaway republic. Also visit Bender and Tiraspol, too.
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Discover Full Transnistria — Extended Northern Route
10 to 11 hours
Free Cancellation
5.0
(12)
5% savings
from
US$300
US$285
Price varies by group size
Member Pricing
If you want to feel the breath of the former Soviet Union, we invite you to visit Transnistria. It will be exciting and interesting. This region was formed after the war in 1992 and is independent from Moldova, although officially it is considered to be part of Moldova. It has its own currency, own president and three official languages. We will visit places and buildings from the former USSR. You will see Lenin monuments, the majestic House of Soviets in the style of Stalinism, the 16th century Bendery fortress. You will visit the USSR canteen, where many old Soviet things are collected . The highlight of your trip will be visit to a private guesthouse "Usadba Acasa" in a Bulgarian village of Parcani,where we will go for lunch. Lunch will be prepared by caring hosts in the best national traditions.Here you will taste delicious homemade wine and take part in a folklore performance,get acguainted with the life of local residents, national traditions
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Tour of Transnistria
7 hours
Free Cancellation
4.9
(25)
5% savings
from
US$74
US$70
Member Pricing
Discover the stories and legacy of Moldova’s Jewish community on a half-day, private tour of Jewish sites in Chisinau, from the Holocaust Memorial to the Jewish Cemetery, Chisinau Synagogue, and Kishinev Jacobs Jewish Campus. Exploring with a private guide ensures you’ll have plenty of time to see the things that interest you, with the chance to search local archives, learn about specific historic events, and discuss Moldova’s modern-day Jewish community.
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Moldova Private Jewish Heritage Chisinau Tour
3 hours
Free Cancellation
5.0
(3)
5% savings
from
US$90
US$86
Price varies by group size
Member Pricing
Private tour by an expat living in Moldova for the last 6 years. Get a unique and balanced view of Moldova's realities and challenges.
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Welcome to Chisinau
2 hours
Free Cancellation
5.0
(2)
5% savings
from
US$137
US$130
Per group
Member Pricing
Embrace luxury with a private wine tasting tour. Visit this underground wine cellar to develop your understanding of wine. Visit maturing areas, sample the beverages on offer and enjoy a plentiful supply of nuts, biscuits and water. Explore multiple locations while roaming rambling underground streets and the Moldovan country side in style in your own private air-conditioned vehicle.
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Cricova underground Winery - with wine tasting
4 hours
Free Cancellation
4.9
(15)
5% savings
from
US$120
US$114
Price varies by group size
Member Pricing
Visit one of the oldest wineries in Moldova and discover the rich cultural heritage on this full-day small-group tour. Explore Old Orhei Archaeological Complex and Manastirea Curchi (Curchi Monastery), offering a look at Moldova’s tradition of religious art and architecture. Then, head to the extensive Cricova wine caves, where you can opt to join a tour and wine tasting (additional fee). Hotel pickup and drop-off are included for convenience.
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1 Day: Old Orhei, Curchi monastery and Cricova Winery (optional)
7 to 8 hours
Free Cancellation
5.0
(21)
5% savings
from
US$113
US$107
Price varies by group size
Member Pricing
Gather your friends and join this exclusive 1-day tour, starting from Chisinau. Immerse yourself in the rich heritage of Gagauzia as you visit its historic and cultural landmarks, unlocking its captivating stories along the way. Savor the authentic cuisine and immerse yourself in the local culture. Embark on a tantalizing wine tour and indulge in a delightful tasting session, guided by our an art historian. Enjoy the comfort of round-trip private transfers, ensuring a seamless and stress-free journey.
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Day tour of Gagauzia Land from Chisinau
6 to 9 hours
Free Cancellation
5.0
(5)
5% savings
from
US$150
US$142
Price varies by group size
Member Pricing
Each winery tour allows you to discover the fascinating story behind Castel Mimi and taste some of the best Moldavan wines. The winery tour includes a captivating walk through the chateau’s cellars, gardens, courtyard and the production area of the winery. The winery tour is concluded with guided wine tastings that will provide you with a great sensorial experience. All but one of our tours also includes a selection of traditional Moldovan, gourmet tasting dishes. In conclusion we can say that you will have a trip with a tasting of selected wines at one of the most refined wineries in the country - Castel Mimi. We will have a wonderful time here, in an atmosphere that is as authentic as it is modern. You will feel pampered by the intoxicating aromas of the wines! The winery is not open on Mondays and Tuesdays.
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The Castle Mimi Wine Private Tour with Tasting
4 hours 15 minutes
Free Cancellation
4.8
(8)
5% savings
from
US$110
US$105
Price varies by group size
Member Pricing
Explore the town of Chisinau on this private walking tour. Your guide will explain the history of the city, founded in 1420, but remade after WWII. You’ll see Stalinist architecture mixed with modernism in its churches, museums, and parks. At the end of the tour, relax in a cosy pub with some local cherry liqueur.
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Private Cherry Liqueur Tour from Chisinau
3 hours
Free Cancellation
5.0
(7)
5% savings
from
US$45
US$42
Price varies by group size
Member Pricing
The remarkable Mileștii Mici Winery holds the Guinness World Record for the largest wine collection. Visit this incredible winery and explore its vast underground storage network with electric train, car, or bicycle options. This enormous collection includes about 1.5 million bottles stored in 55 km of tunnels, with underground ‘streets’ named for different grapes from Pinot to Cabernet Sauvignon. Taste high-quality wine on a private tour with hotel pickup.
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Milestii Mici Winery tour with wine tasting
2 hours
Free Cancellation
5.0
(3)
5% savings
from
US$135
US$128
Price varies by group size
Member Pricing
There are a few places in the world which still "breathe the air of Soviet Union" I invite you to dive into our world, esplore its beauty, taste its authenticity. Moldovans are famous for their hospitality - it represents the signature of the country, having earned Moldova the name of "piece of heaven"
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Tours in Moldova Transnistria
2 days
Free Cancellation
4.0
(1)
5% savings
from
US$171
US$163
Member Pricing
Pedal though Chisinau’s historic center, parks, boulevards on a small-group bike tour that’s an active alternative to sitting in a tour vehicle as you explore the city. Riding alongside a local guide is a great way to find the best places to bike in Chisinau, and you’ll get the backstory on some of the city’s most interesting landmarks along the way.
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Chisinau Half Day Private Tour by Bike or eBike with Local Guide
3 hours
5.0
(4)
5% savings
from
US$69
US$66
Price varies by group size
Member Pricing
Explore the city of Chisinau, the capital and largest city of Moldova, on this half-day private guided walking tour. See significant sites and attractions including Dendrarium Park, Organ Hall, cathedrals, and government buildings, and learn about the history of the city from your guide who also shares their own insights and experiences.
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Private Walking Tour of Chisinau
4 to 6 hours
Free Cancellation
4.8
(9)
5% savings
from
US$91
US$87
Member Pricing
Transnistria has preserved a lot of Soviet monuments, equipment, attractive places and facts that will be interesting for everyone to learn. Visiting Transnistria is like traveling on a time machine – not much has changed there since nowadays. The cities of Bender and Tiraspol, keep many soviet monuments, with a specific architecture. You should come to Transnistria especially if you’re from a country that was never a part of the Soviet Bloc or controlled by it. At Mimi Castle we will make an excursion, which will include a visit to: Historical Cellars, Production area, Castle's Gardens & Interiors. After excursion will continue with the tasting of 5 wines and a set of delicious traditional Moldovan and gourmet food appetizers: gravlax salmon with black bread, tomme cheese handmade with pear, pâté with almond rye cracker, mozzarella with cherry tomatoes and olives, and roast beef with wine sauce. The excursion at Castle Mimi Winery lasts about 90 minutes.
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Soviet Heritage of Transnistria and Castle Mimi Winery
8 hours
Free Cancellation
5.0
(8)
5% savings
from
US$165
US$157
Price varies by group size
Member Pricing
Visit the unrecognized territory of Transnistria on a full-day, private tour from Chisinau that explores one of the most controversial places in Moldova. The history here is complex, but touring Transnistria with a personal guide is a great way to get the back story of each thing you see, from the self-declared capital of Tiraspol to Bender Fortress.
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Transnistria - country within another country
7 hours
Free Cancellation
5.0
(3)
5% savings
from
US$195
US$185
Price varies by group size
Member Pricing
Transnistria is a must place to visit if you are interested in the history of the USSR in Moldova. This "dissident republic" is still politically and economically aligned with Russia and feels very different from other parts of Moldova. Visit the town of Tighina with its medieval fortress, Chitcani and its religious complex, and Tiraspol with its Soviet architecture. As this is a private tour, you can ask plenty of questions throughout the tour and enjoy a more personalized experience.
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Return to the USSR - Excursion in Transnistria
7 hours
Free Cancellation
4.9
(43)
5% savings
from
US$120
US$114
Price varies by group size
Member Pricing
Discover a region where the atmosphere of the Soviet Union is still alive and well. Embark on a private tour from Chisinau, Moldova to the Republic of Transnistria and visit the cities of Bender and Tiraspol to learn more about the history and heritage of this unique region. See highlights like the 16th-century Bender Fortress built by the Ottomans and the Noul Neamt Monastery in Tiraspol.
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Accessible and Interesting Tour in Transnistria
7 to 9 hours
Free Cancellation
5.0
(3)
5% savings
from
US$128
US$122
Member Pricing
Get to know the highlights of Gagauzian in just one day with this tour that conveniently departs from Chisinau. Join for an experience that includes visits to historic sites, winery tours with wine tastings, a traditional lunch, transportation, and guide services. Explore the Gagauzian culture from Chisinau city to Manucy Bei Mansion, Hinceti city, Comrat City, Besh alma village, and Dolai village.
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Tour: Discover Gagauzia and the Manuc Bey Mansion
6 to 7 hours
Free Cancellation
5.0
(1)
5% savings
from
US$229
US$218
Price varies by group size
Member Pricing
Discover Moldovan flavors, cousine and landscapes on a day trip to Old Orhei and Butuceni village. Enjoy coffee inside a rock-carved restaurant, and toast to the perfect sunset at family-run winery.
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Old Orhei and Butuceni breakfast+sunset
8 hours
Free Cancellation
5.0
(10)
5% savings
from
US$108
US$103
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