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Dear travellers to Moldova! I would like to greet you warmly in my home country and introduce you to our little country. On the map of Eastern Europe, Moldova is still an unexplored country. On our one-day tour, we visit a place that can surprise Moldova – state within Moldova – tiny Transnistria, which is not found on the world map. We show and tell you about people's everyday lives, our culture and values, typical Moldovan delicacies. Lunch is served at the inn in the Bulgarian village at the locals'. On the tour we visit the fortress of Bendery, on the city walk we learn about the historical events that had shaped this region. We look at the Soviet monuments, Lenin and Suvorov monuments, the majestic building and memorial sites.
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(190)
One day tour in Transnistria
7 to 8 hours
Free Cancellation
from
$143
Join me for a fun, relaxed walk through Chisinau with plenty of wine! We meet at the Stefan cel Mare Monument to enjoy the first glass. I’ll share stories about the national hero, his "Saint" status, his legacy and why he is on every single paper bill in Moldova Next, we hit the Alley of Classics for the second glass. Learn about famous poets, their personal habits, and why Pushkin is there. We’ll discover 31st of August Street, which is considered by many the city's most beautiful road. Here I will show you great museums and restaurants that you can visit later. After visiting Queen Maria’s monument and hear the story of the German mayor, Carol Schmidt, we’ll head to the Parliament and Presidency. I’ll explain the 2009 protests and the shady history of the building's repair. We finish with a final glass of wine and my insider tips for the best restaurants, easy-to-reach wineries, and unforgettable nightlife. Discover the real Moldova with a local!
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(16)
Chisinau Walking City Tour Combined With Local Wine
2 hours 30 minutes to 3 hours
Free Cancellation
from
$36
Likely to Sell Out
Delve into Soviet-era history on this private tour of the breakaway territory of Transnistria from Chișinău. Explore the hotly-contested Republic of Transnistria with a guide. Learn of the struggles and conflicts taking place between competing authorities in the area, and gain insight into the region’s complex history. Visit the towns of Tiraspol and Bender — home to iconic statues of Communist revolutionary Vladimir Lenin — and admire imposing Soviet-era buildings from the Communism regime. Along the way, pass memorials to conflicts including the Soviet-Afghan War and World War II.
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(194)
Soviet Era Tour of Transnistria from Chisinau Moldova
7 to 8 hours
Free Cancellation
from
$118
Price varies by group size
Check out the best of Moldova on this private tour, where you can feel free to customize your day since it’s just your group. You don’t need to stick to a fixed itinerary, or stop where you don’t want to. Your guide takes you to Curchi Monastery, Cricova wine cellar, and Old Orhei, unless you make a different plan.
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Highlights of Moldova - Curchi, Old Orhei and Cricova (Optional)
8 hours
Free Cancellation
from
$130
Price varies by group size
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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(22)
Tour of Transnistria
7 hours
Free Cancellation
from
$77
Moldova’s capital city boasts pleasant parks, Soviet-era architecture, and several notable historical sights. Because of its relatively limited tourist infrastructure, it can be a somewhat intimidating place for first-time visitors. On this private walking tour of Chișinău, take the stress out of navigating as your guide leads you to the most impressive sights and monuments, and explore at a pace that feels comfortable for you.
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(68)
Best of Chisinau Private City Tour
3 hours
Free Cancellation
from
$68
Price varies by group size
We invite you to discover Transnistria – the place where the old USSR is still alive and flourishing. It is a breakaway territory within the internationally recognized borders of Moldova. The country’s national coat of arms still includes the traditional hammer and sickle and the Lenin is revered till today. Our first stop will be the Bender fortress - an architectural monument of the XVI century. It was built on the model of the Western European structure of bastion type. You can walk along the walls enjoying the great views of the Dniester River. After Bender, we take you to Tiraspol, the capital of Transnistria and the 2nd largest town of Moldova. We will take you to the major attractions of Tiraspol, such as V. Lenin monument and House of Soviets, the Transnistrian Parliament (25 October Ave, Tiraspol), the Afghanistan War Memorial, Monument-tank, and more. Possible extensions for this tour: KVINT Distillery (Tiraspol), MIMI Wine Castle, Asconi Winery or Noul Neamt Monastery.
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(58)
Back in the USSR - Transnistria.
8 hours
Free Cancellation
from
$130
Price varies by group size
Experience one of Europe’s most unusual and fascinating regions on a fully guided day trip from Chișinău to Transnistria. Unlike other tours, this itinerary offers a complete cultural immersion, combining Soviet-era history, local life, and iconic landmarks. • See Tiraspol’s Soviet-Era Icons: Explore Suvorov Square, the Lenin Monument, and the House of Soviets, where history feels • Step Back in Time at Bendery Fortress: Walk the grounds of this historic 16th-century fortress and learn its strategic role in regional history. • Hassle-Free Border Crossing: Your guide handles all checkpoint formalities, so you can relax and enjoy the journey without stress. • Unique Cultural Insights: Learn first-hand about Transnistria’s politics, traditions, and lifestyle from a local expert guide. This tour is perfect for history buffs, curious travelers, and anyone seeking an authentic and off-the-beaten-path experience. Don’t just see the region—understand it, taste it, and feel it.
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Tiraspol - Back in USSR soviet experience
6 to 8 hours
Free Cancellation
from
$150
Orheiul Vechi, Moldova's renowned historical site, invites exploration within its stunning limestone valley along the Răut River. Delve into ancient ruins that tell the stories of various civilizations, and stroll through the charming villages of Butuceni and Trebujeni, where local culture thrives amid the peaceful rural landscape. Marvel at the unique cave monastery carved into the cliffs, a significant spiritual site in Moldova. This tour blends history, nature, and culture, offering a tranquil escape into Moldova's rich heritage. - Discover the iconic Orheiul Vechi historical and natural landmark - Visit traditional villages Butuceni and Trebujeni for a cultural experience - Enjoy a relaxing day trip just one hour from Chișinău
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Half day: Old Orhei and Curchi Monastery
3 to 4 hours
Free Cancellation
from
$155
Explore Chisinau’s historic landmarks and gain a private perspective of the city’s green spaces on an eco-friendly bike tour. Zip across the city centre with ease, covering more distance than possible by foot, while learning about the city’s varied history from our guide. It’s an active and flexible way to experience the diverse architecture and contemporary culture of our capital.
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Chisinau Half-Day Private Tour by Bike with Local Guide
3 hours
Free Cancellation
from
$71
Price varies by group size
Embark on a captivating 6-hour journey through time to Transnistria and Bender Fortresses from Moldova. Get ready for an unforgettable experience as you explore the fascinating cities of Bender, Tiraspol, and Odessa. Marvel at the impressive Soviet architecture, the Suvorov Monument, and Bender Fortress. This delightful tour of Odessa kicks off with a leisurely stroll around Theatre Square. Don't miss the chance to view the beauty of its renowned Opera and Ballet Theater.
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1 Day Moldova: Tour To Transnistria, Bender Fortresses
7 hours
Free Cancellation
from
$130
Price varies by group size
Feel the atmosphere of remembrance and pride. Witness the parades, the music, the stories passed from one generation to another. It’s not just a trip — it’s a powerful experience that connects you to the past and inspires you for the future. Go, see, and feel it for yourself. Let this journey remind you of the strength of the human spirit — and why it should never be forgotten.
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9 May Tiraspol Victory Day and Sherpen Bridgehead
9 hours
Free Cancellation
from
$143
Discover the best that the Moldovan capital has to offer as you explore Chișinău on a sightseeing tour. With a private guide, walk through the streets of the city and see the main highlights such as the city mosque, National Museum, and the Triumphal Arch. Then, drive out to the famous Milestii Mici Winery to explore the ancient underground cellar and learn about winemaking.
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Operator reviews
Chisinau Sighteeing Tour with Wine tasting Milesti Mici
4 to 5 hours
Free Cancellation
from
$140
Price varies by group size
Dear Guest, This tour perfectly combines Moldova’s rich medieval history with its world-famous wine culture in one unforgettable day. Curchi Monastery – Spiritual Beauty Next, visit the beautiful Curchi Monastery, one of the most impressive monasteries in the country. Old Orhei is the most picturesque and historically significant place in Moldova. Visit the Old Orhei Archaeological Complex and the Medieval Town Museum, where ancient civilizations, dramatic limestone cliffs, and traditional rural life come together. Cave monastery carved into limestone cliffs Ancient fortifications and ruins The local museum Learn about the region’s medieval history while admiring breathtaking views over the Răut River valley. The experience concludes with time for lunch in Butuceni (lunch is optional and paid separately). The final stop Cricova Winery (optional) Over 120 km of underground cellars The unique “underground wine city.”
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Tour to Old Orhei &Cave Monastery &Cricova cellar tour (optional)
7 to 8 hours
Free Cancellation
from
$99
Price varies by group size
Wine culture is such a big part of Moldova heritage. The story of Milestii Mici Winery begins in an old stone-extracting mine, where the extraction of limestone over the years inadvertently created the perfect environment for wine maturation and storage. The Mileștii Mici winery is known for having tunnels over a total length of 200km and the largest wine cellar in the world. Today, the collection exceeds 2 million bottles and can be visited at any time of the year, with a constant underground temperature between 12-14 degrees Celsius. The winery is located approximately 16 kilometers south of Chișinău, in the Ialoveni district. Embarking on a journey to Mileștii Mici Winery offers not just a taste of exceptional wines but also an immersive experience into Moldova's rich cultural and historical tapestry.
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Visit Milestii Mici the Largest Wine Cellar in the World
4 hours
Free Cancellation
from
$115
Price varies by group size
Highlights Enjoy a customizable, narrated tour of the Moldovan capital See Ştefan cel Mare, Orthodox churches, Piata Central, and more A private guide ensures an intimate, flexible experience Places of interest: historical centre of Chisinau with its administrative and cultural edifices along the main boulevard of Stefan cel Mare, the main square of the General National Meeting, public parks, churches and museums of the city, Central Market and the market of crafts and souvenirs, W.W.II memorial Eternitatea, buildings of parliament and government. Chisinau city is also named “Small Rome” because it is situated on 7 hills. The wide parks and avenues with very interesting architecture, a specific atmosphere that predominates here is very characteristic of this city.
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2.5 hours Walking City tour Chisinau private
2 hours
Free Cancellation
from
$88
Per group
Visit one of the oldest wineries in Moldover and discover rich cultural heritage on this full day tour. Discover wine cellars set in a unique underground city, with a vast labyrinth of streets. Visit the Old Orhei reservation and the beautiful Curchi Monastery; must-see sites for history lovers. Taste the excellent wines and enjoy a local lunch at an ethnic village (lunch not included).
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Best of Moldova: Cricova Winery & Old Orhei Tour including Curchi Monastery
8 hours
Free Cancellation
from
$165
Price varies by group size
The remarkable Mileștii Mici Winery holds the Guinness World Record for the largest wine collection. Visit this incredible winery and navigate the vast underground storage network big enough for cars and bikes. This enormous wine collection boasts almost two million bottles, with underground ‘streets’ designated to different grapes - from Pinot to Cabernet Sauvignon. Taste the delicious, high-quality wine at this special and renowned winery.
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Milestii Mici Winery tour with wine tasting
2 hours
Free Cancellation
from
$140
Price varies by group size
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
from
$128
Experience life in the countryside on this private farmhouse tour. Hike through the limestone outcroppings, and along the valley carved by the river. Discover Old Orhei, the medieval cave monastery hidden on the cliff - an archaeologically, culturally and historically significant site. Feel like a farmer for a day at Ferma Veche guesthouse - feeding the animals and enjoying the picturesque countryside.
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Half-Day Private Guided Tour of Orheiul Vechi and a Farmhouse
5 hours
Free Cancellation
from
$88
Price varies by group size
Just 12 miles (20 kilometers) south of Moldova’s capital Chișinău lies Milestii Mici, a vast wine cellar said to accommodate about 2 million bottles. With this tour, a driver takes the wheel, ferrying guests to and around the underground complex. On a guided tour of the cellar, learn about Moldovan viticulture, and sample three different wines as well as typical Moldovan dishes.
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Milestii Mici Underground Winery Tour INCLUDING Wine tasting
4 hours
Free Cancellation
from
$125
Price varies by group size
Skip the crowds—this is a private tour for your group only! Discover the most charming places in Chisinau with a professional guide while hearing fascinating stories and legends. Did you know Moldova once produced nearly two-thirds of all the wine consumed in the Soviet Union? You'll visit the famous Cricova Underground Wine Cellar—one of the largest in the world. Alongside world-class wine, enjoy traditional Moldavian cuisine that will delight your taste buds. Admire the stunning cathedral of the Moldovan Orthodox Church, built in a neoclassical style in the 1830s. Explore hidden gems in the city's streets and corners, each with its own story. Your guide will share what makes life in Chisinau so unique. This experience is perfect for first-time visitors who want to enjoy the culture, flavors, and spirit of Moldova in a personal and immersive way.
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The best of Chisinau Private walking tour
2 hours
Free Cancellation
from
$220
Price varies by group size
It is an amazing experience! You will visit places that can dissapear in few years and you will not see them! Transnistria is unique and like an anomaly, an unrecognized country in the world. It is a duying socialist country.
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Transnistria - Discover Soviet style and inspiration
3 to 8 hours
Free Cancellation
from
$136
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
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$113
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