Top Moldova Sightseeing Tours

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.

Dear travelers, Experience the best of Moldova with our carefully curated tour, starting in the vibrant capital, Chisinau. Morning: Explore Chisinau Begin your journey with a walking city tour of Chisinau, led by our knowledgeable guide. Enjoy a stress-free exploration as we visit the city's most iconic sights and monuments, unveiling its rich history, culture, and charm. Afternoon: Milestii Mici Underground Winery After exploring the city, we’ll travel comfortably by car to the Milestii Mici Winery, home to the largest underground wine cellar in the world. Here, immerse yourself in the fascinating world of Moldovan wine with a guided winery excursion through the vast tunnels lined with premium vintages with wine-tasting Enjoy this unforgettable cultural, history, and flavor journey with our dedicated team.

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.

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.

To discover authentic Moldova! Get ready for an exciting excursion. You will discover the Curchi Monastery, the historical site of Orhei Vechi and its troglodyte monastery. Orheiul Vechi is a spectacular archaeological complex located 60km from Chişinău. The panorama is breathtakingly beautiful. Beyond the impressive natural landscape, a group of troglodyte caves, hosting the oldest monasteries and sacred places, combines the history of the Golden Horde period and today, revealing ruins of palaces, citadels, dwellings, giving visitors ample information on a history that extends from the 10th century BC. To the present day.

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

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.

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.

Visit one of the oldest wineries in Moldova and discover rthe ich cultural heritage on this full-day tour. Discover Old Orhei Archeological Complex and Manastirea Curchi (Curchi Monastery) on a full-day small-group tour from Chisinau. Combining the two Orthodox sites offers a fascinating 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).

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.

Dear Guest, This tour perfectly combines Moldova’s rich medieval history with its world-famous wine culture in one unforgettable day. Begin your journey with a comfortable pickup from your location in Chișinău and travel to Cricova Wine Cellars, one of the largest underground wine cities in the world. Explore the impressive tunnels, learn about Moldova’s winemaking traditions, and enjoy a guided wine tasting in an elegant setting. After the tasting, continue to Old Orhei, 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. The experience concludes with time for lunch in Butuceni (lunch is optional and paid separately). This tour is unique for its perfect balance of culture, history, nature, spirituality, and wine, all guided by local experts who bring Moldova’s stories to life.

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.

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

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.

All of Transnistria in one trip! Delve into Soviet-era history on this tour to Transnistria from Chisinau. Explore the hotly contested Republic of Transnistria, or Pridnestrovie. We will visit all the main attractions in Transnistria. After this tour, you will definitely know everything about the Soviet Era period in Moldova! 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 today. The guide will show you around Transnistria on an unforgettable tour full of beautiful vistas, forgotten Soviet-era monuments, and real travel through time. 

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.

This isn’t a standard city tour—it’s a time-travel ride through Chișinău in a vintage Lada/VAZ. On a private route, we chase Soviet-era icons, brutalist shapes, mosaics, and abandoned landmarks, stopping for the best photo angles and the stories behind what you’re seeing. Expect a flexible itinerary, hotel pickup, and a local guide who turns “concrete and symbols” into a living, unforgettable narrative.

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.

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.

You will get an unique opportunity to visit the World's largest winery in the world - Milestii Mici Winery, founded in 1969 for small storing, maturing and preserving high quality wines. Underground tunnels with a length of 200 km are dug in layers of limestone rocks at depths between 35 and 80 meters. It represents an unique underground city, well-known all over the world by its huge labyrinths of streets and also biggest wine collection in the world. Another important tourist sight is Manuc Bei mansion, located in Hâncești town. Built at the beginning of the 19th century, in 1816. The project was realized by the famous Italian architect Bernardazzi. The so-called “Moldovan Versailles” palace respects the style of French classicism. We'll visit the hunting Castle, the Natural History and Ethnography Museum and The Manuc Bei Mansion.

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.

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.

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.