Top Moldova Private Sightseeing Tours

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.

On this self-guided walking tour, you’ll explore Chișinău through the eyes of a local, visiting historic monuments, elegant parks, and architectural treasures. You’ll also hear about the personalities and events that shaped this unique Eastern European capital. Moldova’s capital city is a blend of Soviet grandeur, Romanian heritage, and surprising local stories waiting to be discovered. This audio tour starts at the Main Post Office at “Kilometer 0,” the point from which all distances in Moldova are measured. You’ll stroll through the elegant Cathedral Park to see its Orthodox cathedral and bell tower, and pass the grand Triumphal Arch. Along the way, you’ll find out how Russian, Romanian, and Soviet influences have shaped Chișinău’s identity through the centuries. The tour ends in a spot adjacent to the historic Chisinau City Hall building and the impressive Organ Hall, originally installed because the daughter of a Soviet leader wanted to study organ music.

Take an unforgettable journey through the contrasts of Moldova's history as you explore Transnistria, "the country that doesn't exist." Your guide, an urban sketcher, tailors your tour of Tiraspol, from hidden gems to Soviet relics to Moldovan monuments featured on postcards and currency. Feel like a local and discover places you wouldn't find on your own.

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.

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

Tired of cookie-cutter tours that feel like a checklist? This personalized trip through Transnistria (an unrecognised country within Moldova, and known locally as Pridnestrovie) is tailored to your pace. Instead of rushing through landmarks, explore with a local artist who shows you both top sights and hidden corners most tourists miss. It’s the perfect way to truly understand the country—with time to ask questions, hear real stories, and let Transnistria speak for itself.

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.

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.

Our tour stands out for a more authentic, comfortable and personalized approach than the classic excursions. Offered in private format, it allows you to discover Curchi and Orheiul Vechi in very good conditions, with more flexibility, more attention and an experience better adapted to the Traveler’s pace. We offer not only a visit of sites, but a real introduction to the soul of Moldova: its religious heritage, landscapes, history and rural atmosphere. This tour is for travelers who want to understand, feel and discover the country in more depth.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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 Moldova's rich winemaking history as you embark on a wine tasting tour to two prestigious vineyards. Visit an underground wine cellar in Cricova for a tour of the maturing and sparkling wine sections and enjoy a tasting with snacks. Then, head to Milestii Mici Winery, home to the world's largest wine collection, where you learn even more about wine and enjoy a guided tasting.

Discover the rich history of Chisinau on this engaging two and a half hour walking tour. Covering 2.4 km (1.5 miles), this guided experience delves into the city's evolution over 500 years, touching on its prehistoric roots, Romanian influences, Soviet history, Jewish contributions, and Ottoman control. With a native English-speaking guide who has lived in Moldova for over a decade, gain valuable insights and insider tips while visiting key landmarks. Strollers and wheelchairs can be accommodated upon request, ensuring an accessible and enjoyable experience for all. - 2.4 km (1.5 mile) walking tour through Chisinau's city center - Learn about the city's history from prehistoric times to modern day - Expert local guide with over 10 years of experience in Moldova - Accommodations available for strollers and wheelchairs upon request

Explore the best attractions of Chisinau on a joyful 2,5 hour walking tour with an expert guide. You will walk through the central streets of Chisinau and see such sights as Chisinau Opera Building, Parliament Building, Native Cathedral etc