Top Chisinau Private Sightseeing Tours

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.

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.

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.

Unlike a typical day trip, this is a private and flexible experience starting in Chișinău. There’s no fixed script or mandatory stops — we can adapt the day to what interests you. As Moldova’s neighbour, Ukraine’s history and changes have always been close to us. We didn’t live through everything ourselves, but we felt the repercussions, watched the changes unfold, and experienced many of them from just across the border. Your local guide will share that neighbour’s perspective — not a formal history lecture, but honest conversations, personal observations, stories, and opinions about Ukraine, Moldova, and the connections between the two. More than visiting Odesa, it’s about understanding it through the eyes of someone from the neighbouring country.

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.

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.

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.

Discover the charm of Iași, Romania's cultural capital, on a full-day guided tour from Chișinău. Travel across the border and explore one of Romania's oldest cities, renowned for its elegant architecture, rich history, and vibrant atmosphere. Visit iconic landmarks such as the magnificent Palace of Culture, the impressive Metropolitan Cathedral, the beautifully carved Three Hierarchs Monastery, and the historic streets of the city center. Stroll through the peaceful Copou Park, home to the legendary Eminescu's Linden Tree, enjoy free time to sample traditional Romanian cuisine or relax in one of the city's charming cafés. This private day trip offers an unforgettable opportunity to experience the heritage, architecture, and hospitality of northeastern Romania, all with the comfort of private transportation and the insights of a knowledgeable guide. Book your Iași adventure today and discover why this remarkable city has inspired generations of artists, writers, and visitors alike.

What makes this tour unique? Unlike a typical tour, there’s no script, no rushing, and no list of things you have to see. This is a private and completely customizable day — if you want to change the plan, stay longer somewhere, or skip something, we simply do it. Your guide is not a teacher giving you a history lesson. He’s a local who has lived his whole life in Moldova, showing you his country the way he would show it to a friend. Expect relaxed conversations, jokes, stories, spontaneous stops, and honest, non-biased opinions about Moldova and everyday life. Come as a guest, leave feeling like you spent the day with a local friend.

Most visitors to Transnistria see Soviet monuments and city squares. This tour takes you beyond them – into hidden military sites, underground tunnels, and places that even many locals have never visited. Just outside Tiraspol, in the villages of Parkany and Bychok, a forgotten layer of history still survives. Highlights include: 1. A real WWII-era defensive bunker (DOT) hidden on the outskirts of Parkany. 2. Exclusive access to a decommissioned Soviet anti-hail rocket station – an experience unavailable on any other tour in Transnistria. See original rocket models and an authentic launch control panel. 3. Exploration of underground limestone tunnels stretching for hundreds of kilometers beneath Bychok. 4. A walk along the Dniester River to a giant Soviet red star carved directly into the rock. 5. A panoramic viewpoint overlooking the Dniester. Led by Andrew, a local guide born and raised in Transnistria, this tour reveals a side of Transnistria that most visitors will never see.

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.

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.

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.

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.

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.

Chisinau is the beating heart of the Republic of Moldova. Razed to the ground during WWII the city was rebuilt afterwards by the Russians which explains the very Soviet looking buildings and the Stalinist architecture on its main boulevards. In between you can get a glimpse of some pre-WWII edifices, or try some of the hip cafes, bars and restaurants or the famous local wine in any of the dozen wineries around the city, or go for some antique shopping in Arbat. Experience first hand some of the main attractions this city has to offer: the park and the monument of Stephen the Great, a local medieval hero; the open book shaped Parliament Building; the Presidential Palace, the hotspot of the 2009 protests; Milestii Mici Wine store, to check and maybe try some of the world famous local wine; the City Hall with its early 20th century classic Gothic Italian style, one of the few of its kind left, and many more.

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.

Two Moldova essentials in one day: capital city attractions and Cricova tasting Story-rich guide (simplified history, tasty culture) Comfortable transfers and scheduled entry – no logistical stress

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.

Old Orhei (Orheiul Vechi) is one of Moldova’s most captivating cultural and historical sites, offering travelers the perfect blend of breathtaking scenery, ancient history, and authentic local life. A visit to Old Orhei is a journey into a mystical landscape where nature and history come together in perfect harmony. Walking through Old Orhei feels like exploring a living painting, where each turn of the path reveals another breathtaking vista. Château Vartely is one of Moldova’s most enchanting wine destinations, inviting travelers to discover a world where exceptional wine, refined culture, and unforgettable hospitality come together in perfect harmony. A visit to Château Vartely is not just a stop on a winery tour — it is a celebration of the senses and an immersion into the heart of Moldovan winemaking traditions. Depending on the number of bookings, sometimes the tour could be private or shared with small groups, up to 8-10 people.

Discover the hidden gems in Chisinau on this three-hour tour, with hotel pickup and drop-off. A local guide leads you to the city's notable sights and streets, steeped in Soviet influence. Explore the city on the banks of the Bic River, visiting places such as the Soviet Hotel "Cosmos", the Academy of Science, Central Boulevard, Pushkin Museum, Valea Morilor City Park, Eternity Complex of WW2 and Chisinau Cathedral Square.

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.