Top Moldova Private Sightseeing Tours

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.

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.

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.

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.

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.

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.

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

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.

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.

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.

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.

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

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.

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.

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.

We offer a dedicated excursion to the north of Moldova. You will visit the town of Soroca, founded in 1420, is located in the north 160 km from Chisinau, in the Nistru valley, being surrounded by hills and centuries-old forests. The Russians compared Soroca to Yalta, which is in Crimea, while the Romanians called it Sinaia Bessarabian. The tourist objectives that you will visit are: The medieval fortress of Soroca The recognition candle - the symbol of the Moldovan people, erected in tribute to the anonymous heroes who fought to preserve, protect and transmit the culture, language and history of Moldova through the generations. Gypsy Hill - where you will discover a curious reproduction of the White House or an unusual copy of the Moscow Bolshoi.

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.

Explore Chisinau on a private, customizable walking tour. Customize your itinerary by selecting: • 2-Hour, 3-Hour, or 4-Hour Tour • Your choice of stops from the itinerary • Essential, In-Depth, or Immersive experiences at each stop • Focus on history, culture, architecture, or local stories • Exploration of one or both included paid stops: National Museum of History of Moldova & the National Museum of Ethnography & Natural History • Optional free interior visit at the Metropolitan Cathedral, when accessible. Your guide will then adapt the tour to your interests & preferred pace. Explore Chisinau's most important landmarks, from the Triumphal Arch to the Assembly Square. Discover impressive architecture & cultural treasures. Hear the stories behind Moldova's capital & its people. Because every stop and depth level has a different duration, the final route & number of stops will vary according to your selections. Your guide will recommend adjustments to ensure a smooth experience.

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.

This 5-day private journey is designed for 2–3 adults only and created for travelers who value clarity, choice, and thoughtful coordination over fixed packages. The tour is fully operated locally and personally hosted, ensuring attentive service and smooth organization from arrival to departure. Instead of rigid inclusions, we work with curated, high-quality options. Travelers receive direct access to carefully selected wineries, restaurants, and accommodation choices - with links, menus, pricing, and conditions - allowing them to make informed decisions based on their preferences and budget. Upon request, we recommend: top-rated hotels (typically rated 9.3+), impeccably maintained and secure apartments, a vetted selection of excellent local and winery restaurants. Optional services are selected by travelers and paid on site directly to the local providers. An unhurried, transparent, and genuinely personalized way to experience Moldova beyond surface-level tourism.

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.