Top Moldova Private Sightseeing Tours

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.

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.

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.

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

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.

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.

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.

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.

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.

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.

Discover the hidden history of the unfinished Soviet bunker 'Object 1180' in Olișcani, a site shrouded in mystery and buried deep within the forest. This unique tour offers a detailed exploration of the bunker’s construction, its intended purpose, and the intriguing stories that surround it. Navigate through heavy metal blast doors and dark corridors, uncovering the secrets of this relic of the Cold War. - Guided descent into the hidden Soviet bunker with expert insights - Navigate dark corridors and view unique ice formations, even in summer - Explore a fascinating piece of Cold War history, unknown to many

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.

Visit the unrecognized territory of Transnistria on a full-day, private tour from Chisinau that explores one of the most controversial places in Moldova. The history here is complex, but touring Transnistria with a personal guide is a great way to get the back story of each thing you see, from the self-declared capital of Tiraspol to Bender Fortress.

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 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.

3-Day Private Moldova Discovery: Culture, Countryside & Wine Explore Moldova through a private 3-day itinerary combining cultural landmarks, sacred sites, and rural landscapes, with flexibility in accommodation, dining, and winery visits. New to Viator but fully established on the ground, our tours are professionally operated and personally hosted, delivering consistent, high-quality service throughout. What sets this tour apart: Instead of fixed hotels and preset experiences, we offer thoughtful recommendations and full freedom of choice — ensuring comfort, transparency, and a personal travel rhythm. Highlights: Private tour for 2–3 adults Flexible accommodation options from a curated hotel and apartment selection Dining at carefully chosen local and winery restaurants, selected by you Winery visits proposed according to your interests. A refined introduction to Moldova, shaped by expert planning and your personal preferences.

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.

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.

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.

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.

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.