Top Moldova Private Sightseeing Tours

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.

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.

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.

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.

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.

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.

Maximize your time in Moldova on this full-day tour from Chisinau and visit two popular attractions in one day. Discover Moldova’s winemaking heritage and enjoy a guided wine tasting during a tour of the Cricova winery, famous for its ‘underground city’ of wine cellars. After an included business lunch, explore Tiraspol, Moldova’s second-largest city and the unofficial capital of the Transnistrian Moldovan Republic.

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.

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.

Three private days with your own driver-guide: Chișinău's heritage, Orheiul Vechi, Curchi Monastery and two famous wine estates, at your own pace. A private tour for your group only (1–3 travelers). Airport welcome and drop-off, plus daily pickup from and return to your accommodation, are included in the price. Highlights: • Private air-conditioned car and driver-guide, 09:00–21:00 daily • Chișinău: National History Museum, Manuc Bey Mansion, Petru Costin museum • Two wine estates: Castel Mimi and Mileștii Mici, one of the world's largest underground wine cellars • Orheiul Vechi cave monasteries and Curchi Monastery • Dendrarium Park • Reservations and on-call support throughout • Late flight? Relax with refreshments before your airport transfer (complimentary) • Welcome gift: two bottles of Moldovan wine • Tastings, meals and restaurants are your choice; you pay on site Locally owned and personally hosted by Turover.

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.

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

This full day takes you to several places, including Cricova Winery, Old Orhei, and Curchi Monastery, plus more. You will just need to relax and go along with your driver and guide, and learn about the history and culture along the way. Check out the archaeological complex in Orhei, explore the Butuceni Eco Resort on the River Raut, and wander around the gardens and the monastic architecture at Manastirea Curchi.

There are a few places in the world which still "breathe the air of Soviet Union" I invite you to dive into our world, esplore its beauty, taste its authenticity. Moldovans are famous for their hospitality - it represents the signature of the country, having earned Moldova the name of "piece of heaven"

Soroca - a beautiful northern Moldovan town, situated on the right coast of the Nistru river, thus beautiful views are guaranteed! Maybe Soroca is not the most famous attraction of Moldova and very few people visit it, but if you are one of those "different" - then this option is best for you! There are 3 main areas of Soroca, which worth visiting: - Medieval Fortress ( now on reconstruction) - Candle of Gratitude - Gypsy Hill. Let me explain those: SOROCA FORTRESS - now on reconstruction. CANDLE OF GRATITUDE Monument - is a 30 meters tall obelisk on the top of the hill, with 650 steps! The monument symbolizes gratitude to people who preserved Moldovan culture through centuries. GYPSY HILL - it is a crazy-looking architectural area of Roma people. Most of the houses look like small castles. You should see that!

One of the most popular places of interest in Moldova is a touristic zone called Old Orhei(Orheiul Vechi), which is situated on the Raut River (Răut Rău). It is a nation’s patrimony, which is located about 60 km away from the capital city Chisinau, among three villages: Butuceni, Morovaia and Trebujeni. Orhei Vechi is an archeological and historical complex, which consists of two moderate but very old museums, ancient rocky church and also several private old-fashioned hotels in a very traditional style, located in villages Butuceni and Trebujeni. Old Orhei is an exceptionally quiet and delightful place with impressive landscapes and huge historical background which bring the tourists to discover Moldova's ancient roots. After a 2 hours exploration, you will have a unique opportunity to participate in a master class on cooking traditional Moldovan dishes - placinte.  During the lunch you can try your creation.