Top Moldova Private Sightseeing Tours

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

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, customizes your tour of Tiraspol, from hidden gems to remnants of the Soviet Union to Moldovan monuments that feature on postcards and Transnistrian currency. Feel like a local and discover places you wouldn't find on your own.

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.

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.

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.

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.

This isn’t a standard city tour—it’s a time-travel ride through Chișinău in a vintage Lada/VAZ. On a private route, we chase Soviet-era icons, brutalist shapes, mosaics, and abandoned landmarks, stopping for the best photo angles and the stories behind what you’re seeing. Expect a flexible itinerary, hotel pickup, and a local guide who turns “concrete and symbols” into a living, unforgettable narrative.

To discover authentic Moldova! Get ready for an exciting excursion. You will discover the Curchi Monastery, the historical site of Orhei Vechi and its troglodyte monastery. Orheiul Vechi is a spectacular archaeological complex located 60km from Chişinău. The panorama is breathtakingly beautiful. Beyond the impressive natural landscape, a group of troglodyte caves, hosting the oldest monasteries and sacred places, combines the history of the Golden Horde period and today, revealing ruins of palaces, citadels, dwellings, giving visitors ample information on a history that extends from the 10th century BC. To the present day.

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.

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.

Feel the atmosphere of remembrance and pride. Witness the parades, the music, the stories passed from one generation to another. It’s not just a trip — it’s a powerful experience that connects you to the past and inspires you for the future. Go, see, and feel it for yourself. Let this journey remind you of the strength of the human spirit — and why it should never be forgotten.

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.

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.

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.

Explore the vibrant world of mosaic art on this immersive 4-5 hour tour, visiting four distinct settlements renowned for their artistic expressions. Discover the city of Tiraspol with three captivating locations, followed by the charming village of Sucleia featuring two unique sites. The city of Bender boasts eight remarkable locations showcasing 14 stunning mosaic artworks, while the village of Gisca offers an additional two sites for exploration. This tour is perfect for art enthusiasts and photography lovers alike, providing ample opportunities to capture the beauty of mosaic craftsmanship. - Duration of 4-5 hours, tailored to your photography needs - Visit Tiraspol, Sucleia, Bender, and Gisca for a cultural immersion - Explore a total of 15 unique locations with stunning mosaic art - Ideal for art lovers and photographers seeking unique experiences

The remarkable Mileștii Mici Winery holds the Guinness World Record for the largest wine collection. Visit this incredible winery and navigate the vast underground storage network big enough for cars and bikes. This enormous wine collection boasts almost two million bottles, with underground ‘streets’ designated to different grapes - from Pinot to Cabernet Sauvignon. Taste the delicious, high-quality wine at this special and renowned winery.

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.

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

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 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.

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.

Combine Chisinau highlights with a tour of Milestii Mici on a day that’s tailored to you. Private service from a personal guide means you can enjoy each destination at your own pace. Enjoy an included wine tasting and snack at Milestii Mici, then check out key sites in Chisinau. Door-to-door transport makes it easy to fit in an excursion even if time is tight.