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We invite you to discover Transnistria – the place where the old USSR is still alive and flourishing. It is a breakaway territory within the internationally recognized borders of Moldova. The country’s national coat of arms still includes the traditional hammer and sickle and the Lenin is revered till today. Our first stop will be the Bender fortress - an architectural monument of the XVI century. It was built on the model of the Western European structure of bastion type. You can walk along the walls enjoying the great views of the Dniester River. After Bender, we take you to Tiraspol, the capital of Transnistria and the 2nd largest town of Moldova. We will take you to the major attractions of Tiraspol, such as V. Lenin monument and House of Soviets, the Transnistrian Parliament (25 October Ave, Tiraspol), the Afghanistan War Memorial, Monument-tank, and more. Possible extensions for this tour: KVINT Distillery (Tiraspol), MIMI Wine Castle, Asconi Winery or Noul Neamt Monastery.
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Back in the USSR - Transnistria.
8 hours
Free Cancellation
5.0
(69)
from
$117
Price varies by group size
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.
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Milestii Mici Winery tour with wine tasting
2 hours
Free Cancellation
5.0
(3)
from
$139
Price varies by group size
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.
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Soviet Heritage of Transnistria and Castle Mimi Winery
8 hours
Free Cancellation
5.0
(7)
from
$165
Price varies by group size
Discover two unique places in Moldova when you book this private tour of the Manuc Bei Mansion and the Gagauzia area. First, visit the 19th-century Manuc Bei Mansion for a tour of the grounds and to learn about its history. Then, visit the area of Gagauzia which is populated by a Turkish-speaking minority from Bulgaria to learn about their history and culture.
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Discover Gagauzia and Manuc Bei Mansion
8 hours 15 minutes
Free Cancellation
4.8
(31)
from
$130
Price varies by group size
This is a fully private 3-day journey through Moldova, designed for travelers who value comfort, flexibility, and personal attention. Instead of following a fixed script, each tour is shaped around your preferences — from where you stay to how you dine and experience local wines. Although new to this platform, our tours are fully operational, professionally organized, and personally hosted from start to finish by a local guide. Unlike standard tours with pre-selected hotels, fixed tastings, and set menus, we offer guidance and recommendations while leaving the final choices to you. Highlights Fully private tour for 2–3 adults Accommodation not pre-fixed; selected together based on comfort, location, and budget Dining without set menus; top city and winery restaurants recommended and arranged Wine experiences tailored to your interests, never standardized A private Moldova experience — thoughtfully hosted, your way.
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3-Day Private Moldova Escape: Heritage, Scenic Landscapes & Wine
3 days
Free Cancellation
from
$860
Per group
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.
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Private 5 Day Moldova History Countryside and Wine Tour
5 days
Free Cancellation
from
$1,380
Per group
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.
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Kiss me Now - city tour of Chisinau!
3 hours
Free Cancellation
5.0
(72
Operators
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from
$105
Price varies by group size
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
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Chisinau City Tour and Cricova Winery Experience
9 to 17 hours
Free Cancellation
5.0
(32
Operators
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from
$106
Price varies by group size
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.
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2 Day Private Moldova Discovery: Culture, Countryside & Wine Tour
2 days
Free Cancellation
from
$560
Per group
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.
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Private Guided Day Tour to Iasi from Chisinau
12 hours
Free Cancellation
5.0
(256
Operators
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from
$240
Price varies by group size
Not everyone gets to go back in time and experience what Soviet-era life was like. This tour from Chisinau to Transnistria in Moldova allows you to do just that. This is a private tour, so you and your group will go at your own pace, instead of having to stick to a fixed itinerary. You’ll visit places like the Suvorov Monument, Bender Fortress, Tiraspol, and more. Cameras ready for Soviet architectural relics.
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Transnistria tour-Visited a Country the World Doesn’t Recognize
6 to 7 hours
Free Cancellation
5.0
(4)
from
$129
Price varies by group size
All of Transnistria in one trip! Delve into Soviet-era history on this tour to Transnistria from Chisinau. Explore the hotly contested Republic of Transnistria, or Pridnestrovie. We will visit all the main attractions in Transnistria. After this tour, you will definitely know everything about the Soviet Era period in Moldova! We invite you to discover Transnistria, the place where the old USSR is still alive and flourishing. It is a breakaway territory within the internationally recognized borders of Moldova. The country’s national coat of arms still includes the traditional hammer and sickle, and the lenin is revered today. The guide will show you around Transnistria on an unforgettable tour full of beautiful vistas, forgotten Soviet-era monuments, and real travel through time.
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Transnistria Back in the USSR Tour
7 to 8 hours
Free Cancellation
5.0
(49)
from
$116
Price varies by group size
Transnistria Tour & Cricova Cellar with Wine Tasting Come with us to discover one of Europe’s most unexplored corners — Moldova! This unique tour offers a fascinating mix of culture, history, nature, and pleasure, taking you to some of the most intriguing places in the region. ⭐ Why join us? Explore Europe’s least-visited country and step into Transnistria — a self-declared republic that ‘doesn’t exist’ on the map, a living Soviet relic still flying the hammer and sickle. Travel safely with an experienced local guide. Visit both Bender and Tiraspol, the main cities of Transnistria. Admire striking Soviet architecture. After the Transnistria experience, we return to Moldova for an unforgettable afternoon underground: Cricova Winery (or optionally, the world-record-holding Milestii Mici) Discover the legendary underground wine city of Cricova, with over 120 km of tunnels. Wander its wide avenues lined with barrels, visit tasting rooms, and enjoy a guided wine tasting.
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Transnistria tour & Cricova Cellar with tasting
8 to 9 hours
Free Cancellation
5.0
(4)
from
$220
Price varies by group size
For those who are pressed for time, this Chișinău city tour and winery visit is a great way to see a lot without taking up to much time. Join a small group and explore the highlights of the Moldovan capital to learn about the country’s history. Then, visit the Cricova Winery to learn about Moldova’s winemaking history and enjoy a tasting.
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Chisinau City Tour - Cricova Winery
6 hours
Free Cancellation
5.0
(3)
from
$174
Price varies by group size
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.
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The Castle Mimi Wine Private Tour with Tasting
4 hours 15 minutes
Free Cancellation
4.8
(8)
from
$110
Price varies by group size
Get to know the highlights of Gagauzian in just one day with this tour that conveniently departs from Chisinau. Join for an experience that includes visits to historic sites, winery tours with wine tastings, a traditional lunch, transportation, and guide services. Explore the Gagauzian culture from Chisinau city to Manucy Bei Mansion, Hinceti city, Comrat City, Besh alma village, and Dolai village.
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Tour: Discover Gagauzia and the Manuc Bey Mansion
6 to 7 hours
Free Cancellation
5.0
(1)
from
$229
Price varies by group size
The trip will take us to one of the most picturesque regions of the Codrii reservation, 40 km from Chișinău, where one of the oldest monasteries in Moldova is located – Căpriana (founded in 1429). Next, we will visit the place where the secrets of beekeepers are revealed – the Honey Mansion in Micleuseni village. A small kingdom of bees and a place that entices lovers of sweets. The hosts will offer a tour about honey production and a tasting of 3 types of natural honey. Next will do an excursion and wine tasting at Crama Mircești Winery. Located on one of the highest hills in Moldova, this vineyard is literally above all the others in our country.
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Tour of Capriana Monastery, Honey Mansion & Crama Mircești Winery
8 hours 30 minutes
Free Cancellation
5.0
(2)
from
$185
Price varies by group size
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.
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Return to the USSR - Excursion in Transnistria
7 hours
Free Cancellation
4.9
(43)
from
$124
Price varies by group size
A tour to Moldova offers travelers a unique experience, combining rich cultural heritage, scenic landscapes, and a taste of history. Over six unforgettable days, you will be transported into a fascinating world filled with ancient rock monasteries and serene landscapes adorned with neatly arranged vineyards. Moldova is well-known for its exceptional wine production, and on this tour, you'll visit famous “wine cities” like Cricova and Milestii Mici, where you can explore vast underground wine cellars and sample world-class wines. You'll also have the opportunity to immerse yourself in the unique Gagauz Turkish culture, experiencing a fascinating blend of traditions and customs from this ethnic minority. The tour further enriches the experience with a visit to Transnistria, a breakaway region that still carries traces of Soviet influence. This tour is perfect for those seeking an off-the-beaten-path adventure, offering a mix of history, culture, nature, and gastronomy.
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6 Days in Moldova & Transnistria in Europe’s Forgotten Corners
5 days 16 hours
Free Cancellation
5.0
(128
Operators
)
from
$2,149
Per group
Unlike rigid group excursions, this tour is flexible and unhurried, allowing you to enjoy each stop at your own pace. It’s designed for small groups, so you’ll have a more intimate experience with plenty of time to ask questions, take photos, and fully immerse yourself in the atmosphere. A highlight of the day is a delicious lunch at the seaside Chernomorka restaurant, included in the tour — a perfect moment to taste Odessa’s flavors while enjoying views of the Black Sea. With no strict schedule and a friendly guide, you’ll feel more like a guest than a tourist.
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From Chisinau to Odesa: Seafood Lunch by the Black Sea included!
10 to 12 hours
Free Cancellation
5.0
(2)
from
$472
Medieval History Tour in Moldova: Old Orhei & Curchi Monastery Discover the timeless beauty of Moldova on this unforgettable journey through history and tradition. Begin your morning at the gem of Moldova, the stunning Curchi Monastery — one of the country's most beautiful monasteries. Continue to Moldova’s most iconic destination, Old Orhei (Orheiul Vechi), perched dramatically on limestone cliffs above the Răut River valley. Step back in time as you explore centuries of history and immerse yourself in authentic village life in Trebujeni and Butuceni, where warm hospitality and homemade Moldovan cuisine await. Time for a local lunch ( optional) Enjoy the tour with our expert local guide, who will bring the stories, legends, and hidden corners of Old Orhei to life. Let us show you the true heart of Moldova — rich in history, culture, and unforgettable landscapes.
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Medieval History Tour in Moldova: Old Orhei & Curchi Monastery
5 to 6 hours
Free Cancellation
5.0
(3)
from
$100
Price varies by group size
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.
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Full-Day Hiking Trip to Tipova Cave Monastery and Lalova Village
8 hours
Free Cancellation
5.0
(8)
from
$120
Price varies by group size
Discover the perfect balance between spiritual heritage and refined wine culture on your tour to Căpriana Monastery and Château Cojușna Winery. Begin your journey at one of Moldova’s most important monasteries, surrounded by peaceful forests and centuries of history. Explore the monastery, which includes the Churches of Virgin's Assumption (1545), Saint Nicholas (1840), and Saint George (1907), as well as the abbot's house, the refectory, and cells. The most ancient is the Virgin's Assumption Church, founded by Petru Rares. Continue the day with visiting Chateau Cojusna Winery - an elegant winery where tradition meets modern winemaking. Enjoy a wine tour and a wine tasting program, which includes a tasting of 4 high-quality wines and appetizers. Enjoy guided visits in Moldova, beautiful landscapes, and a curated wine tasting experience that highlights the flavors of the Codru region.
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Discover Căpriana Monastery & Château Cojușna Wine Tour
5 hours
Free Cancellation
5.0
(256
Operators
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from
$135
Price varies by group size
Explore the fascinating blend of history and culture in Bender and Tiraspol on this comprehensive full-day guided tour from Chișinău. Discover the impressive Bender Fortress, stroll through bustling local markets, and admire Soviet-era monuments while gaining insights from an experienced local guide about the region's unique past. This tour includes transportation, entrance tickets, and a complete sightseeing itinerary, ensuring a structured yet engaging experience. Perfect for history buffs and curious travelers alike, this tour offers a deep dive into the stories that shape Moldova today. – Citizens of Ukraine must book at least 2 weeks in advance, so we can arrange the required entry permit for Transnistria. – Important: International cards (Visa, Mastercard) do not work in the region. You must carry cash in USD or EUR, with bills in good condition, so they can be exchanged for local currency without problems. – Please make sure to have your passport with you for border control.
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Back to the USSR: Tiraspol & Bender Tour
11 hours
Free Cancellation
from
$160
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