If you’re considering a day trip from Chisinau that offers a mix of cultural exploration, history, and, of course, wine, the Transniestria Tour & Milestii Mici Winery might be just what you’re looking for. The tour promises an intimate experience with a maximum of six travelers, making it easier to connect, ask questions, and really soak in everything the region has to offer. From the vast underground tunnels filled with wine to the distinctive atmosphere in Transnistria’s city streets, this tour has a lot to offer.
What really catches our eye are the knowledgeable guides and the quality of the wine tasting—both aspects that make or break a wine-and-culture day trip in our book. Plus, the fact that it’s rated a perfect 5.0 based on eleven reviews suggests a consistency in delivering a worthwhile experience. One thing to keep in mind is the tour’s price of around $240 per person, which may seem steep for some, but when you consider the included entrance tickets, guided service, and tastings, it starts to look like a pretty fair deal.
That said, it’s not for everyone—especially if you’re not comfortable with a full day outside the city or if you’re looking for a more relaxed, less structured experience. But for those who enjoy discovering lesser-known places, trying local wines, and exploring a city with a Soviet vibe, this tour could be a real highlight. Let’s unpack what makes this trip appealing (and what might be less so) for the curious traveler.
- Key Points
- Exploring the Underground Wonder of Milestii Mici
- A Peek Into Transnistria: Tiraspol and Bendery
- What to Expect: The Practical Side
- The Real Value of the Tour
- Who Would Love This Tour?
- The Sum Up
- Transdniestria Tour & Milestii Mici Winery
- FAQ
- More Wine Tours in Chisinau
- More Tours in Chisinau
- More Tour Reviews in Chisinau
Key Points

- Small-group setting enhances personal interaction and flexibility in the itinerary.
- Underground Milestii Mici Winery is the world’s largest underground wine cellar, offering a uniquely cool atmosphere and impressive collection.
- Transnistria’s Tiraspol and Bendery provide a glimpse into a region almost frozen in time, with beautiful architecture and friendly locals.
- Wine tastings include three different types, providing a solid sample of local flavors.
- Cultural and historical insights from guides make the experience richer than just sightseeing.
- Price point includes all transfers, entrance fees, and tastings, making it easier to budget without hidden costs.
Exploring the Underground Wonder of Milestii Mici

The highlight of this tour is undoubtedly Milestii Mici Winery. Known as the biggest underground winery in the world, its tunnels stretch for over 200 kilometers, though only a small portion is open to visitors. Expect to walk through vast, cool corridors lined with countless wine bottles aging in silence—the perfect setting for wine lovers or anyone curious about Moldova’s vinicultural traditions.
Visitors rave about the experience, with one reviewer noting that the underground waterfall adds a charming, almost magical touch to the visit. The winery’s collection is impressive, and the tasting includes three different kinds of wine, giving you a taste of Moldova’s diverse wine-making styles. The guides here are usually friendly and knowledgeable, helping you understand what makes each variety special.
You might find that the tours give you a deeper appreciation for Moldova’s wine heritage, especially as you stroll past the underground tunnels—an experience that feels both grand and intimate. The underground setting also keeps the temperature constant, making the tasting comfortable regardless of the season.
Planning more time in Chisinau? We've covered other experiences worth considering.
A Peek Into Transnistria: Tiraspol and Bendery
After the winery visit, the tour continues eastward into Transnistria, an unrecognized but relatively peaceful territory on Moldova’s border. The city of Tiraspol is surprisingly modern with a colorful mix of Soviet-era architecture and lively streets. It’s a place that often surprises visitors with its hospitality and relaxed vibe.
Traveling around Tiraspol offers a chance to see a city that’s been shaped by history—its buildings, public spaces, and monuments all tell stories of a different era. The city streets feel cozy, and the friendly locals tend to be welcoming, especially if you’re interested in trying some local food (though that’s at your own expense).
Bendery, known for its fortress and well-preserved quarter from the late 19th and early 20th centuries, is another charming stop. The city’s blend of history and modernity makes it a fascinating place to wander. The fortress is often highlighted as a picturesque highlight, and reviewers mention how the city’s architecture and atmosphere make it feel like stepping back in time just a little.
Travelers often comment on the ease of exploring these areas with guides, who provide context and insight that enrich the experience. The city’s slow pace and friendly vibe provide a nice contrast to the lively, bustling wineries.
What to Expect: The Practical Side

The entire tour lasts about 7 hours, which is quite manageable for a day trip. Transportation is included, and with a maximum group size of six, it feels more like a tailored adventure than a crowded bus tour. You’ll start with a pickup from your accommodation or designated spot in Chisinau.
The tour’s cost of about $240 includes guide services, all transfers, entrance tickets, and the wine tasting—a package that offers good value, especially considering the exclusive access to the underground winery. Keep in mind, lunch isn’t included, so you might want to bring some snacks or plan to eat in one of the local spots in Tiraspol or Bendery.
Most travelers report that the guides are friendly, personable, and knowledgeable. The small group format means you can ask plenty of questions and get personalized insights, which adds a lot to the experience. Be aware that the tour operates year-round, but it does require good weather—if the weather turns poor, the tour might be canceled or rescheduled.
The Real Value of the Tour

When evaluating the $239.42 price, it’s important to consider what’s included. All entrance fees are covered, as are transfers, which removes the hassle of navigating unfamiliar areas. The guided service ensures you’re not just wandering aimlessly; instead, you get meaningful commentary about Moldova’s wine industry and the region’s history.
The reviews confirm the tour’s value—people praise the friendly guides and the quality of the wine tastings. One reviewer highlighted that the tour was a “very interesting day out,” emphasizing the combination of tasting and cultural discovery. It’s also clear that the small group size creates a more personal and relaxed atmosphere, which many travelers appreciate.
Who Would Love This Tour?

This experience is ideal for wine enthusiasts eager to see the world’s largest underground cellar and taste local wines. It’s also well-suited for history buffs or anyone interested in exploring a lesser-known region with a distinct character. Since the tour covers both Moldova’s wine heritage and the unique atmosphere of Transnistria, it appeals to travelers looking for a mix of leisure and cultural discovery.
Those comfortable with a full day of sightseeing and open to new experiences will get the most out of this trip. If you’re someone who prefers off-the-beaten-path destinations and enjoys guided tours with small groups, this could be a standout addition to your Moldova itinerary.
The Sum Up

The Transniestria Tour & Milestii Mici Winery offers a well-rounded, engaging day out that combines Moldova’s renowned wine culture with a peek into a region that feels like stepping into a different era. The small-group setup, knowledgeable guides, and the chance to visit the world’s largest underground winery make it especially appealing for curious, adventurous travelers.
While the price might seem high at first glance, consider what’s included—transfers, entrance fees, tastings, and personalized service. It’s a great way to explore without the hassle of planning each detail yourself. If you’re interested in wine, history, or simply want to see a part of Moldova that’s off the typical tourist map, this tour is likely to leave you with interesting stories and a full glass of excellent local wine.
However, if you’re not keen on long days or outdoor travel in uncertain weather, or if you’re on a tight budget, you might want to explore other options. But for those who enjoy discovering new regions with a good guide and indulging in local flavors, this experience is worth considering.
Transdniestria Tour & Milestii Mici Winery
“The guide and driver were excellent very friendly and knowledgeable”
FAQ

Is this tour suitable for all travelers?
Most travelers can participate, especially those comfortable with a full day of sightseeing. The small group size makes it flexible and personally engaging.
Does the tour include food?
No, lunch is not included. You’ll be sampling wine, but for food, you’ll need to buy your own in Tiraspol or Bendery if desired.
How long does the tour last?
The whole experience takes about 7 hours, including transit time, wine tasting, and sightseeing.
What’s the cost?
It’s approximately $239.42 per person, which covers guide services, transfers, entrance tickets, and tastings.
What’s special about Milestii Mici?
It’s the largest underground winery in the world, with tunnels stretching over 200 km, offering a unique setting for wine tasting and exploration.
Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours in advance, allowing flexibility if your schedule shifts.
If you’re looking to see a different side of Moldova—one full of history, good wine, and friendly faces—this tour is a great pick. Just ready yourself for a full day and a fair amount of walking, and you’ll come away with some memorable experiences and perhaps a new appreciation for Moldova’s wine craftsmanship.


