Chisinau, the capital of Moldova, might not be on everyone’s radar, but it’s a city that packs plenty of charm and surprises. Because of its mix of Soviet architecture, lush parks, and lively markets, a good city tour can turn a first visit into a memorable experience. What’s especially nice about Chisinau is that many tours focus on exploring at a relaxed pace—perfect for getting an authentic feel of the city’s character. We’re particularly fond of the Best of Chisinau City Tour — it’s a private walk that takes you through the core sights without feeling rushed, and it covers everything from Stefan cel Mare to the Military Museum. For an offbeat experience, the Back in the USSR trip to Tiraspol and Bender offers a glimpse into Moldova’s Soviet leftovers that still feel remarkably alive today.
If you prefer a guided walk that’s short and sweet, the Chisinau: Discover City Highlights with a Walking Tour offers a good introduction, especially for first-timers. And for those interested in combining city sights with wine tasting, the Chisinau: City Tour and Cojusna Winery with Tasting makes for a perfect half-day adventure. Whatever your style, these tours provide practical, engaging ways to explore Moldova’s intriguing capital. For more details, you can explore each experience below.
- 1. Best of Chisinau City Tour
- 2. Back in the USSR – Tiraspol & Bender City
- 3. Chisinau: Discover City Highlights with a Walking Tour
- 4. Chisinau: City Highlights Walking Tour with Local Guide
- 5. Chisinau: Walking City Tour
- 6. Chisinau: City Tour and Cojusna Winery with Tasting
- How to Choose the Right Tour
- Final Thoughts
1. Best of Chisinau City Tour

At number 1 on our list, the Best of Chisinau City Tour stands out for its personalized approach. This private walking experience offers a flexible, stress-free way to see the city’s most notable sights, making it ideal for first-timers or anyone who prefers a tailored experience. Covering Stefan cel Mare Park, the Cathedral Park, and the Orthodox Cathedral of the Transfiguration of the Saviour, the tour dives into the city’s history, architecture, and culture with a knowledgeable guide.
What makes this tour special is the combination of cultural highlights and local flavor. You’ll visit Piata Centrala, the bustling central market, and step into the Military Museum to travel back in time. The tour includes hotel pickup and drop-off, which adds convenience, especially if you’re unfamiliar with public transport. Reviews consistently praise the guides’ enthusiasm and depth of knowledge, with one reviewer mentioning how their guide brought the city to life during a 3-hour walk. It’s a great choice for travelers wanting an in-depth, private experience that hits all the main spots without feeling hurried.
Bottom Line: This private tour offers a personal, flexible way to understand Chisinau’s character in just a few hours—perfect for those who want depth and comfort.
2. Back in the USSR – Tiraspol & Bender City

Taking you well outside Chisinau, the Back in the USSR tour explores Moldova’s breakaway territory of Transnistria — a place where Soviet relics are still proudly displayed. This 7-8 hour excursion includes visits to Tiraspol, the capital of Transnistria, and Bender, known for its fortress and historical battles involving Charles XII of Sweden. The tour kicks off with a hotel pickup and a scenic van ride that sets the tone for a day immersed in Cold War nostalgia.
In Tiraspol, you’ll see the V. Lenin monument, the House of Soviets, and the Afghanistan War Memorial. Bender’s fortress is a highlight, offering insights into Moldova’s turbulent past. The guide, Oleg, is often praised for his friendly approach and extensive knowledge, making this trip both educational and engaging. Reviewers note the tour as “fascinating” and “a unique experience not to be missed,” especially for those interested in Soviet history or Moldova’s geopolitical peculiarity. Keep in mind, this tour involves a longer day on the road but rewards visitors with a glimpse of a different side of Moldova.
Bottom Line: For history buffs and adventurous travelers, this tour is a deep dive into Moldova’s Soviet-era remains and regional conflicts, providing unforgettable photo opportunities and stories.
3. Chisinau: Discover City Highlights with a Walking Tour

If you want a quick yet thorough introduction to Chisinau, the Discover City Highlights walking tour is an excellent choice. Lasting about 3 hours, this private tour guides you through the city’s core, including the Romanita, the central parks, and the main landmarks. It’s perfect for travelers with limited time or those who prefer walking to buses, as the guide also takes a short trolleybus ride to add local flavor.
This tour is praised for its smooth organization and the guide’s tailored approach. The guide, Marcel, is known for sharing interesting stories and legends, giving the tour a personal touch. One reviewer mentions how the tour covered areas that would be difficult to reach alone, making it a real value for first-time visitors. It’s a solid option for those who want a quick but engaging overview, especially if you’re staying nearby or want to get your bearings.
Bottom Line: A well-paced, private introduction to Chisinau, ideal for newcomers who want to see the highlights without a long commitment.
4. Chisinau: City Highlights Walking Tour with Local Guide

For travelers who want a short, engaging walk with a local touch, this 2-hour tour is hard to beat. Led by a knowledgeable guide, the tour covers the main landmarks and shares local stories and legends that bring the city’s history to life. Ekaterina, the guide, is highly recommended for her enthusiasm and deep understanding of Chisinau’s sights.
This tour is particularly suited for travelers with tight schedules or those who prefer a casual stroll. It’s ideal for getting a quick sense of the city’s character, architecture, and stories—perfect for a lunchtime break or a layover exploration. The short duration ensures you don’t get too tired, but enough to spark curiosity for further exploration.
Bottom Line: A lively, personable introduction to Chisinau’s key spots, best suited for travelers who want a quick taste of the city’s charm and stories.
5. Chisinau: Walking City Tour

This 2.5-hour tour offers a concentrated look at Chisinau’s historic center. It’s a straightforward walk through the city’s architecture, from neoclassical buildings to Soviet-style structures, with a focus on exploring the streets and learning about the personalities that shaped the city. The tour begins at Cathedral Park, diving into local stories and exploring sites that reveal Chisinau’s layered past.
While the reviews are limited, one highlights the tour as a good way to experience local architecture and stories in a short time. It’s perfect for travelers who want to concentrate on the city’s core without venturing too far afield. The tour’s focused approach makes it suitable for people with limited time or those who enjoy walking and storytelling.
Bottom Line: A concise, informative walk through Chisinau’s historic downtown, ideal for those who want a quick but meaningful city overview.
6. Chisinau: City Tour and Cojusna Winery with Tasting

What better way to experience Moldova than combining a tour of Chisinau’s main sights with a visit to a local winery? This 5-hour tour includes a guided walk around the city—covering the Triumphal Arch, Stefan cel Mare Park, and the Nativity Cathedral—followed by a visit to the Chateau Cojusna winery, where you can enjoy a tasting of local wines.
The winery visit is a highlight, as you’ll explore the cellars, see the wine production process, and sample some of Moldova’s renowned wines. The guide is praised for their friendly approach and deep knowledge of both the city and wine production. This tour offers excellent value, especially for wine lovers who want a taste of Moldova’s viticulture along with city sights. It’s perfect for those with a half-day available who want a well-rounded experience.
Bottom Line: Combining city sights with wine, this tour suits travelers who want a relaxed, flavorful way to learn about Moldova’s culture and history.
How to Choose the Right Tour
When selecting a city tour in Chisinau, consider your budget, interests, and available time. For a personalized experience, the Best of Chisinau City Tour offers flexibility and deep insight. If you’re keen on history and Soviet relics, the Back in the USSR trip provides a fascinating look at Moldova’s eastern region and Cold War artifacts. For those short on time but eager to see the highlights, the Discover City Highlights or City Highlights Walking Tour are excellent options. And if wine tasting appeals, the City Tour and Cojusna Winery combines sightseeing with Moldova’s world-famous wines.
Booking early is recommended, especially during peak travel seasons. Also, check the tour availability—some, like the Back in the USSR, may have specific starting times and duration considerations. Think about your interests, fitness level, and how much of the city you want to see to make the best choice.
Final Thoughts
Chisinau offers a surprising variety of tours that cater to different interests. From private explorations of the city’s main sights to adventurous trips into Transnistria, there’s something for every type of traveler. For those interested in history, the Soviet relics and regional conflicts are fascinating. For culture lovers, the combination of architecture, markets, and wine tasting provides a well-rounded experience. And for travelers with limited time, quick but meaningful guided walks ensure you won’t miss the essentials.
Whether you choose a private tour or a group experience, these options give you a practical way to see Moldova’s capital through authentic eyes. Be sure to book early, plan based on your interests, and enjoy this lesser-known but compelling city in Eastern Europe.
