Top Chisinau Day Trips

Soviet Era Tour of Transnistria from Chisinau Moldova

(193)

Free Cancellation
7 to 8 hours

from $116

Best of Moldova: Cricova Winery & Old Orhei Tour including Curchi Monastery

Likely to Sell Out

4.9

(180)

Free Cancellation
8 hours

from $165

Visit one of the oldest wineries in Moldova and discover rthe ich cultural heritage on this full-day tour. Discover Old Orhei Archeological Complex and Manastirea Curchi (Curchi Monastery) on a full-day small-group tour from Chisinau. Combining the two Orthodox sites offers a fascinating look at Moldova’s tradition of religious art and architecture. Then, head to the extensive Cricova wine caves, where you can opt to join a tour and wine tasting (additional fee).

1 Day: Old Orhei, Curchi monastery and Cricova Winery (optional)

(16)

Free Cancellation
7 to 8 hours

from $116

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

Free Cancellation
7 hours

from $76

Dear travellers to Moldova! I would like to greet you warmly in my home country and introduce you to our little country. On the map of Eastern Europe, Moldova is still an unexplored country. On our one-day tour, we visit a place that can surprise Moldova – state within Moldova – tiny Transnistria, which is not found on the world map. We show and tell you about people's everyday lives, our culture and values, typical Moldovan delicacies. Lunch is served at the inn in the Bulgarian village at the locals'. On the tour we visit the fortress of Bendery, on the city walk we learn about the historical events that had shaped this region. We look at the Soviet monuments, Lenin and Suvorov monuments, the majestic building and memorial sites.

One day tour in Transnistria

(183)

Free Cancellation
7 to 8 hours

from $141

Special Offer

4.8

(51)

Transnistria Tour from Chisinau Explore Soviet Time Capsule

Free Cancellation
7 to 8 hours

from

$137

$140

Old Orhei and Butuceni breakfast+sunset

(2)

Free Cancellation
8 hours

from $112

Step back in time to the Soviet era on this action-packed private tour. Discover the history of the Soviet Union at Transnistria, with preserved Soviet monuments, equipment and historically important places. Visit the Bender Fortress dating back to 1538, the Tighina Military Cemetery, and discover local life at the Green Market Center at Tiraspol. See the Suvorov Monument, Tank Monument and the impressive Palacio Presidential.

Tiraspol and Bender Back in the USSR Tour

(140)

Free Cancellation
6 hours

from $110

Dear Guest, This tour perfectly combines Moldova’s rich medieval history with its world-famous wine culture in one unforgettable day. Begin your journey with a comfortable pickup from your location in Chișinău and travel to Cricova Wine Cellars, one of the largest underground wine cities in the world. Explore the impressive tunnels, learn about Moldova’s winemaking traditions, and enjoy a guided wine tasting in an elegant setting. After the tasting, continue to Old Orhei, the most picturesque and historically significant place in Moldova. Visit the Old Orhei Archaeological Complex and the Medieval Town Museum, where ancient civilizations, dramatic limestone cliffs, and traditional rural life come together. The experience concludes with time for lunch in Butuceni (lunch is optional and paid separately). This tour is unique for its perfect balance of culture, history, nature, spirituality, and wine, all guided by local experts who bring Moldova’s stories to life.

Tour to Old Orhei &Cave Monastery &Cricova cellar tour

(16)

Free Cancellation
7 to 8 hours

from $145

Discover Gagauzia and Manuc Bei Mansion

4.8

(22)

Free Cancellation
8 hours 15 minutes

from $130

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.

Full-Day Hiking Trip to Tipova Cave Monastery and Lalova Village

(6)

Free Cancellation
8 hours

from $120

Dear travelers, Experience the best of Moldova with our carefully curated tour, starting in the vibrant capital, Chisinau. Morning: Explore Chisinau Begin your journey with a walking city tour of Chisinau, led by our knowledgeable guide. Enjoy a stress-free exploration as we visit the city's most iconic sights and monuments, unveiling its rich history, culture, and charm. Afternoon: Milestii Mici Underground Winery After exploring the city, we’ll travel comfortably by car to the Milestii Mici Winery, home to the largest underground wine cellar in the world. Here, immerse yourself in the fascinating world of Moldovan wine with a guided winery excursion through the vast tunnels lined with premium vintages with wine-tasting Enjoy this unforgettable cultural, history, and flavor journey with our dedicated team.

Milesti Mici Winery &City tour Chisinau

(3)

Free Cancellation
4 to 5 hours

from $139

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.

Half-Day Private Guided Tour of Orheiul Vechi and a Farmhouse

(24)

Free Cancellation
5 hours

from $87

9 May Tiraspol Victory Day and Sherpen Bridgehead

Free Cancellation
9 hours

from $141

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.

Travel to Pridnestrovie with Anton Dendemarchenko - day tour

4.9

(195)

Free Cancellation
5 to 9 hours

from $116

Embark on a captivating 6-hour journey through time to Transnistria and Bender Fortresses from Moldova. Get ready for an unforgettable experience as you explore the fascinating cities of Bender, Tiraspol, and Odessa. Marvel at the impressive Soviet architecture, the Suvorov Monument, and Bender Fortress. This delightful tour of Odessa kicks off with a leisurely stroll around Theatre Square. Don't miss the chance to view the beauty of its renowned Opera and Ballet Theater.

1 Day Moldova: Tour To Transnistria, Bender Fortresses

4.9

(10)

Free Cancellation
7 hours

from $130

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.

Tiraspol - Back in USSR soviet experience

Free Cancellation
6 to 8 hours

from $150

114

Chisinau Sighteeing Tour with Wine tasting Milesti Mici

Free Cancellation
4 to 5 hours

from $140

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.

Tour of Capriana Monastery, Honey Mansion & Crama Mircești Winery

(2)

Free Cancellation
8 hours 30 minutes

from $185

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.

Authentic Moldova - Excursion to Orhei Vechi

(20)

Free Cancellation
5 to 7 hours

from $134

Transnistria - country within another country

(3)

Free Cancellation
7 hours

from $153

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.

Accessible and Interesting Tour in Transnistria

(2)

Free Cancellation
7 to 9 hours

from $128

Special Offer

IMPORTANT: The tour starts in Chisinau, Moldova. Odesa captivates with its rich history, stunning architecture, and coastal charm. This engaging tour takes you through the historic center, showcasing the grandeur of 19th-century buildings and vibrant Deribasovskaya Street, where local culture thrives. Discover the architectural beauty shaped by Italian, French, and Russian influences as you stroll through Taras Shevchenko Park, filled with monuments and scenic views of the Black Sea. The tour concludes by the seaside, allowing time to unwind with a coffee or tea while soaking in the tranquil beach atmosphere. - Explore Odesa's historic center, including the iconic Opera House area - Stroll lively Deribasovskaya Street and immerse in local culture - Enjoy the serene beauty of Taras Shevchenko Park with panoramic views - Relax by the seaside with a coffee or tea, embracing Odesa's coastal vibe

Chisinau Odesa City History and Culture Tour

Free Cancellation
12 to 14 hours

from

$188

$235

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.

From Chisinau to Odesa: Seafood Lunch by the Black Sea included!

Free Cancellation
10 to 12 hours

from $469

1 2 3

What are people saying about Chisinau

Discover Gagauzia and Manuc Bei Mansion

Lauren_H, Mar 2026

Fun day with new friends

Had a really amazing day exploring a region I knew very little about. Ecaterina, the guide was an absolute joy to hang out with all day. Even though I had just met them, it felt like I was hanging out with friends all day long. They did a great job of making everyone comfortable and having a really lovely time especially since we spent 11 hours together or so. The tour itself was very informative, and she had deep knowledge of the area. Well, worth the cost.

Soviet Era Tour of Transnistria from Chisinau Moldova

Lennard_K, Feb 2026

Unique experience with a great guide

If you are hesitating to book a this tour, don’t! It was a rare opportunity and a unique insight into the local culture. Our guide, Natalia, was extremely knowledgable and very considered. She took great care to give us the best experience, taking into consideration our personal interests. Would absolutely recommend this tour woth Natalia as your guide, we had a lovely day!

One day tour in Transnistria

Lisa_B, Jan 2026

A truly memorable day!

A day that will stay with me! Diana was friendly and engaging throughout. It was like driving around with a friend for the day. Making it a unique experience for us as we got to explore the local market and shops to understand daily life for the people in Transnistria. Learning the Soviet history past and present as we visited the main points of interest in this 1970s time capsule. The views from atop Bender fortress in what was a winter tundra on our day trip, were incredible. Diana was so patient and kind with taking photos and our questions despite it being -12c! The real highlight was of course dining on the local cuisine with the family and being made to feel so welcome … and well fed! The homemade wine and cognac definitely helped fight off the freezing weather! Would definitely recommend this trip to others. Was worth every penny.

Tiraspol and Bender Back in the USSR Tour

Andrzej_W, Oct 2025

We felt very safe and...

We felt very safe and comfortable. The experience is unique and you can feel a little bit like in USRR country but generally the territory look very clean and somehow modern. The guide Natalia added knowledge and her perspective and it was worthy a lot. Fully recommend.

Travel to Pridnestrovie with Anton Dendemarchenko - day tour

Brigid_F, Oct 2025

The Best Way to Experience Pridnestrovie!

This is the only tour you need to book in PMR! Anton is a fantastic guide and tailors each ‘tour’ (more of a day spent with a local than a traditional tour) to what guests are most interested in learning and experiencing in PMR. We hugely appreciated the conversations we had with Anton throughout the day as he showed us both the main sites and hidden gems. Anton also facilitated/translated for us to have discussions with locals on their feelings about Pridnestrovie’s independence and lack of recognition, Soviet history, and current geopolitics. We learned so much. It’s one thing to read about a place and another thing to experience it and hear from locals firsthand. A few other quick things: •Anton’s English is great. •If you book the option to be picked up outside PMR rather than driving yourself, you’ll likely be picked up by Dima (he’s great too, but doesn’t speak much English). •We were two female travelers and felt completely safe the entire time. •We had a great lunch at Back in the USSR (would recommend), but Anton can suggest other places based on your preferences. We had a great day with Anton and would definitely book again if we come back!

Milestii Mici Underground Winery Tour INCLUDING Wine tasting

Sandra_K, Oct 2025

A Day in the Wine Tunnels

Fascinating tunnel travel with explanations of the various wine collections. Not your standard wine tour of “how we make it”. Lovely wine tasting of three wines with nice snacks and Moldavian music. Nathalie a lovely articulate guide. Recommend this tour to others!

Best of Moldova: Cricova Winery & Old Orhei Tour including Curchi Monastery

Clara_R, Sep 2025

Loved the tour

Loved the tour, Slava was a great guide, always ready with information, very communicative and we had a great time. We did change the winery to Milestii Mici since it is a World Guinness and it was perfect. The tour agency was always a whatsapp away with fast answers and resolutions. I would definitely recommend this tour, guide and agency.

Transnistria Tour from Chisinau Explore Soviet Time Capsule

Daniel_W, Jun 2025

Soviet time capsule

Natalia is an amazing guide and just a wonderful person. She really helped me out when I got to town and showed us some off the best places. Our tour absolutely exceeded my expectations, Transnistria is a special Soviet time capsule and unlike any place I have ever visited. I would strongly recommend this tour.