
The landmarks in every guidebook — and the tours that tell you what guidebooks don't.
Chisinau was first documented in 1436 and spent most of its history shifting between Moldovan princes, Ottoman suzerains, and the Russian Empire before becoming a Soviet capital in 1940. The city was almost completely destroyed in World War II under Nazi occupation and Soviet bombing, which is why the centre is largely post-war Soviet construction, wide boulevards, pastel-painted apartment blocks, and parks that were laid out with a grandness the current population cannot quite fill. The Italian-Swiss-Russian architect Alexander Bernardazzi designed several of the city's finest surviving 19th-century buildings including the City Hall on the central square.
What makes Chisinau worth attention in 2025 is what is happening to it, not what already happened.
Young Moldovans who might once have left for Bucharest or Berlin are staying, opening wine bars, record shops, and galleries in the Soviet-era apartments around Stefan cel Mare Boulevard. Moldova is one of Europe's great wine regions, with a winemaking tradition going back at least 3,000 years and a wine festival every October in Chisinau that fills the city with the kind of exuberance that suggests a country finally betting on itself. The Cricova wine cellar outside the city, with 120 kilometres of underground tunnels, is a plausible candidate for the strangest wine experience in the world.

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4.8 across the App Store and Google Play. Here's a few we keep coming back to.
This tour was such a great way to see the city. The stories were interesting without feeling too scripted, and I loved being able to explore at my own pace.
This was a solid way to get to know Brighton without feeling like a tourist. The narration had depth and context, but didn't overdo it.
Started this tour with a croissant in one hand and zero expectations. The app just vibes with you, no pressure, just you, your headphones, and some cool stories.