Arrive in Chișinău and settle into your downtown accommodation, then start exploring with a leisurely walk through Ștefan cel Mare Park to see the statue of Stephen the Great and the nearby Nativity Cathedral. Pop into the small but charming City Museum of Chișinău or the nearby National Art Museum for a quick introduction to Moldovan history and art before a coffee and pastry at Tucano Coffee or a local bakery on Pushkin Street.
After lunch, continue into the historic heart: stroll along the wide Alexander Pushkin and Stefan cel Mare boulevards to admire Soviet-era architecture and the elegant neoclassical buildings around Cathedral Park. Visit the Triumphal Arch, then duck into the charming Antiques Market near the Central Market for unique souvenirs and vintage finds, and if time allows stop at the Alley of Classics and the Parliament building for photos.
As daylight fades, enjoy an early dinner at a traditional Moldovan restaurant such as La Placinte or Carpe Diem to sample sarmale, mămăligă and local wines. Finish the night with a relaxed drink at a cozy wine bar like Vinarte or Libraria pentru Tine, where you can taste regional labels and reflect on the day's discoveries while planning tomorrow's winery excursion.
Start the day with a cultural deep dive in central Chișinău: visit the National Museum of History of Moldova to build on yesterday’s introduction, then cross to the nearby National Art Museum to admire Moldovan and Romanian canvases. Pause for a late-morning coffee and local pastry at Tucano Coffee or La Placinte before boarding a pre-booked car toward the Codru or Mileștii Mici wine regions (about 30-45 minutes).
Arrive at your chosen winery—Mileștii Mici for its legendary underground cellars or a family-run estate in Codru for intimate tastings—and take a guided cellar tour to learn about Moldovan winemaking, followed by a tasting of Fetească Albă, Fetească Neagră and regional blends paired with local cheese and cured meats. On the return to Chișinău, stop at the vibrant Central Market to browse seasonal produce, traditional preserves and small handicraft stalls for last-minute gifts and edible souvenirs.
Back in the city, savor a relaxed dinner at a restaurant showcasing contemporary Moldovan cuisine such as Gastrobar 12 or Vatra to complement the day’s wines, then wind down at a cozy wine bar like Vinarte or Libraria pentru Tine for a nightcap and a chance to compare tasting notes from the cellar visit. If you’re up for a short stroll afterward, revisit Ștefan cel Mare Park to enjoy the illuminated boulevard and reflect on the weekend’s highlights before turning in.
Wake gently with a final walk through Ștefan cel Mare Park to revisit the statue of Stephen the Great and enjoy the crisp morning air; stop for a leisurely breakfast and cappuccino at Tucano Coffee or a nearby bakery on Pushkin Street to savor a last placinta or layered pastry. If time allows, pop into the small City Museum of Chișinău or the National Art Museum for one last glimpse of Moldovan history and art before returning to your hotel to pack and check out.
After checking out, stroll down Alexander Pushkin Boulevard to pick up any final souvenirs at the Central Market or the Antiques Market, or visit Libraria pentru Tine for a postcard and a regional wine to take home. Arrange your pre-booked transfer to Chișinău International Airport (or a taxi if preferred), leaving with plenty of time to clear security and perhaps enjoy a light snack at the airport café while reflecting on the weekend's highlights.
If your flight is later in the evening, enjoy a relaxed pre-departure meal at a downtown spot such as La Placinte or Carpe Diem to sample one last plate of sarmale or mamaliga paired with a glass of Moldovan wine. Otherwise, use the airport lounges to unwind before boarding, remembering the cellar tour at Mileștii Mici or the quiet moments in Cathedral Park as a fitting close to your Chișinău weekend.