Things to do in Chianti
Discover the best attractions and experiences Chianti has to offer
Historic Monuments
Explore the timeless fortresses and hilltop keeps that define Chianti's landscape.
Castello di Brolio
A medieval castle near Gaiole with sweeping views and a centuries-old winery.
Rocca di Castellina
Ruins of a medieval fortress offering panoramic views over the Chianti hills.
Castello di Volpaia
A well-preserved fortified village that feels like stepping back in time.
Museums
Delight in wine history and Tuscan culture through these museums and wine estates.
Antinori nel Chianti Classico
Modern winery with a cultural space, art installations, and wine tastings.
Enoteca Falorni
Iconic wine shop in Greve in Chianti offering tastings and shop-by-the-glass experiences.
Castello di Brolio – Museo del Vino
Castle-based exhibit space showcasing the region’s rich winemaking heritage.
Religious Monuments
Religious sites and abbeys reveal the spiritual roots of Chianti’s countryside.
Pieve di San Leolino (Greve in Chianti)
Ancient parish church with Romanesque origins and hillside surroundings.
Abbazia di Coltibuono (Gaiole in Chianti)
Historic abbey with a long monastic tradition and scenic grounds.
Badia a Passignano (Tavarnelle Val di Pesa)
Renowned Benedictine abbey offering a glimpse into medieval monastic life.
National & Theme Parks
Chianti’s charm comes from landscape and villages rather than large parks.
Coming Soon!
We're currently working on adding national & theme parks recommendations for Chianti. Check back soon for curated suggestions in this category.
Neighborhoods
Stroll through the quintessential Chianti towns that define the region.
Greve in Chianti
Gateway town known for its square, wine cells, and shops.
Castellina in Chianti
Historic hilltop town with ancient walls and charming lanes.
Radda in Chianti
Picturesque medieval village perched on a hill with old-world charm.
Gaiole in Chianti
Wine country hub with castles, wineries, and scenic routes.
Free Things to Do
Enjoy the beauty of Chianti without spending a euro on entry fees.
Piazza Matteotti, Greve in Chianti
Lively central square perfect for a stroll and people-watching.
Volpaia Village Walk
Explore the medieval village’s narrow streets and stone houses.
Chiantigiana road viewpoints
Drive or walk along scenic viewpoints that overlook vineyards and hills.
Gastronomy
Taste the heart of Tuscany with Chianti’s famed wines and hearty local dishes.
Antica Macelleria Cecchini (Panzano)
Iconic butcher shop offering memorable meat-focused tastings and dishes.
Castello di Brolio tasting & winery
Wine tasting paired with panoramic views and a historic estate.
Antinori nel Chianti Classico
Wine tastings and food pairings in a striking modern winery setting.
Nightlife
Evenings in Chianti are best spent in wine bars and atmospheric eateries.
Enoteca Falorni (Greve in Chianti)
Wine bar and shop offering glass pours and tastings in a lively spot.
Dario Cecchini – Antica Macelleria
Historic butcher shop in Panzano with a vibe unique to Chianti nights.
Entertainment
Artful experiences and living history enrich a Chianti visit.
Castello di Ama
Wine estate combining wine with contemporary art installations.
Antinori nel Chianti Classico
Museum-like winery experience with art and culture integrated into the visit.
Sports
Active ways to enjoy the rolling Chianti landscape.
L'Eroica
Historic cycling event traversing the Tuscan hills and countryside.
Chianti Classico cycling tours
Guided rides through vineyards and country roads.
Off the Track
Hidden corners and quieter routes for a more intimate Chianti experience.
Montefioralle
A tiny, well-preserved medieval hamlet just outside Greve
Volpaia (off the beaten path sections)
Explore the fortified village’s atmospheric lanes and views.