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3-Day Chianti Region Itinerary: Wine, Culture, and Scenic Beauty

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Day 1: Greve in Chianti Exploration

Greve in Chianti, Italy on April 26, 2025

9:00am

Breakfast at Caffè della Posta

Enjoy a classic Italian breakfast with fresh pastries and espresso at this charming spot in Greve's main square, perfect for starting your day.
EUR10, 1h0m

10:30am

Wine Tasting at Castello di Verrazzano

Tour the historic vineyard and cellar, then savor Chianti Classico wines, learning about winemaking traditions in this scenic estate. Open 9:00am-6:00pm.
EUR25, 2h0m

1:00pm

Lunch at Osteria alla Piazza

Savor traditional Tuscan dishes in the town square with fresh local ingredients and a warm ambiance, open from 12:00pm to 3:00pm.
EUR30, 1h30m

3:00pm

Explore Greve's Piazza Matteotti and shops

Stroll through the historic square, visit artisan shops and local markets to experience the lively Chianti culture.
Free, 1h30m

6:30pm

Dinner at La Cantina

Dine on local specialties like bistecca alla fiorentina paired with regional wines in an atmospheric cellar setting. Open 7:00pm-10:00pm.
EUR40, 2h0m
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Day 2: Radda in Chianti Discovery

Radda in Chianti, Italy on April 27, 2025

8:30am

Breakfast at Bar Polissena

Start with an Italian coffee and fresh cornetto in this cozy café before heading out for the day.
EUR8, 0h45m

9:30am

Walk the historic center of Radda in Chianti

Discover medieval streets, panoramic viewpoints, and the charming town walls. The town is best explored on foot with no entrance fee.
Free, 2h0m

12:00pm

Lunch at La Bottega di Volpaia

Enjoy seasonal Tuscan dishes and outstanding Chianti wines at this trattoria located a short drive away. Open 12:30pm-3:00pm.
EUR35, 1h30m

2:30pm

Wine Tasting at Castello di Meleto

Visit the beautiful medieval castle vineyards for a guided tour with wine tastings focusing on Chianti classics. Open 1:00pm-5:00pm.
EUR30, 2h0m

6:00pm

Dinner at Ristorante Oltre il Giardino

Experience creative Tuscan dishes using local produce combined with an extensive wine list in a peaceful setting.
EUR45, 2h0m
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Day 3: Castellina in Chianti Highlights

Castellina in Chianti, Italy on April 28, 2025

8:00am

Breakfast at Caffè della Posta

Kick off your last day with a light Italian breakfast featuring cappuccino and pastries at the main square café.
EUR9, 0h45m

9:00am

Visit the Via delle Volte

Walk this unique medieval covered alleyway with stone vaults, one of Castellina's key attractions offering historic charm and photo opportunities.
Free, 1h0m

10:30am

Archaeological Museum of Chianti

Explore Etruscan artifacts and the ancient history of the region. The museum opens at 10:00am and closes by 6:00pm.
EUR5, 1h0m

12:00pm

Lunch at Ristorante La Taverna

Enjoy homemade pastas and local specialties in the heart of Castellina, with indoor and outdoor seating.
EUR30, 1h30m

2:00pm

Wine Tour at Fattoria di Felsina

Take a guided tour through vineyards and cellars followed by tastings of award-winning Chianti wines. Open 2:00pm-5:00pm.
EUR35, 2h0m

6:30pm

Dinner at Enoteca Tognoni

Finish your trip with a refined dinner featuring Chianti classics and an excellent wine list in a historic setting. Open 7:00pm-10:00pm.
EUR50, 2h0m
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