3-Day Central Italy Cultural and Culinary Journey from Florence to Siena

Day 1: Florence Art & History

Florence, Italy on June 3, 2025

8:30am

Breakfast at La Ménagère

Enjoy a fresh Italian breakfast including espresso and pastries in this charming café blending vintage and modern design, a perfect way to start your Florentine day.
EUR10, 1h

9:30am

Uffizi Gallery Visit

Explore one of the most famous Renaissance art museums in the world, home to masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Pre-book tickets to avoid long lines.
EUR20, 2h30m

12:15pm

Lunch at Trattoria Mario

Experience authentic Tuscan cuisine in this lively trattoria, known for its hearty ribollita soup and Florentine steak, open for lunch 12pm-3pm.
EUR25, 1h

1:30pm

Florence Cathedral (Duomo) and Brunelleschi's Dome

Visit the iconic Florence Cathedral complex including the Baptistery and climb the Dome for panoramic city views. Open daily from 10am to 5pm.
EUR18, 2h

3:45pm

Ponte Vecchio and Oltrarno Stroll

Wander along the historic Ponte Vecchio bridge and explore artisan workshops in the Oltrarno district, the hub of Florentine craftsmanship.
Free, 1h

6:30pm

Dinner at Osteria Vini e Vecchi Sapori

Dine in this traditional osteria offering classic Tuscan dishes and a carefully curated wine list, perfect to savor local flavors within walking distance of the city center.
EUR40, 1h30m
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Day 2: Chianti Wine & Countryside

Chianti Region, Tuscany, Italy on June 4, 2025

8:00am

Breakfast at Hotel or Local Café in Florence

Start with a light Italian breakfast with cappuccino and cornetto to fuel a day in the Tuscan countryside.
EUR8, 0h45m

9:00am

Drive to Greve in Chianti

A 45-minute scenic drive brings you to Greve, the gateway to the Chianti wine region, known for its picturesque piazza and wine shops.
Car Rental EUR70/day, 0h45m

10:00am

Wine Tasting at Castello di Verrazzano

Tour the vineyards and cellar of this historic estate, tasting several Chianti Classico wines while learning about local winemaking traditions.
EUR30, 1h30m

12:00pm

Lunch at Ristoro di Lamole

Enjoy a farm-to-table lunch featuring seasonal Tuscan dishes with lovely views over the vineyards. Open daily 12pm-3pm.
EUR35, 1h30m

2:00pm

Explore Panzano and Visit Dario Cecchini’s Butcher Shop

Visit the famous butcher Dario Cecchini’s shop and learn about traditional Tuscan meats, then stroll the village of Panzano.
Free, 1h

3:30pm

Visit Castello di Brolio

Tour the medieval castle and gardens with expansive views of Chianti, offering another wine tasting option and rich history. Open 10am-6pm.
EUR15, 1h30m

5:30pm

Drive to Siena

Head south 1 hour to Siena to settle in for the evening.
Included in car rental, 1h

7:00pm

Dinner at Antica Osteria da Divo

Reserve a table at this renowned Siena restaurant set in ancient Etruscan caves serving refined Tuscan cuisine with an excellent wine list.
EUR50, 1h30m
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Day 3: Siena History & Culture

Siena, Italy on June 5, 2025

8:00am

Breakfast at Pasticceria Nannini

Taste freshly baked pastries and espresso at this famous Siena café known for its cantucci biscuits.
EUR10, 0h45m

9:00am

Piazza del Campo and Torre del Mangia

Visit Siena’s famous shell-shaped plaza and climb the Torre del Mangia for spectacular views over the medieval city. Torre open 10am-7pm.
EUR10, 2h

11:30am

Siena Cathedral (Duomo) Tour

Explore this exquisite Gothic cathedral with its ornate facade, marble floors, and Piccolomini Library. Open 10am-7pm.
EUR15, 2h

1:30pm

Lunch at Osteria La Chiacchera

Savor homemade pasta and traditional dishes in a cozy atmosphere minutes from Piazza del Campo.
EUR30, 1h30m

3:00pm

Walk Through Siena’s Historic Streets and Visit Museo Civico

Discover Sienese art and history at Museo Civico, then enjoy a leisurely walk through the medieval streets to soak in the atmosphere.
EUR8, 1h30m

5:00pm

Relax at Caffè Cesare

Unwind with a glass of local wine or gelato in this charming cafe in the heart of Siena's old town.
EUR8, 0h45m

7:00pm

Dinner at La Taverna di San Giuseppe

End your trip with a memorable dinner at this beloved restaurant serving rustic Tuscan dishes in a medieval stone cellar.
EUR45, 1h30m
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