Chianti 7-Day Adventure, Relaxation, Cultural Immersion Itinerary

Day 1: Explore Florence

Florence, Italy

8:00AM

Breakfast at Caffè Gilli

Start your day with a delicious Italian breakfast at Caffè Gilli, a historic café in the heart of Florence. Enjoy a cappuccino and a fresh pastry.
Caffè Gilli is located in Piazza della Repubblica, easily accessible by foot.
EUR 10, 1 hour

10:00AM

Visit the Uffizi Gallery

Immerse yourself in Italian art at the renowned Uffizi Gallery. Admire masterpieces by artists such as Michelangelo, Leonardo da Vinci, and Botticelli.
The Uffizi Gallery is located near the Piazza della Signoria.
EUR 20, 2 hours

1:00PM

Lunch at Trattoria Mario

Enjoy a traditional Tuscan meal at Trattoria Mario. Indulge in dishes like ribollita soup, pappa al pomodoro, and bistecca alla fiorentina.
Trattoria Mario is a short walk from the Uffizi Gallery.
EUR 25, 1.5 hours

3:00PM

Explore the Duomo

Visit the iconic Duomo di Firenze and climb to the top of Brunelleschi's dome for panoramic views of Florence.
The Duomo is located in Piazza del Duomo.
EUR 18, 2 hours

6:00PM

Dinner at La Giostra

Savor a romantic dinner at La Giostra, known for its cozy atmosphere and delectable Tuscan dishes. Don't miss the signature pear ravioli.
La Giostra is tucked away in a charming alley near Palazzo Vecchio.
EUR 50, 2 hours
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Day 2: Discover Greve in Chianti

Greve in Chianti, Italy

8:00AM

Breakfast at Antica Macelleria Falorni

Start your day with a hearty breakfast at Antica Macelleria Falorni, a historic butcher shop known for its delicious local products.
Antica Macelleria Falorni is located in the heart of Greve in Chianti.
EUR 15, 1 hour

10:00AM

Explore Piazza Matteotti

Stroll through the charming Piazza Matteotti, the central square of Greve in Chianti. Discover local artisan shops and the historic church.
Piazza Matteotti is the main square in Greve in Chianti.
Free, 1 hour

1:00PM

Lunch at Osteria Mangiando Mangiando

Indulge in a rustic Tuscan lunch at Osteria Mangiando Mangiando. Try their homemade pasta dishes and Chianti Classico wines.
Osteria Mangiando Mangiando is a cozy restaurant in Greve in Chianti.
EUR 30, 1.5 hours

3:00PM

Wine Tasting at Le Cantine di Greve

Embark on a wine tasting journey at Le Cantine di Greve, where you can sample a variety of Chianti Classico wines and learn about the region's winemaking traditions.
Le Cantine di Greve is located near the main square of Greve in Chianti.
EUR 20, 1.5 hours

6:00PM

Dinner at Ristoro di Lamole

Enjoy a gourmet dinner at Ristoro di Lamole, a hidden gem with stunning views. Taste their specialties like wild boar ragu and tiramisu.
Ristoro di Lamole is situated in the hills overlooking Greve in Chianti.
EUR 60, 2 hours
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Day 3: Explore Radda in Chianti

Radda in Chianti, Italy

8:00AM

Breakfast at Pasticceria Busi

Start your day with a delightful breakfast at Pasticceria Busi. Try their fresh pastries and aromatic Italian coffee.
Pasticceria Busi is a charming bakery in the center of Radda in Chianti.
EUR 10, 1 hour

10:00AM

Explore Radda in Chianti Old Town

Wander through the picturesque streets of Radda in Chianti's Old Town. Discover medieval architecture, quaint shops, and panoramic views of the countryside.
Radda in Chianti Old Town is a pedestrian-friendly area with historic landmarks.
Free, 2 hours

1:00PM

Lunch at La Bottega di Giovannino

Enjoy a leisurely lunch at La Bottega di Giovannino, a traditional trattoria with a cozy atmosphere. Taste their homemade pasta and local wines.
La Bottega di Giovannino is located in the heart of Radda in Chianti.
EUR 35, 1.5 hours

3:00PM

Visit Casa Chianti Classico

Explore Casa Chianti Classico, a museum dedicated to the history and production of Chianti Classico wine. Learn about the winemaking process and sample some wines.
Casa Chianti Classico is a short walk from the Old Town of Radda in Chianti.
EUR 12, 1.5 hours

6:00PM

Dinner at La Perla del Palazzo

Indulge in a gourmet dinner at La Perla del Palazzo, a fine dining restaurant with a romantic ambiance. Enjoy innovative Tuscan dishes and exceptional wines.
La Perla del Palazzo is located in a historic building in Radda in Chianti.
EUR 70, 2 hours
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Day 4: Experience Castellina in Chianti

Castellina in Chianti, Italy

8:00AM

Breakfast at Bar Centrale

Start your day with a classic Italian breakfast at Bar Centrale, a local bar in Castellina in Chianti. Enjoy a cappuccino and a cornetto.
Bar Centrale is a popular spot in the town center of Castellina in Chianti.
EUR 5, 1 hour

10:00AM

Explore the Archaeological Museum of Chianti Senese

Discover the rich history of the Chianti region at the Archaeological Museum of Chianti Senese. Admire artifacts from ancient Etruscan and Roman civilizations.
The museum is located in the historic center of Castellina in Chianti.
EUR 8, 1.5 hours

1:00PM

Lunch at Ristorante La Torre

Enjoy a leisurely lunch at Ristorante La Torre, a charming restaurant with a terrace overlooking the vineyards. Taste traditional Tuscan cuisine with a modern twist.
Ristorante La Torre is nestled in the scenic surroundings of Castellina in Chianti.
EUR 40, 1.5 hours

3:00PM

Wine Tour at Rocca delle Macie

Embark on a wine tour at Rocca delle Macie, a renowned winery in Castellina in Chianti. Learn about their winemaking process and taste a selection of wines.
Rocca delle Macie is located a short drive from the town center of Castellina in Chianti.
EUR 25, 2 hours

6:00PM

Dinner at Il Pestello

Savor a flavorful dinner at Il Pestello, a rustic trattoria known for its authentic Tuscan dishes. Try their specialties like pici cacio e pepe and ribollita.
Il Pestello is a cozy restaurant in the heart of Castellina in Chianti.
EUR 35, 2 hours
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Day 5: Discover San Gimignano

San Gimignano, Italy

8:00AM

Breakfast at Gelateria Dondoli

Start your day with a refreshing breakfast at Gelateria Dondoli, the award-winning gelato shop in San Gimignano. Treat yourself to a creamy gelato or a cappuccino.
Gelateria Dondoli is centrally located in San Gimignano's historic center.
EUR 8, 1 hour

10:00AM

Visit the Collegiate Church of San Gimignano

Explore the Collegiate Church of San Gimignano, known for its beautiful frescoes and medieval architecture. Climb the tower for panoramic views of the town.
The church is a prominent landmark in San Gimignano's main square.
EUR 3, 1.5 hours

1:00PM

Lunch at Ristorante Dorando

Enjoy a traditional Tuscan lunch at Ristorante Dorando, a family-run trattoria serving authentic dishes made with locally sourced ingredients.
Ristorante Dorando is located in the historic center of San Gimignano.
EUR 25, 1.5 hours

3:00PM

Explore Piazza della Cisterna

Wander around Piazza della Cisterna, one of the most picturesque squares in San Gimignano. Admire the medieval towers and charming architecture.
Piazza della Cisterna is a central square surrounded by historic buildings.
Free, 1 hour

6:00PM

Dinner at Cum Quibus

Indulge in a gourmet dinner at Cum Quibus, a refined restaurant with a menu highlighting seasonal ingredients and classic Tuscan flavors.
Cum Quibus is nestled in a historic building in the heart of San Gimignano.
EUR 50, 2 hours
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Day 6: Experience Siena's Charm

Siena, Italy

8:00AM

Breakfast at Pasticceria Nannini

Start your day with a delicious breakfast at Pasticceria Nannini, a historic pastry shop famous for its panforte and ricciarelli.
Pasticceria Nannini is located near the Piazza del Campo in Siena.
EUR 12, 1 hour

10:00AM

Visit the Piazza del Campo

Explore the iconic Piazza del Campo, Siena's main square famous for the Palio horse race. Admire the medieval architecture and visit the Palazzo Pubblico.
The Piazza del Campo is the center of Siena and hosts various cultural events.
Free, 1.5 hours

1:00PM

Lunch at Osteria Le Logge

Indulge in a refined lunch at Osteria Le Logge, a Michelin-starred restaurant specializing in traditional Tuscan cuisine with a modern twist.
Osteria Le Logge is located near the Piazza del Campo in Siena.
EUR 70, 2 hours

3:00PM

Visit the Siena Cathedral

Marvel at the stunning Siena Cathedral, a masterpiece of Gothic architecture. Admire the intricate facade, magnificent interior, and panoramic views from the rooftop.
The cathedral is located in the historical center of Siena.
EUR 15, 2 hours

6:00PM

Dinner at Enzo

Savor a delightful dinner at Enzo, a cozy restaurant known for its innovative takes on traditional Tuscan dishes. Enjoy a culinary journey through Siena's flavors.
Enzo is tucked away on a charming street in the heart of Siena.
EUR 45, 2 hours
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Day 7: Return to Florence

Florence, Italy

8:00AM

Breakfast at Caffè Rivoire

Enjoy a final breakfast at Caffè Rivoire, a historic café near the iconic Ponte Vecchio. Treat yourself to a Florentine espresso and a freshly baked pastry.
Caffè Rivoire is located in Piazza della Signoria, a short walk from the Ponte Vecchio.
EUR 10, 1 hour

10:00AM

Shopping in Ponte Vecchio

Spend your morning shopping for souvenirs and artisanal goods on the famous Ponte Vecchio bridge. Browse the jewelry shops and admire the Arno River views.
Ponte Vecchio is a must-visit destination in Florence for shopping and sightseeing.
Variable, 2 hours

1:00PM

Lunch at Trattoria 4 Leoni

Have a delicious farewell lunch at Trattoria 4 Leoni, a trattoria known for its rustic Tuscan dishes and welcoming atmosphere.
Trattoria 4 Leoni is situated in the Oltrarno district, a charming area of Florence.
EUR 30, 1.5 hours

3:00PM

Explore the Boboli Gardens

Spend the afternoon exploring the lush Boboli Gardens, a historic park behind the Pitti Palace. Wander among the fountains, sculptures, and manicured greenery.
The Boboli Gardens are located behind the Pitti Palace, accessible via the Oltrarno district.
EUR 10, 2 hours

6:00PM

Dinner at Osteria Santo Spirito

End your final day with a memorable dinner at Osteria Santo Spirito, a popular restaurant serving traditional Tuscan fare in a convivial atmosphere.
Osteria Santo Spirito is located in the lively Santo Spirito square in Florence.
EUR 40, 2 hours
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