7-Day Luxury Foodie Road Trip in Tuscany, Italy

Day 1: Exploring Florence

Florence, Italy

8:00AM

Breakfast at Caffè Gilli

Start your day with a sumptuous breakfast at Caffè Gilli, where you can savor a freshly baked cornetto and a cappuccino in a historical setting.
Located in the heart of Florence.
EUR15, 1 hour

9:00AM

Visit the Uffizi Gallery

Immerse yourself in the artworks of masters including Botticelli and Michelangelo at the prestigious Uffizi Gallery.
Short walk from Caffè Gilli.
EUR20, 2 hours

11:00AM

Explore the Florence Cathedral

Marvel at the stunning architecture and climb to the dome for breathtaking views of the city.
A short stroll from the Uffizi.
EUR18, 1.5 hours

1:00PM

Lunch at Trattoria Mario

Enjoy a bustling atmosphere and a delicious Tuscan ribollita at this local favorite.
Easy walk from the Cathedral.
EUR25, 1.5 hours

3:00PM

Stroll across Ponte Vecchio

Take a leisurely walk across Florence's iconic bridge, known for its jewelry shops and scenic views.
Five-minute walk from Trattoria Mario.
Free, 1 hour

5:00PM

Relax at Boboli Gardens

Unwind in the beautifully manicured Boboli Gardens, a baroque masterpiece offering serene pathways and sculptures.
Short drive or a 20-minute walk from Ponte Vecchio.
EUR10, 2 hours

7:00PM

Dinner at Osteria Vini e Vecchi Sapori

Indulge in a delightful dinner featuring handmade pasta and local wines, served in an intimate setting.
Short drive from Boboli Gardens.
EUR50, 2 hours
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Day 2: Wine and Cuisine in Chianti

Chianti, Italy

8:00AM

Breakfast at Pasticceria Nencioni

Kick off your day with a delicious pastry and espresso at a charming local bakery.
Short drive from Florence to Chianti.
EUR15, 1 hour

9:00AM

Wine Tasting at Castello di Ama

Experience a guided tour and wine tasting at this exquisite winery, known for its superb Chianti Classico.
A scenic drive through Chianti vineyards.
EUR40, 3 hours

12:30PM

Lunch at Osteria di Passignano

Savor traditional Tuscan dishes within a 12th-century abbey while enjoying views of the vineyards.
10-minute drive from the winery.
EUR45, 1.5 hours

2:30PM

Visit Greve in Chianti

Explore the charming town, famous for its picturesque triangular piazza and artisanal shops.
20-minute drive from the restaurant.
Free, 2 hours

5:00PM

Check-in at Villa le Barone

Relax and enjoy the luxurious amenities of this enchanting villa surrounded by vineyards.
15-minute drive from Greve.
EUR200, 1 hour

7:30PM

Dinner at Ristorante il Gallo Nero

Delight in beautiful regional dishes paired with local wines at this acclaimed restaurant.
Located within Chianti.
EUR60, 2 hours
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Day 3: Historic Siena

Siena, Italy

8:00AM

Breakfast at Villa le Barone

Start with a hearty breakfast at the villa before heading out for your day.
At the villa.
Included., 1 hour

9:00AM

Drive to Siena

Enjoy a 40-minute scenic drive to the beautiful city of Siena.
Easy drive through the countryside.
Fuel Cost EUR10, 40 minutes

10:00AM

Visit Siena Cathedral

Explore this breathtaking Gothic cathedral adorned with intricate artworks.
Short drive to the city center.
EUR15, 1.5 hours

11:30AM

Stroll in Piazza del Campo

Take a leisurely stroll around Piazza del Campo, a UNESCO World Heritage site famous for the Palio horse race.
Just outside the cathedral.
Free, 1 hour

12:30PM

Lunch at Osteria Le Logge

Dine on seasonal dishes in this elegant restaurant located near the piazza.
Five-minute walk from Piazza del Campo.
EUR40, 1.5 hours

2:00PM

Visit the Museo dell'Opera del Duomo

Delve into the history of the cathedral and admire its stunning artworks.
Close to the previous lunch spot.
EUR10, 1 hour

3:00PM

Guided Tour of the Palazzo Pubblico

Discover the history of Siena through its stunning architecture and frescoes.
Short walk from the museum.
EUR12, 1.5 hours

5:00PM

Check-in at Hotel Villa Casalta

Relax in this beautiful hotel, which offers panoramic views of the countryside.
A short drive from the city center.
EUR150, 1 hour

7:30PM

Dinner at Il Mestolo

Indulge in a fine dining experience featuring contemporary Tuscan cuisine.
Located within a short drive from your hotel.
EUR70, 2 hours
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Day 4: Charming San Gimignano

San Gimignano, Italy

8:00AM

Breakfast at Hotel Villa Casalta

Enjoy a delightful breakfast at your hotel before heading out.
At the hotel.
Included., 1 hour

9:00AM

Drive to San Gimignano

Take in the scenic views on your 30-minute drive to San Gimignano.
Via a picturesque countryside road.
Fuel Cost EUR10, 30 minutes

9:30AM

Explore San Gimignano

Wander through this medieval town known for its numerous towers and historic charm.
In the town center.
Free, 2 hours

11:30AM

Visit the Collegiata

Admire the beautiful frescoes in this 12th-century church.
Within walking distance in San Gimignano.
EUR3, 1 hour

12:30PM

Lunch at Trattoria Chiribiri

Savor local specialties like pici pasta in a cozy trattoria.
Short walk from the church.
EUR30, 1.5 hours

2:00PM

Gelato tasting at Gelateria Dondoli

Treat yourself to the world-famous gelato at this award-winning gelateria.
Within walking distance of the trattoria.
EUR5, 30 minutes

2:30PM

Visit the San Gimignano 1300 Museum

Explore the history of San Gimignano through stunning visuals and exhibits.
Short walk from the gelateria.
EUR8, 1 hour

4:00PM

Check-in at Hotel La Cisterna

Relax and take in the views of the famous towers from this charming hotel.
Short walk from the museum.
EUR120, 1 hour

6:00PM

Dinner at La Mandragola

Indulge in a romantic dinner featuring traditional Tuscan dishes and local wine.
A short walk from your hotel.
EUR65, 2 hours
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Day 5: Discovering Pienza

Pienza, Italy

8:00AM

Breakfast at Hotel La Cisterna

Enjoy a leisurely breakfast in the hotel before your journey.
At the hotel.
Included., 1 hour

9:00AM

Drive to Pienza

Enjoy a scenic 30-minute drive through the rolling hills of Tuscany to the charming town of Pienza.
Via the scenic roads.
Fuel Cost EUR5, 30 minutes

9:30AM

Explore Pienza's Historic Center

Wander through the beautiful streets and experience its renaissance architecture.
In the town center.
Free, 2 hours

11:30AM

Visit the Palazzo Piccolomini

Discover the history and beautiful gardens of this Renaissance palace.
Near the town center.
EUR10, 1.5 hours

1:00PM

Lunch at Trattoria La Buca delle Fate

Sample delicious dishes like pici cacio e pepe at this popular eatery.
A short walk from Palazzo Piccolomini.
EUR35, 1.5 hours

2:30PM

Visit a local cheese farm

Taste and learn about Pecorino cheese, a local specialty of Pienza.
Short drive from the lunch spot.
EUR8, 1 hour

3:30PM

Check-in at La Bandita Townhouse

Unwind at this luxurious boutique hotel with a stunning view of the Tuscany valley.
A scenic drive back into Pienza.
EUR200, 1 hour

5:30PM

Dinner at La Porta

Enjoy a delightful dinner featuring seasonal ingredients and stunning views of the landscape.
10-minute drive from the hotel.
EUR60, 2 hours
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Day 6: Wine Tasting at Montepulciano

Montepulciano, Italy

8:00AM

Breakfast at La Bandita Townhouse

Start your day with a fresh breakfast at your boutique hotel.
At the hotel.
Included., 1 hour

9:00AM

Drive to Montepulciano

A beautiful 30-minute drive will take you to the wine capital of Tuscany.
Via scenic Tuscan routes.
Fuel Cost EUR5, 30 minutes

9:30AM

Wine Tasting at Avignonesi Winery

Enjoy a guided tour and tasting session featuring some of the finest Vino Nobile in the region.
10-minute drive from Montepulciano.
EUR30, 2 hours

12:00PM

Explore Montepulciano

Stroll through the medieval streets and enjoy the breathtaking views of the surrounding vineyards.
Short drive back to Montepulciano's city center.
Free, 1.5 hours

1:30PM

Lunch at Osteria delle Frasche

Savor traditional Tuscan dishes with a modern twist at this elegant eatery.
Located in the city center.
EUR40, 1.5 hours

3:00PM

Visit Tempio di San Biagio

Admire the stunning architecture of this beautiful church located just outside the town.
A short drive from the city center.
EUR5, 1 hour

4:00PM

Check-in at Etruria Resort & Natural Spa

Enjoy a luxurious experience at this spa resort surrounded by nature.
Less than 10 minutes from the town.
EUR220, 1 hour

7:00PM

Dinner at La Grotta

Explore the flavors of Tuscan cuisine in this cozy, candle-lit restaurant.
Close to your resort.
EUR50, 2 hours
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Day 7: Relaxing in Lucca

Lucca, Italy

8:00AM

Breakfast at Etruria Resort

Enjoy a delightful breakfast featuring local ingredients in the resort's dining area.
At the resort.
Included., 1 hour

9:00AM

Drive to Lucca

Travel to Lucca, a historic town with a rich culture, in about 1 hour.
Via scenic routes.
Fuel Cost EUR10, 1 hour

10:00AM

Walk the City Walls

Take a scenic walk along the ancient walls of Lucca for stunning views of the city.
In the city center.
Free, 1 hour

11:00AM

Visit Lucca Cathedral

Explore the stunning architecture and interior of this historical cathedral.
Short walk from the city walls.
EUR3, 1 hour

12:30PM

Lunch at Trattoria Da Leo

Dine on traditional Luccan cuisine, including tortelli lucchese, at this cozy trattoria.
A short walk from the cathedral.
EUR35, 1.5 hours

2:00PM

Explore the Orto Botanico

Visit the beautiful botanical gardens, a peaceful retreat in the heart of Lucca.
Nearby the trattoria.
EUR5, 1 hour

3:30PM

Check-in at Palazzo Dipinto

Experience the luxury of this boutique hotel located in a historic building.
Just a short drive from the gardens.
EUR180, 1 hour

6:00PM

Dinner at Ristorante Giglio

End your trip with an unforgettable dining experience featuring a tasting menu of local specialties.
Located within Lucca.
EUR75, 2 hours
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