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7-Day Luxury Foodie Road Trip in Tuscany, Italy
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7-Day Luxury Foodie Road Trip in Tuscany, Italy
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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
Find Hotels in Florence
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
Find Hotels in Chianti
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
Find Hotels in Siena
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
Find Hotels in San Gimignano
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
Find Hotels in Pienza
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
Find Hotels in Montepulciano
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
Find Hotels in Lucca
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Itinerary created by
Plantrip Team
January 27, 2025
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