10-Day Tuscany Road Trip Itinerary – Explore the Heart of Italy

Day 1: Discover Florence

Florence, Italy on May 25, 2026

9:00AM

Breakfast at Ditta Artigianale

Start your day with a delicious breakfast of fresh pastries and artisanal coffee.
Walk or drive to your first stop.
EUR 15, 1 hour

10:00AM

Uffizi Gallery

Marvel at iconic works of art by Botticelli and Michelangelo in one of the world's most famous museums.
10-minute walk from the café.
EUR 20, 2 hours

12:30PM

Lunch at Mercato Centrale

Enjoy a local food market experience with a variety of Tuscan specialties.
Short drive (5 min) from the gallery to the market.
EUR 25, 1.5 hours

2:00PM

Ponte Vecchio

Stroll across Florence's famous medieval stone bridge lined with shops and stunning arched windows.
15-minute walk from the market.
Free, 1 hour

3:30PM

Florence Cathedral

Climb to the top of this iconic dome for breathtaking views of the city.
10-minute walk from the bridge.
EUR 20, 2 hours

6:00PM

Dinner at La Giostra

Savor a traditional Tuscan meal at one of Florence's most beloved restaurants.
10-minute walk from the cathedral.
EUR 50, 2 hours

8:30PM

Camping at Firenze Camping In Town

Settle in for the night at a well-equipped camping site just outside of the city center.
10-minute drive from the restaurant.
EUR 30, 1 hour
View Hotel Availability

Day 2: Pisa's Wonders

Pisa, Italy on May 26, 2026

8:00AM

Breakfast at Caffè dell’Opera

Indulge in Italian pastries and coffee before heading to the famous sights.
Drive to Pisa (1.5 hours).
EUR 15, 1 hour

9:30AM

Leaning Tower of Pisa

Take iconic photos and even climb this world-renowned tower.
10-minute drive from the café.
EUR 20, 1.5 hours

11:30AM

Pisa Cathedral

Explore the stunning architecture of this beautiful cathedral right next to the tower.
10-minute walk from the tower.
Free, 1 hour

12:45PM

Lunch at Ristorante Il Campano

Enjoy traditional Tuscan dishes in a cozy eatery near the Piazza dei Miracoli.
8-minute walk from the cathedral.
EUR 30, 1.5 hours

2:30PM

Giardino Scotto

Relax in this beautiful city park filled with greenery and historic ruins.
15-minute walk from lunch.
Free, 1 hour

4:00PM

Museo dell’Opera del Duomo

Discover the world of art and history preserved in this exemplary museum.
10-minute drive from the park.
EUR 12, 1 hour

6:00PM

Dinner at Trattoria Da Vito

Dig into hearty local dishes in a friendly and inviting atmosphere.
5-minute drive from the museum.
EUR 35, 1.5 hours

8:30PM

Camping at Pisa Camping

Relax for the night at a campsite equipped with all amenities along the river.
10-minute drive from the restaurant.
EUR 25, 1 hour
View Hotel Availability

Day 3: Charming Lucca

Lucca, Italy on May 27, 2026

8:00AM

Breakfast at Pasticceria Taddeucci

Start your day with a local breakfast of sweet pastries and espresso.
Drive to Lucca (30 minutes).
EUR 10, 1 hour

9:00AM

Bicycle Ride on Walls

Cycle along the well-preserved Renaissance walls that encircle Lucca's historic center.
15-minute walk to bike rental center.
EUR 10, 2 hours

11:30AM

Lucca Cathedral

Visit the beautiful cathedral decorated with exquisite frescoes and Romanesque architecture.
10-minute ride from the rental station.
Free, 1 hour

12:30PM

Lunch at Da Pasquale

Savor delicious seasonal pasta dishes in a charming pizzeria.
5-minute walk from the cathedral.
EUR 25, 1.5 hours

2:00PM

Guinigi Tower

Climb the tower with trees at the top for a unique Lucca experience and stunning views.
10-minute walk from lunch.
EUR 5, 1 hour

3:30PM

Stroll through Piazza dell'Anfiteatro

Wander through this unique oval-shaped square filled with shops and cafés.
5-minute walk from the tower.
Free, 1 hour

5:00PM

Dinner at Ristorante Giglio

Enjoy exquisite Tuscan cuisine in a lovely setting with local wine recommendations.
5-minute walk from the square.
EUR 40, 2 hours

7:30PM

Camping at Camping Lucca

Relax overnight at this friendly family-run campsite with great amenities.
5-minute drive from the restaurant.
EUR 30, 1 hour
View Hotel Availability

Day 4: Siena's History

Siena, Italy on May 28, 2026

8:00AM

Breakfast at Bar Il Duca

Enjoy a simple Italian breakfast before hitting the road to Siena.
Drive to Siena (1.5 hours).
EUR 10, 1 hour

9:30AM

Siena Cathedral

Explore this stunning cathedral known for its intricate design and beautifully colored marble.
15-minute walk from your parking area.
EUR 15, 1.5 hours

11:00AM

Piazza del Campo

Witness the stunning square, famous for the Palio horse race, and indulge in gelato.
5-minute walk from the cathedral.
EUR 5, 1 hour

12:30PM

Lunch at Osteria Le Logge

Dine on seasonal dishes at this family-owned restaurant with local flair.
10-minute walk from the square.
EUR 30, 1.5 hours

2:00PM

Torre del Mangia

Climb this tower for panoramic views over Siena’s rooftops.
5-minute walk from lunch.
EUR 10, 1 hour

3:30PM

Explore San Domenico Basilica

Visit this beautiful basilica known for its simplicity and art.
10-minute walk from the tower.
Free, 1 hour

5:00PM

Dinner at Trattoria Papei

Enjoy a taste of authentic Sienese dishes with fresh, local ingredients.
5-minute walk from the basilica.
EUR 35, 1.5 hours

7:30PM

Camping at Siena Camping

End your day at a picturesque camping site just outside the city.
10-minute drive from the restaurant.
EUR 25, 1 hour
View Hotel Availability

Day 5: San Gimignano & Vineyards

San Gimignano, Italy on May 29, 2026

8:00AM

Breakfast at La Rocca

Fuel up on pastries and coffee in this lovely courtyard café.
Drive to San Gimignano (45 minutes).
EUR 15, 1 hour

9:30AM

San Gimignano Towers

Climb the famous towers for breathtaking views of the Tuscan countryside.
Free guided walk to the historic center.
EUR 10, 1.5 hours

11:00AM

Visit the Collegiata di Santa Maria Assunta

Admire the beautiful frescoes and superb architecture of this cathedral.
5-minute walk from the towers.
EUR 5, 1 hour

12:30PM

Lunch at Osteria delle Catene

Indulge in homemade pasta and regional dishes in an intimate setting.
5-minute walk from the cathedral.
EUR 30, 1.5 hours

2:00PM

Wine Tasting at Tenuta Torciano

Taste local wines at a renowned vineyard and learn about wine production.
10-minute drive from lunch.
EUR 25, 2 hours

4:30PM

Explore Historic Streets

Wander the charming cobblestone streets and shop for local crafts.
Drive back to town (10 min).
Free, 1.5 hours

6:30PM

Dinner at Da i' Marcellino

Dine on exquisite Tuscan flavors in a rustic setting with incredible views.
10-minute walk from shopping street.
EUR 40, 1.5 hours

8:30PM

Camping at Camping Chianti

Set up for the night at a cozy campsite surrounded by beautiful vineyards.
10-minute drive from the restaurant.
EUR 30, 1 hour
View Hotel Availability

Day 6: Volterra Explorations

Volterra, Italy on May 30, 2026

8:00AM

Breakfast at Bar Ristorante il Melograno

Enjoy fresh baked goods and local coffee at this friendly bar.
Drive to Volterra (30 minutes).
EUR 10, 1 hour

9:30AM

Etruscan Museum

Discover fascinating artifacts from the Etruscan civilization in this renowned museum.
Drive to the museum (10 min).
EUR 10, 1.5 hours

11:30AM

Visit the Roman Theatre

Explore the ruins of this ancient theatre dating back to the 1st century BC.
15-minute walk from the museum.
Free, 1 hour

12:45PM

Lunch at La Locanda del Borgo

Enjoy traditional Tuscan fare with locally sourced ingredients.
10-minute walk from the theatre.
EUR 30, 1.5 hours

2:30PM

Explore Renaissance Fortress

Wander around the historical fortress while taking in panoramic views of the countryside.
15-minute walk from lunch.
Free, 1.5 hours

4:30PM

Alabaster Workshops

Visit local workshops to see artisans crafting beautiful alabaster items.
5-minute drive.
Free, 1 hour

6:00PM

Dinner at Ristorante Del Borgo

Treat yourself to authentic Volterran cuisine at this lovely local eatery.
5-minute drive from the workshops.
EUR 35, 1.5 hours

8:30PM

Camping at Volterra Camping

End your day at a convenient camping site near the town with great amenities.
10-minute drive.
EUR 25, 1 hour
View Hotel Availability

Day 7: Montepulciano Charm

Montepulciano, Italy on May 31, 2026

8:00AM

Breakfast at Caffè Poliziano

Start your day with fresh coffee and pastry at this local favorite.
Drive to Montepulciano (1 hour).
EUR 10, 1 hour

9:30AM

Wine Tasting at Avignonesi Winery

Embark on a tasting experience and learn about the renowned Vino Nobile di Montepulciano.
15-minute drive from the café.
EUR 25, 1.5 hours

11:30AM

Visit the Piazza Grande

Relax in Montepulciano’s main square, admired for its Renaissance architecture.
Drive back into town (10 min).
Free, 1 hour

12:45PM

Lunch at Trattoria Emilia

Savor classic Tuscan dishes and locally produced wines in an inviting ambience.
10-minute walk from the square.
EUR 30, 1.5 hours

2:30PM

Explore San Biagio Church

Visit the beautiful church set against a stunning backdrop of vineyards.
5-minute drive from lunch.
Free, 1 hour

4:00PM

Visit Contucci Winery

Experience another great wine tasting and learn about Montepulciano viticulture.
5-minute drive from the church.
EUR 25, 1.5 hours

6:00PM

Dinner at La Bottega del Caffe

Enjoy a delightful meal showcasing local produce and flavors before winding down.
10-minute drive from the winery.
EUR 40, 2 hours

8:30PM

Camping at Camping Montepulciano

Rest for the night at a charming camping site near the town.
10-minute drive from the restaurant.
EUR 30, 1 hour
View Hotel Availability

Day 8: Pienza Delicacies

Pienza, Italy on June 1, 2026

8:00AM

Breakfast at Pienza Bakery

Delight in a freshly baked pastry and coffee at this quaint local bakery.
Drive to Pienza (30 minutes).
EUR 10, 1 hour

9:30AM

Visit Pienza Cathedral

Explore this beautiful Renaissance cathedral renowned for its artwork.
Short drive to central parking.
Free, 1 hour

10:30AM

Explore Val d'Orcia

Experience the breathtaking scenery of this iconic Tuscan landscape by driving through rolling hills.
15-minute drive to the scenic routes.
Free, 2 hours

12:30PM

Lunch at La Porta

Savor exceptional local dishes with stunning views over Val d'Orcia.
Drive back to town (20 min).
EUR 35, 1.5 hours

2:00PM

Visit Pecorino Cheese Farm

Indulge in a cheese-tasting experience at a local farm famous for its pecorino.
Drive to the farm (15 min).
EUR 15, 1.5 hours

4:00PM

Stroll through Pienza

Explore the charming streets and shop for local souvenirs.
Return to town center (10 min).
Free, 1 hour

5:30PM

Dinner at Il Rossellino

Indulge in flavors of Pienza at this inviting restaurant with local dishes.
5-minute walk from the main square.
EUR 35, 1.5 hours

7:30PM

Camping at Pienza Camping

Settle in for the night at a campsite surrounded by beautiful landscapes.
5-minute drive from the restaurant.
EUR 30, 1 hour
View Hotel Availability

Day 9: Montalcino Bliss

Montalcino, Italy on June 2, 2026

8:00AM

Breakfast at Caffè Della Fortezza

Enjoy an exquisite Italian breakfast featuring local pastries and espresso.
Drive to Montalcino (30 minutes).
EUR 10, 1 hour

9:30AM

Visit the Fortress of Montalcino

Explore the historic fortress and enjoy stunning views of vineyards.
Drive to the fortress (10 min).
Free, 1.5 hours

11:30AM

Wine Tasting at Castello Banfi

Embark on a wine tasting at a prestigious estate famous for its Brunello.
Drive to the estate (20 min).
EUR 25, 1.5 hours

1:00PM

Lunch at Osteria Le Potazzine

Savor traditional Tuscan dishes while enjoying the beautiful scenery.
Drive back into town (35 min).
EUR 30, 1.5 hours

2:30PM

Explore the Charming Streets of Montalcino

Wander the narrow streets of this picturesque hilltop town.
Walking distance from lunch.
Free, 2 hours

4:30PM

Visit the Abbey of Sant'Antimo

Experience tranquility and history at this beautiful abbey located in the countryside.
Drive to the abbey (10 min).
Free, 1.5 hours

6:00PM

Dinner at Ristorante Il Leccio

Enjoy an elegant dining experience with flavorful local dishes.
10-minute drive from the abbey.
EUR 40, 2 hours

8:30PM

Camping at Camping Montalcino

Unwind at a cozy camping site with stunning views of the surrounding countryside.
10-minute drive from the restaurant.
EUR 25, 1 hour
View Hotel Availability

Day 10: Return to Florence

Florence, Italy on June 3, 2026

8:00AM

Breakfast at Panificio Fiorentino

Enjoy delicious bread and pastries before departing for Florence.
Drive back to Florence (1.5 hours).
EUR 10, 1 hour

9:30AM

Visit Boboli Gardens

Explore the expansive gardens filled with fountains, trees, and even sculptures.
A short drive or walk from the café.
EUR 10, 2 hours

12:00PM

Lunch at All’Antico Vinaio

Indulge in a famous Florence sandwich and local delicacies.
10-minute walk from the gardens.
EUR 15, 1 hour

1:30PM

Palazzo Pitti

Wander through this majestic palace and see a collection of art and history.
Short walk from lunch.
EUR 13, 1.5 hours

3:30PM

Visit Ponte Santa Trinita

Marvel at the stunning views of Florence from this beautiful bridge.
15-minute walk from the palace.
Free, 1 hour

5:00PM

Dinner at Osteria Santo Spirito

Savour an authentic Tuscan meal as you reminisce about your journey through Tuscany.
15-minute walk from the bridge.
EUR 40, 2 hours

7:30PM

Camping at Firenze Camping In Town

Enjoy your final night in Tuscany at your favorite campsite.
10-minute drive from the restaurant.
EUR 30, 1 hour
View Hotel Availability