Family Friendly 4-Day Adventure in Tuscany: San Gimignano, Monteriggioni, Pisa, Siena, Livorno, Florence, and Lucca

Day 1: Explore San Gimignano

San Gimignano, Italy

9:00AM

Breakfast at Bar Mattoni

Start your day with delicious Italian pastries and cappuccinos at Bar Mattoni, a local favourite.
Begin your day in the central piazza, approximately 5 minutes from your accommodation.
EUR20, 1 hour

10:30AM

Visit the Towers of San Gimignano

Climb the famous towers for panoramic views and to learn about the town's fascinating medieval history.
Walk through the main street, Via San Giovanni, to reach the towers, taking about 10 minutes.
EUR10, 1.5 hours

12:30PM

Lunch at Trattoria la Stella

Enjoy a family-friendly lunch with traditional Tuscan dishes made from local ingredients.
Located just 5 minutes from the towers' entrance, it's easy to find.
EUR50, 1 hour

2:00PM

Explore the San Gimignano 1300 Museum

Learn about the town’s history in a fun and interactive way at this engaging museum.
A quick 5-minute walk from lunch will lead you to the museum.
EUR25, 1.5 hours

4:00PM

Gelato Tasting at Gelateria Dondoli

Savour award-winning gelato, a sweet treat perfect for the whole family.
Just a 5-minute stroll from the museum.
EUR15, 30 minutes

5:00PM

Stroll the Historic Streets

Take a leisurely walk through the charming streets, ideal for family photos and soaking in the atmosphere.
Explore on foot, as everything is in close proximity.
FREE, 1 hour

6:30PM

Dinner at Ristorante Da Cosimo

Conclude your day with Italian cuisine, perfect for families with a variety of options.
A short walk, approximately 5 minutes from where you'll finish exploring.
EUR60, 1.5 hours
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Day 2: Monteriggioni to Pisa and Siena

Monteriggioni, Pisa, Siena, Italy

8:00AM

Breakfast at Pasticceria Nannini

Fuel up with an exquisite breakfast featuring pastries and coffee before heading out.
Just 10 minutes drive from San Gimignano.
EUR30, 1 hour

9:30AM

Visit Monteriggioni Castle

Explore the medieval walls and enjoy stunning views, perfect for family exploration.
Take a 5-minute drive to Monteriggioni.
EUR12, 2 hours

11:30AM

Drive to Pisa

Head to Pisa - approximately a 1-hour drive, ensuring family time to relax.
Direct route via SR223.
EUR0, 1 hour

12:30PM

Lunch at Ristorante Da Rocco

Enjoy pizza and pasta at this family-friendly restaurant near the Leaning Tower.
Close to the Piazza dei Miracoli with a 5-minute walk from the car park.
EUR50, 1 hour

1:30PM

See the Leaning Tower of Pisa

Take photos and learn about this historic site, a must-see for the whole family.
Located just a 5-minute walk from lunch, in the iconic Piazza dei Miracoli.
EUR20, 1.5 hours

3:00PM

Drive to Siena

Travel to Siena - about 1 hour away, where you’ll find another historical delight.
Follow the SS673 to your destination.
EUR0, 1 hour

4:00PM

Visit the Piazza del Campo

Wander around Siena’s most famous square, ideal for people-watching and enjoying local gelato.
The historic centre is very pedestrian-friendly.
FREE, 1 hour

5:30PM

Dinner at Osteria la Sosta

Taste traditional Tuscan dishes that cater to families in an inviting atmosphere.
Located a short 10-minute walk from the piazza.
EUR60, 1.5 hours
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Day 3: Livorno and Florence Day Trip

Florence, Italy

8:00AM

Breakfast at Caffè Gilli

Enjoy a classic Italian breakfast in a bustling café atmosphere.
Before your drive to Livorno, start with a quick meal in Florence.
EUR35, 1 hour

9:30AM

Head to Livorno

Travel to Livorno, renowned for its canals, with a drive time of approximately 30 minutes.
Take the A12 for the simplest route.
EUR0, 30 minutes

10:00AM

Explore the Canals of Livorno

Cruise through Livorno's picturesque canals, a delightful experience for children and adults alike.
Can access by foot from the central parking area.
EUR0, 1.5 hours

12:00PM

Lunch at Trattoria Pizzeria La Luce

Savour fresh seafood and pizza that caters to all ages.
Close to the canals within a 10-minute walk.
EUR60, 1 hour

1:00PM

Drive back to Florence

Return to Florence for a richer cultural experience, taking about 30 minutes.
Short and direct via A12.
EUR0, 30 minutes

1:30PM

Visit the Accademia Gallery

Marvel at Michelangelo’s David along with several important works of art, a hit for the whole family.
Walking distance from central parking, around 10 minutes.
EUR30, 1.5 hours

3:30PM

Gelato at Gelateria La Carraia

Take a break with a famous gelato from one of the best spots in Florence.
Just a 10-minute stroll away through the scenic streets.
EUR15, 30 minutes

4:30PM

Stroll across Ponte Vecchio

Walk across this iconic bridge, perfect for photos and enjoying street performers.
A quick 10-minute walk from the gelateria.
FREE, 1 hour

5:30PM

Dinner at Trattoria Mario

Enjoy traditional Tuscan fare in a lively family-friendly environment.
Located just a 10-minute walk from the Ponte Vecchio.
EUR70, 1.5 hours
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Day 4: Discover Lucca

Lucca, Italy

8:30AM

Breakfast at Pasticceria Chichetti

Start your final day with exquisite pastries and coffee in charming Lucca.
A 90-minute drive from Florence to Lucca.
EUR25, 1 hour

10:00AM

Walk the City Walls

Enjoy sunny strolls along Lucca's well-preserved city walls, perfect for families to explore together.
Start at any of the nearby entrances.
FREE, 1.5 hours

11:30AM

Visit the Lucca Cathedral

Delve into Lucca's rich culture with a visit to its stunning cathedral.
Approximately a 15-minute walked from the walls.
EUR5, 1 hour

12:30PM

Lunch at Ristorante Gigi

Savour local Tuscan dishes in a friendly atmosphere, perfect for families big and small.
Just a 10-minute walk from the cathedral.
EUR50, 1 hour

2:00PM

Explore Villa Reale di Marlia

Experience the stunning gardens and rich history, great for kids to play and explore.
A 15-minute drive from Lucca center to the villa.
EUR10, 2 hours

4:30PM

Gelato at Gelateria Cittadella

Indulge in one last gelato before concluding your Tuscan adventure.
Head back towards Lucca centre, 10 minutes drive.
EUR15, 30 minutes

5:00PM

Dinner at Osteria Baralla

Wrap up your trip with a hearty Tuscan dinner where families feel at home.
Less than 10 minutes drive from the gelateria.
EUR55, 1.5 hours
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