Family-Friendly Italian Countryside Adventure: Rome to Tuscany and Beyond

Day 1: Arrival in Rome

Rome, Italy on September 27, 2025

12:30PM

Check into Hotel

Settle into your hotel in Rome and rest after travel to prepare for exploration.
EUR150, 1 hour

1:30PM

Lunch at Trattoria Da Enzo

Savor authentic Roman cuisine at this charming restaurant, known for its carbonara and outdoor dining.
EUR60, 1 hour

3:00PM

Visit Colosseum

Explore the iconic Colosseum, an ancient amphitheater that showcases Rome's rich history and architecture.
EUR20, 2 hours

5:30PM

Stroll in Palatine Hill

Take a leisurely walk around Palatine Hill, the historical heart of ancient Rome with beautiful views.
Included in Colosseum ticket, 1 hour

7:00PM

Dinner at Ristorante Aroma

Enjoy a gourmet dinner with a breathtaking view of the Colosseum at this Michelin-star restaurant.
EUR150, 2 hours
View Hotel Availability

Day 2: Explore Orvieto

Orvieto, Italy on September 28, 2025

8:00AM

Breakfast at Pasticceria Andrea

Indulge in fresh pastries and coffee at this beloved local bakery, perfect for families.
EUR20, 1 hour

9:30AM

Drive to Orvieto

Take a scenic drive to the medieval town of Orvieto, known for its dramatic cliffs and Duomo.
N/A, 1.5 hours

11:00AM

Visit Orvieto Cathedral

Marvel at the stunning Gothic architecture of Orvieto Cathedral and its masterpiece artworks.
EUR5, 1 hour

12:30PM

Lunch at Trattoria La Palomba

Enjoy traditional Umbrian dishes like wild boar ragu and handmade pasta in this family-friendly spot.
EUR70, 1 hour 30 mins

2:00PM

Explore Underground Orvieto

Discover the intriguing underground city of Orvieto with guided tours that fascinate both adults and kids.
EUR10, 1.5 hours

4:00PM

Playtime at Giardini del Sole Park

Let your child enjoy the playground and nature in this beautiful park while parents unwind.
Free, 1 hour

6:00PM

Dinner at Ristorante Il Cocco

Enjoy a casual dinner with local flavors in a welcoming atmosphere, great for families.
EUR60, 1.5 hours
View Hotel Availability

Day 3: Visit Montepulciano

Montepulciano, Italy on September 29, 2025

8:00AM

Breakfast at Vignaiolo Bar

Start your day with a fresh Italian breakfast including cornettos and cappuccinos.
EUR20, 1 hour

9:30AM

Scenic Drive to Montepulciano

Enjoy a picturesque drive through the Tuscan countryside to Montepulciano, famous for its Vino Nobile.
N/A, 1 hour

10:30AM

Visit Piazza Grande

Explore the beautiful main square, surrounded by stunning Renaissance buildings and cafes.
Free, 1 hour

12:00PM

Lunch at Osteria Acquacheta

Delight in their famous pici cacio e pepe and the local wine known for its character.
EUR65, 1.5 hours

1:30PM

Vino Nobile Wine Tasting at a Local Winery

Experience kid-friendly wine tastings while learning about the winemaking process.
EUR15, 1 hour

3:00PM

Visit Montepulciano Fortress

Visit the historical fortress which offers panoramic views and fascinating history.
EUR10, 1 hour

5:00PM

Explore Nature at Parco dei Ciliegi

Let your child play in the park while the family enjoys the natural beauty around them.
Free, 1 hour

7:00PM

Dinner at Ristorante La Bottega del Nobile

Feast on authentic Tuscan cuisine with child-friendly options available.
EUR80, 1.5 hours
View Hotel Availability

Day 4: Discover Siena

Siena, Italy on September 30, 2025

8:00AM

Breakfast at Bar Nannini

Start your day with pastries and coffee in this local favorite known for its panforte.
EUR20, 1 hour

9:30AM

Drive to Siena

Enjoy a leisurely drive through the scenic landscapes of Tuscany to Siena.
N/A, 1 hour

10:30AM

Visit Piazza del Campo

Explore the famous square known for its medieval architecture and historic Palio horse race.
Free, 1 hour

12:00PM

Lunch at Osteria Le Logge

Try local dishes like pici pasta with wild boar in this cozy restaurant.
EUR70, 1.5 hours

1:30PM

Siena Cathedral Tour

Marvel at the intricate facade and stunning interiors of this Gothic cathedral.
EUR10, 1.5 hours

3:30PM

Relax in Orto Botanico di Siena

Enjoy the peaceful botanical garden, offering ample space for kids to roam and explore.
EUR5, 1 hour

5:00PM

Gelato at Antica Pizzeria da Michele

Indulge in creamy gelato flavors as a treat for the family before dinner.
EUR15, 30 mins

6:00PM

Dinner at La Taverna di San Giuseppe

Enjoy Sienese cuisine in a charming setting, ideal for families with children.
EUR90, 2 hours
View Hotel Availability

Day 5: Day in San Gimignano

San Gimignano, Italy on October 1, 2025

8:00AM

Breakfast at Bar La Terra di Siena

A delightful breakfast awaits with freshly baked pastries and coffee to energize your day.
EUR20, 1 hour

9:30AM

Drive to San Gimignano

A pleasant drive through vineyards and olive groves to the enchanting town of San Gimignano.
N/A, 1 hour

10:30AM

Explore San Gimignano Towers

Visit the iconic medieval towers of San Gimignano, offers breathtaking views and a step back in history.
EUR6, 1 hour

12:00PM

Lunch at Ristorante La Mandragola

Enjoy traditional Tuscan dishes in a family-friendly environment with many kids' options.
EUR65, 1.5 hours

1:30PM

Visit Gelateria Dondoli

Treat the family to award-winning gelato in Italy’s gelato capital, perfect for cooling off.
EUR15, 30 mins

2:00PM

Visit San Gimignano 1300 Museum

Explore this museum showcasing the history of San Gimignano through its medieval art.
EUR8, 1 hour

3:30PM

Free Time in Piazza della Cisterna

Let your child play in this picturesque square while you relax in a cafe nearby.
Free, 1 hour

5:00PM

Dinner at Ristorante Il Pizzicotto

Enjoy delicious pizzas and local specialties in a warm atmosphere suitable for families.
EUR70, 2 hours
View Hotel Availability

Day 6: Cultural Experience in Florence

Florence, Italy on October 2, 2025

8:00AM

Breakfast at Caffè Gilli

Start your day with a delicious Italian breakfast in one of Florence’s historic cafes.
EUR25, 1 hour

9:30AM

Drive to Florence

Head to Florence, the cradle of Renaissance art and culture, a short drive from San Gimignano.
N/A, 1 hour

10:30AM

Visit Florence Cathedral

Explore the breathtaking Florence Cathedral with its iconic dome, a must-see landmark.
EUR10, 1.5 hours

12:00PM

Lunch at Trattoria Mario

Savor traditional Tuscan dishes in this beloved family-friendly eatery, known for its lively atmosphere.
EUR75, 1.5 hours

1:30PM

Uffizi Gallery Visit

Discover renowned works by Michelangelo and Botticelli, with a guided tour that engages kids too.
EUR20, 1.5 hours

3:00PM

Family Leisure Time in Boboli Gardens

Let your child enjoy space to play and explore these stunning historic gardens.
EUR10, 2 hours

5:30PM

Gelato at Gelateria dei Neri

Have some of Florence’s best gelato as a sweet treat before dinner.
EUR10, 30 mins

6:00PM

Dinner at Osteria Vini e Vecchi Sapori

Indulge in homemade pasta and other Tuscan specialties in a cozy setting great for kids.
EUR80, 2 hours
View Hotel Availability

Day 7: Discover Lucca

Lucca, Italy on October 3, 2025

8:00AM

Breakfast at Caffè di Simo

A delicious breakfast awaits at this historic coffee shop, perfect for starting your day.
EUR20, 1 hour

9:30AM

Drive to Lucca

Enjoy a scenic drive to Lucca, well known for its well-preserved Renaissance walls.
N/A, 1 hour

10:30AM

Walk on Lucca’s City Walls

Take a leisurely stroll on the historic city walls that offer panoramic views and paths for children.
EUR4, 1 hour

12:00PM

Lunch at Trattoria da Francesco

Taste delicious local pizza and pasta in this inviting family restaurant.
EUR60, 1.5 hours

1:30PM

Visit Puccini Museum

Explore the museum dedicated to the world-famous composer Giacomo Puccini, located in his childhood home.
EUR8, 1 hour

3:00PM

Play at Giardino degli Osservatori

A lovely park where kids can play and families can relax amidst beautiful greenery.
Free, 1 hour

4:30PM

Gelato from Gelateria Veneta

Enjoy a refreshing gelato before heading back to Rome.
EUR10, 30 mins

5:00PM

Drive back to Rome

Heading back to Rome, taking in the beautiful Tuscan countryside views.
N/A, 1.5 hours

6:30PM

Dinner at Trattoria Il Pesce e il Sole

End your adventure with a relaxed dinner featuring fresh seafood and Roman dishes.
EUR80, 2 hours
View Hotel Availability

Day 8: Final Day in Rome

Rome, Italy on October 4, 2025

8:00AM

Breakfast at Roscioli Caffè

Enjoy a fantastic Italian breakfast with pastries and strong coffee before you begin your day.
EUR25, 1 hour

9:30AM

Visit Vatican Museums

Discover the wonders of the Vatican Museums, featuring art and artifacts from across centuries.
EUR17, 2 hours

12:00PM

Lunch at Osteria della Suburra

Savor tasty Roman dishes in a comfortable eatery near the Colosseum, perfect for families.
EUR65, 1.5 hours

1:30PM

Stroll in Villa Borghese Park

Enjoy a relaxing afternoon in this beautiful park where your child can play and explore.
Free, 2 hours

3:30PM

Visit Galleria Borghese

Discover stunning artworks by Caravaggio and Bernini in this beautiful villa setting.
EUR15, 1.5 hours

5:00PM

Gelato at Giolitti

Indulge in some of the best gelato in Rome as a perfect treat for your last evening.
EUR10, 30 mins

6:00PM

Farewell Dinner at Ristorante Il Margutta

End your trip with a delicious vegetarian meal in a stylish ambiance, perfect for families.
EUR90, 2 hours
View Hotel Availability

Day 9: Departure from Rome

Rome, Italy on October 5, 2025

8:00AM

Breakfast at Hotel

Enjoy a light breakfast before checking out and heading to the airport.
EUR30, 1 hour

9:00AM

Check Out and Drive to Airport

Check out from the hotel, ensuring ample time to reach the airport for your flight.
N/A, 1 hour
View Hotel Availability