8-Night Family Adventure Through Tuscany: Exploring Art, Nature, and Cuisine

Day 1: Florence Arrival

Florence, Italy on September 20, 2025

9:00am

Breakfast at Caffè Gilli

Begin your day at this historic café in Piazza della Repubblica offering delicious pastries and espresso to energise your Florence adventure.
EUR15, 1h

10:30am

Uffizi Gallery Tour

Explore one of the world's most famous art museums featuring masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo. Booking tickets in advance is recommended.
EUR20, 2h30m

1:15pm

Lunch at Trattoria Mario

Enjoy authentic Tuscan dishes like ribollita and Florentine steak in a family-friendly atmosphere near the Mercato Centrale.
EUR25, 1h30m

3:00pm

Walk Across Ponte Vecchio and Explore Palazzo Pitti Gardens

Stroll the iconic medieval bridge lined with jewelers, then relax in the beautiful Boboli Gardens behind Palazzo Pitti, open until 6:30pm.
EUR5, 2h

6:30pm

Dinner at La Giostra

Savour a romantic dinner featuring traditional Tuscan cuisine in an intimate setting, perfect for ending day one deliciously.
EUR40, 2h

Day 2: Siena & Medieval Charm

Siena, Italy on September 21, 2025

7:30am

Breakfast at Hotel or local café

Fuel up before the drive south to Siena with a light breakfast of cappuccino and cornetto.
EUR10, 45m

9:00am

Drive to Siena

Travel approximately 1h30m to the medieval city of Siena, famous for its well-preserved Gothic architecture.
EUR0 (transport), 1h30m

10:45am

Piazza del Campo and Torre del Mangia

Visit the shell-shaped square where the Palio horse race is held and climb the Torre del Mangia for panoramic views of Siena.
EUR12, 2h

1:00pm

Lunch at Antica Osteria da Divo

Dine in Roman-era styled caves serving regional specialties, offering a unique and historic atmosphere.
EUR30, 1h30m

3:00pm

Visit Siena Cathedral (Duomo di Siena)

Admire the striking striped marble façade and exquisite interiors, including the Piccolomini Library and mosaic floors, open until 7pm.
EUR15, 1h30m

5:00pm

Leisurely stroll and gelato

Wander through the narrow streets before enjoying gelato at La Sorbetteria Castiglione.
EUR5, 1h

7:00pm

Dinner at Osteria Le Logge

A vibrant eatery serving Tuscan and seasonal dishes in the heart of Siena, offering a relaxed setting for families.
EUR35, 2h

Day 3: Chianti Vineyards

Chianti Region, Italy on September 22, 2025

8:00am

Breakfast at Hotel

Start the day with an energising breakfast at your accommodation in Siena, ready for the countryside drive.
EUR12, 45m

9:30am

Drive to Chianti Vineyards

Depart Siena and drive about 1h into the scenic Chianti hills, famed for vineyards and olive groves.
EUR0 (transport), 1h

10:45am

Wine and Olive Oil Tasting at Castello di Verrazzano

Enjoy a guided tour of the manor and taste local wines and olive oils. Reservations recommended; open 10am–6pm.
EUR30, 2h

1:00pm

Lunch at La Cantina del Gallo Nero

Sample regional dishes paired perfectly with Chianti wines in this rustic, cosy setting.
EUR25, 1h30m

3:00pm

Visit Greve in Chianti

Explore the charming town square, artisanal shops, and the Wine Museum open until 5pm.
EUR10, 2h

6:00pm

Dinner at Ristorante Borgo San Felice

Dine at this elegant countryside estate offering refined Tuscan cuisine with spectacular views, perfect for families.
EUR45, 2h

Day 4: Val d'Orcia Nature & Relaxation

Val d'Orcia, Italy on September 23, 2025

7:30am

Breakfast on the go

Grab pastries and coffee to start early as you travel towards Val d'Orcia, about 1h30m drive from Chianti.
EUR10, 30m

9:00am

Drive to Val d'Orcia

Enjoy a scenic drive through rolling hills, iconic cypress-lined roads and quaint villages.
EUR0 (transport), 1h30m

10:45am

Explore Pienza

Wander this Renaissance town famous for pecorino cheese, panoramic vistas and charming streets.
EUR0, 2h

1:00pm

Lunch at La Porta Restaurant

Tuck into local specialties including fresh pecorino dishes in a quaint village setting in Monticchiello nearby.
EUR30, 1h30m

3:00pm

Visit Bagno Vignoni Thermal Baths

Relax in the unique ancient thermal pools surrounded by traditional stone architecture; open till sunset.
EUR20, 2h

6:00pm

Dinner at Osteria le Briccole

Enjoy hearty Tuscan fare in a cozy, family-friendly Osteria close to your accommodation.
EUR35, 2h

Day 5: Tuscan Coast Excursion

Castiglione della Pescaia, Italy on September 24, 2025

7:00am

Breakfast at Hotel

Early breakfast before heading west to the Tuscan coast for a refreshing beach day.
EUR10, 45m

8:00am

Drive to Castiglione della Pescaia

About 1h45m drive to this charming seaside town known for clean beaches and turquoise waters.
EUR0 (transport), 1h45m

10:00am

Beach time at Spiaggia Riva del Sole

Enjoy swimming, sunbathing, and beach games on one of Tuscany’s top sandy beaches.
EUR0, 3h

1:00pm

Lunch at Ristorante La Baracca

Fresh seafood and Tuscan specialities with sea views, great for a relaxed family meal by the shore.
EUR35, 1h30m

3:00pm

Explore Castiglione della Pescaia

Visit the medieval fortress and harbour area, open for strolling and photography until early evening.
EUR0, 2h

6:30pm

Dinner at Trattoria da Danilo

Enjoy authentic local dishes with a focus on fresh fish and traditional Tuscan recipes in this welcoming eatery.
EUR40, 2h

Day 6: Return to Florence

Florence, Italy on September 25, 2025

8:00am

Breakfast at Hotel

Delicious breakfast before the scenic drive back north to Florence, about 2h distance.
EUR12, 1h

9:30am

Drive back to Florence

Enjoy the scenic route passing Tuscan countryside, arriving in the city for more cultural exploration.
EUR0 (transport), 2h

12:00pm

Lunch at Mercato Centrale

Explore a variety of food stalls offering pizza, pasta, gelato and fresh produce – perfect for all tastes.
EUR20, 1h30m

2:00pm

Visit Accademia Gallery

See Michelangelo's David and other Renaissance masterpieces; open until 6:30pm. Pre-book tickets to skip lines.
EUR16, 2h

5:00pm

Shopping and Piazza della Signoria

Browse artisan shops and enjoy the lively atmosphere of Florence’s main square, a hub of Renaissance art and architecture.
EUR0, 1h30m

7:30pm

Dinner at Il Latini

Experience convivial Tuscan dining tradition with generous portions of local classics in a bustling environment.
EUR40, 2h

Day 7: Day Trip to Lucca

Lucca, Italy on September 26, 2025

7:30am

Breakfast at Hotel

Get an early start with a hearty breakfast before the 1h15m train or drive to Lucca.
EUR12, 45m

9:00am

Travel to Lucca

Take a scenic train or drive to Lucca, famous for its renaissance walls and relaxed vibe.
EUR0-20 (depending on transport), 1h15m

10:30am

Bike Ride on Lucca’s City Walls

Rent bikes and cycle the well-preserved city walls for beautiful views and family fun; rental approx. 10€ per person.
EUR40, 2h

12:30pm

Lunch at Osteria Baralla

Enjoy local Tuscan dishes with fresh ingredients in this charming and family-friendly restaurant.
EUR30, 1h30m

2:30pm

Explore Piazza Anfiteatro and San Michele in Foro

Discover these iconic landmarks and explore quaint shops and cafes open until late afternoon.
EUR0, 2h

5:00pm

Return to Florence

Travel back to Florence to relax after a fulfilling day exploring Lucca.
EUR0-20, 1h15m

7:30pm

Dinner at La Bussola

Taste creative dishes and seasonal Tuscan ingredients at this contemporary restaurant.
EUR45, 2h

Day 8: Final Florence Day

Florence, Italy on September 27, 2025

8:30am

Breakfast at Ditta Artigianale

Enjoy specialty coffee and freshly baked goods at this trendy café to start your last day in Tuscany.
EUR15, 1h

10:00am

Visit Florence Cathedral (Duomo) and climb to the Dome

Explore the cathedral interior and climb Brunelleschi’s Dome for extraordinary city views; tickets available online.
EUR20, 2h

12:30pm

Lunch at Trattoria Zà Zà

Sample classic Tuscan dishes in a lively atmosphere popular with locals and tourists alike.
EUR30, 1h30m

2:30pm

Shopping and Leisure

Spend your afternoon souvenir shopping and enjoying a gelato near Ponte Vecchio before evening plans.
EUR10, 2h

6:30pm

Farewell Dinner at Buca Lapi

Celebrate your final evening with traditional Tuscan steak and fine wines in Florence’s oldest cellar.
EUR50, 2h