Loading
Phone1800 960 693AustraliaMonday to Friday 8am - 9pm (AEDT)
Travel Agent Login

13-Day Italy's Tuscan Countryside

Customisable Itinerary
4.6 • 20 travellers have booked with Mari L.

Trip Overview

Tuscany is one of the most famous and beautiful regions of Italy, home to stunning landscapes of rolling vineyards, traditional houses and quaint medieval hilltop villages and towns.

Your Tuscan tour from Florence takes you from the most famous parts to the lesser-known parts of the region. You'll learn a little about the history and culture of Tuscany, sample some food and wine and explore at your own pace. This is a leisurely tour that allows you to explore the Tuscan countryside your way.
Sightseeing
Culture & Arts
Food & Drink

Customise this trip for a perfect match

Private, Personalised TravelNo generic group tours. Just the activities you love, and nothing you don't.
Insider Local KnowledgeAccess insider tips, hidden gems and authentic experiences known only to locals.
End-to-end ServiceFrom the initial planning to full support while travelling, Designer Journeys provides seamless service every step of the way.
Travel With ConfidenceFeel assured travelling with an accredited Australian company with comprehensive financial guarantees and a local emergency system.
More than 1900 travellers have booked with us. Join them to make your next trip full of lifelong memories.

Itinerary

Day 1

Florence City Tour

Closeaccordion
Florence City Tour

This morning starts with an introductory tour during which you'll learn facts and secrets of two thousand years of Florentine history, from the city’s Roman origins to a 15th-century palace, from the Ponte Vecchio, through the famous Uffizi courtyard, to the wonders of the architecture of Brunelleschi’s Dome which overlooks the Baptistery golden ‘Gates of Paradise’.

  • accommodation icon
    Accommodation

    Hotel Pendini3 star

  • activities icon
    Activities

    Florence on Foot

  • transportations icon
    Transportations

    Private Driver from Florence Airport, Peretola to Hotel Pendini

  • destination icon
    Destinations

    Florence

Day 2

Visit Florence

Closeaccordion
Visit Florence

Visit Florence and the residence of the Medici family. You'll have the morning free before you go on a comprehensive tour of the Pitti Palace and the neighbouring Boboli Gardens. This is the perfect introduction to your Tuscany tour and to Florence.

  • accommodation icon
    Accommodation

    Hotel Pendini3 star

  • activities icon
    Activities

    Free Time in Florence

    Palazzo Pitti Join-in Guided Tour

    Boboli Gardens

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Florence

Day 3

Piazzale Michelangelo & Fiesole

Closeaccordion
Piazzale Michelangelo & Fiesole

Today, you have the entire day free to explore the city. You may choose to visit the museums, the Academy Gallery or climb up the stairs of the Dome of Brunelleschi. You could also take a walk in Boboli Gardens, admire the Palazzo Pitti and walk all the way up to Piazzale Michelangelo to see the entire city of Florence with the River Arno and its bridges. The day is a great resting day from your guided tour of Tuscany.

  • accommodation icon
    Accommodation

    Hotel Pendini3 star

  • activities icon
    Activities

    Piazzale Michelangelo

    Free Time in Fiesole

  • transportations icon
    Transportations

    Bus from Florence to FiesoleRequest to Book

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Florence

    Fiesole

Day 4

Siena City Tour

Closeaccordion
Siena City Tour

This morning you'll leave Florence behind with a train to Siena. After checking into your accommodation, you'll meet your guide for a private guided tour of the city. The tour starts at the San Domenico church, where the remains of Saint Catherine, protector of Italy and Europe are kept.

  • accommodation icon
    Accommodation

    Hotel Chiusarelli3 star

  • activities icon
    Activities

    Siena Tour

    Basilica Cateriniana San Domenico

    Piazza del Campo

    Siena CathedralOptional Activity

  • transportations icon
    Transportations

    Train from Florence to Siena

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Florence

    Siena

Day 5

San Gimignano, Chianti & Montalcino

Closeaccordion
San Gimignano, Chianti & Montalcino

Today, you'll head out of Siena on a guided join-in excursion to see the small beautiful towns of Tuscany and taste Tuscan wine in local wineries. You'll begin the day in San Gimignano, a medieval hill town southwest of Florence surrounded by 13th-century stone walls and many towers. Next, you'll stop in Montalcino, a beautiful medieval hilltop city with a castle that overlooks it. After lunch in a Chianti winery, you'll enjoy a wine tasting of the local wines made only in this region.

  • accommodation icon
    Accommodation

    Hotel Chiusarelli3 star

  • activities icon
    Activities

    San Gimignano

    Full Day from Siena to San Gimignano, Chianti & Montalcino

    Montalcino

    Val d'Orcia

  • meals icon
    Meals

    Breakfast and lunch

  • destination icon
    Destinations

    Siena

    San Gimignano

    Montalcino

    Tuscany

Day 6

Visit the City of St Francis

Closeaccordion
Visit the City of St Francis

This morning after a leisurely breakfast, you'll catch a bus to Assisi. Free time to visit the city and the beautiful basilica of St. Francis, one of the most revered Catholic friar in the country. This city is steeped in history, making it the perfect place for a leisurely stroll to learn a little more.

  • accommodation icon
    Accommodation

    Hotel Sorella Luna3 star

  • activities icon
    Activities

    Free Time in Assisi

  • transportations icon
    Transportations

    Bus from Province of Siena to Assisi

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Siena

    Assisi

Day 7

Perugia

Closeaccordion
Perugia

Today, you'll get to Perugia to visit the city where you can explore freely to learn a little about this creative hilltop location. The city is well known for its musical and culinary abilities that are romanticised by the cobbled streets and Roman and medieval architecture.

  • accommodation icon
    Accommodation

    Hotel Sorella Luna3 star

  • activities icon
    Activities

    Perugia

  • transportations icon
    Transportations

    Train from Assisi to PerugiaRequest to Book

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Assisi

    Perugia

Day 8

Train to Arezzo, Visit the City

Closeaccordion
Train to Arezzo, Visit the City

Catch a train to Arezzo and visit the city at your pace. A haven for shopping and art lovers, Arezzo is a small Tuscan city that is steeped in history, having once been an important Roman town and an Etruscan trading post. This stunning location is made all the more beautiful with its architecture with stunning frescos seemingly everywhere you look.

  • accommodation icon
    Accommodation

    Hotel Minerva4 star

  • activities icon
    Activities

    ArezzoOptional Activity

  • transportations icon
    Transportations

    Train from Assisi to Arezzo

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Assisi

    Arezzo

Day 9

Free Day in Arezzo

Closeaccordion
Free Day in Arezzo

Enjoy a relaxing day in this small Tuscan town, take a break, have a coffee and watch the world go by just as locals do. Arezzo is the perfect place to take it slow, where you can spend your days lazily hopping from shop to shop, browsing around museums and art galleries and taking a well-deserved long lunch. You'll fall in love with the pace of life here.

  • accommodation icon
    Accommodation

    Hotel Minerva4 star

  • activities icon
    Activities

    Arezzo

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Arezzo

Day 10

Visit Cortona

Closeaccordion
Visit Cortona

Today, you'll journey to Cortona. Found in the province of Arezzo, Cortona is a hilltown that is famous for its stonework, and you'll soon see why! Spend your day exploring the city in between visiting museums that offer a fascinating insight into the city's past life through artefacts and artworks. You'll also find that there are some interesting archaeological sites on the outskirts.

  • accommodation icon
    Accommodation

    Hotel Minerva4 star

  • activities icon
    Activities

    Cortona

  • transportations icon
    Transportations

    Train from Arezzo to CortonaRequest to Book

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Arezzo

    Cortona

Day 11

Train to Lucca

Closeaccordion
Train to Lucca

Go to Lucca by train and visit the city. A sea of clay tile roofing, Lucca has a stunning historic centre, characterised by Renaissance facades, cobbled streets and spacious squares lined with cafes. Explore the 16th- and 17th-century walls and get a feel for the city's history.

  • accommodation icon
    Accommodation

    B&B Anfiteatro2 star

  • activities icon
    Activities

    Lucca

  • transportations icon
    Transportations

    Train from Arezzo to Lucca

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Arezzo

    Lucca

Day 12

Pisa

Closeaccordion
Pisa

Everyone knows Pisa and its leaning tower, but you often forget that the tower is, in fact, the bell tower of the splendid Cathedral Santa Maria Assunta. Pisa has many other hidden treasures, its palaces and churches that you will discover along a stroll in its centre.

  • accommodation icon
    Accommodation

    B&B Anfiteatro2 star

  • activities icon
    Activities

    Pisa CathedralOptional Activity: AU$ 11 per person

  • transportations icon
    Transportations

    Train from Lucca to Pisa

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Lucca

    Pisa

Day 13

Arrivederci

Closeaccordion
Arrivederci

A private driver will take you to the airport to the end of the Tuscan tour from Florence where it started.

  • transportations icon
    Transportations

    Private Driver from Lucca to Florence Airport, Peretola

  • meals icon
    Meals

    Breakfast

  • destination icon
    Destinations

    Lucca

Share With Your Partners

Download this trip itinerary as a PDF and start planning your next trip offline!

What’s included?

  • 12 nights accommodation
  • 12 activities
  • 12 breakfasts and 1 lunch
  • Airport transfer

What’s not included?

  • Alcohol beverages
  • Domestic flights
  • Entrance fees
  • Entry visas / airport departure tax
  • Gratuities
  • Ground transportation
  • International flights
  • Laundry
  • Licensed English speaking guides
  • Personal expenses
  • Travel insurance
  • Trekking permits
As seen on
Partners