Italy Express: Tuscany Cities and Landscapes
The trip in a nutshell
Embark on an unforgettable journey through Tuscany, the crown jewel of Italy's regions, boasting a rich tapestry of culture, history, gastronomy, and wine. From the enchanting streets of Florence, steeped in the legacy of the Medici family, we venture into the picturesque Chianti hills, where historic villages and panoramic vistas await, accompanied by the finest wines.
Our next stop is Siena, another exquisite gem of Tuscany, where we indulge in the flavours of Pici alla Senese and marvel at the renowned Piazza del Campo. Returning to Florence, we delve into the grandeur of palaces, verdant gardens, and iconic landmarks before making a captivating detour to Pisa, a coastal city steeped in centuries of heritage and culture.
Join us on this immersive journey, where every moment promises to be a feast for the senses. Your Tuscan adventure awaits!
Trip type
Express: jam-packed itinerary to make the most of the few days of holiday allowance you have.
Physical rating
MODERATE - this itinerary may involve hiking or other activities that require a moderate amount of physical effort. Be prepared for some potential long transfers and early wake up calls!
Entry requirements
Please visit your country's official government website to find out the necessary requirements for entering the country of destination.
Arrival and departure
This trip will begin and end in Florence. Aim to arrive on the first day by 6pm - on the last day you are free to leave whenever!
What's included
4 nights accommodation in shared rooms
Car rental for days 2 and 3
Local wine tasting experience in the Chianti region
Entrance to the Duomo Cathedral in Florence
Entrance to Torre Grossa in San Gimignano
Travel coordinator services
Free cancellation with 100% refund up to 31 days before departure
Itinerary
Welcome to Italy
Check-in
Round trip flights are not included in the package, so you can choose from where and when you want to fly. This is to give you maximum freedom of choice!
Check-in at the hotel in Florence and meet the rest of your group! Let's kickstart our adventure in Tuscany by taking a nice walk to find a fantastic local restaurant where we can toast and grab some dinner.
Included: overnight stay
Not included: meals and drinks
Chianti hills, Pienza and Siena
Chianti Landscapes
Today we head towards the stunning Chianti region. The landscapes are postcard-like and, after stopping ever-so-often to take pictures, we will reach a local winery and enjoy a special local wine tasting experience. We will also discover some of the secrets to the winemaking processes. Afterwards, we will set off again to visit some of the unique and historic villages such as Greve and Castellina in Chianti. We then head to Pienza, famous for its pecorino cheese. - ready to taste another Italian masterpiece? In the evening we reach Siena where we will spend the night.
Included: overnight stay, car rental, local wine tasting experience
Money pot: fuel, tolls, and local entrance tickets
Not included: meals and drinks
Siena, San Giminiano and Pisa
Siena and San Giminiano
Good morning Siena, a city where we will explore it's medieval streets, Torre del Mangia, the Cathedral and the famous Piazza del Campo. After dedicating a good part of the morning to wandering around the city, we head to San Giminiano and Monteriggioni, two well-preserved medieval villages in which we lose ourselves among food tastings and unique landscapes. From Piazza della Cisterna we will climb to the top of Torre Grossa to witness a unique viewpoint.
Road to Florence via Pisa
After a typical Italian lunch and some sing along in the car, we will finally reach the sea for a short stop in the city of Pisa; famously known for the Leaning Tower and the Campo dei Miracoli, a square rich in history and monuments such as the Pisa Cathedral, the Baptistery and the Camposanto cemetery. This will be a short but intense stop before returning to Florence, ready to make the most of our last full day!
Included: overnight stay, car rental and entrance to Torre Grossa in San Gimignano
Money pot: fuel, tolls, and local entrance tickets
Not included: meals and drinks
Exploring Florence
Duomo Cathedral and Uffizi Gallery
We dedicate our last full day in this beautiful country to Florence, a city of Renaissance full of timeless charm and beauty. We will explore the Piazza del Duomo and its Cathedral built by Brunelleschi, to then reach Piazza della Signoria, the historic seat of the city municipality and gateway to entrance of the Uffizi Gallery. Are you ready to indulge in some art and culture?
Pitti, Ponte Vecchio and Boboli Gardens
After an amazing few days, it is now our last afternoon together in Italy. Let's walk through the historic streets of Florence and discover iconic spots such as Palazzo Vecchio and Palazzo Pitti, and the infamous Ponte Vecchio. The love and romance that Ponte Vecchio if unique, as is the walk along the Arno river which takes us directly to the last stop of the day, the Boboli Gardens. It will be here that we say goodbye to Florence, admiring a breathtaking sunset from the Boboli terrace and sharing one last drink with our new friends.
Included: overnight stay, entrance fee to the Duomo Cathedral
Money pot: Boboli Garden, Uffizi Gallery and other ticket admissions
Not included: meals and drinks
Goodbye Italy
Check out and goodbye
Time to say goodbye: see you all at the next WeRoad adventure!
End of services. The itinerary may undergo some variations that differ from what is stated above. These variations may not be predictable nor depend on WeRoad’s will, i.e. climate conditions, national holidays, strikes, etc.
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The travel coordinators
Our travel coordinators are chosen because they are people like you. Not only are they the best travel buddy you could hope for, but they're trained professionals guaranteed to show you a travel experience like never before