Fiesole, located in the hills embracing Florence, is an excellent starting point for itineraries along Tuscany.
From this fascinating location, rich in history, art and culture, you can easily reach wonderful destinations in the region, such as Florence, San Gimignano, Lucca, Pisa, Chianti and many other Tuscan places.
Here are some suggested destinations that can be undertaken starting from Fiesole.
Itinerary 1: Florence
Distance from Fiesole to the historic center of Florence: 8 km (about 20 minutes by car or 30 minutes by public transport).
- Florence Cathedral: the itinerary cannot fail to start at the Cathedral of Santa Maria del Fiore, one of the most representative symbols of the city, and then climb the majestic Brunelleschi Dome and admire the breathtaking view of the city.
- Piazza della Signoria: walk down the beautiful Via dei Calzaiuoli to reach the Piazza with the Palazzo Vecchio, the seat of the Florentine government, and the Loggia dei Lanzi, a masterpiece of Renaissance architecture.
- Uffizi Gallery: for art lovers, the museum offers a plethora of Renaissance masterpieces, including famous works by Botticelli, Raphael and Michelangelo.
- Ponte Vecchio: heading towards the Arno River, you can walk along the charming Vasariano Corridor and reach the historic jewelry stores located on the Bridge.
- Boboli Garden: to relax in one of the most beautiful gardens in Italy, located behind Palazzo Pitti, an imposing Medici residence.
Itinerary 2: Chianti
Distance from Fiesole to Greve in Chianti: 30 km (about 40 minutes by car).
- Greve in Chianti: quaint little town in Chianti, famous for its splendid triangular square, surrounded by arcades and historic buildings, and for its wine cellars offering tastings of prestigious wines.
- Castellina in Chianti: ancient medieval town with a charming historic center, walls and the Rocca.
- Radda in Chianti: one of the “most beautiful villages in Italy,” with its stone houses and cobblestone streets that offer striking views.
- Montefioralle: one of the most beautiful villages in Chianti, with its stone houses, narrow streets and well-preserved medieval walls.
- Pieve di San Cresci: a splendid Romanesque church situated in a panoramic position, surrounded by vineyards and olive groves.
Itinerary 3: San Gimignano and Volterra
Distance from Fiesole: 60 km (about 1 hour and 15 minutes by car)
- San Gimignano: this charming medieval town, a UNESCO World Heritage Site, is world famous for its spectacular 14th-century towers that dominate the entire town.
- Volterra: is a city of ancient Etruscan origins, as evidenced by numerous archaeological finds and the remains of important Etruscan monuments. Of particular interest is the Etruscan Museum, which houses a unique collection of bronze and silver artifacts.
- Roman Theater: Staying in Volterra, the Theater is a must-visit place to immerse yourself in Etruscan history and culture. The Theater, built in the first century B.C., is one of the best preserved in the entire Italian peninsula and offers visitors an evocative and magical atmosphere.
Itinerary 4: Lucca and Pisa
Distance from Fiesole: 100 km (about 1 hour and 30 minutes by car).
- Lucca: This beautiful city, full of Romanesque churches, Renaissance palaces and charming squares, is world-famous for its imposing 16th-century walls, which can be explored on foot or by bicycle.
- Lucca Summer Festival: Every summer, Lucca hosts the famous music event that attracts thousands of international music fans, offering them the chance to attend concerts by world-renowned artists in a truly unique urban and scenic setting.
- Pisa: Known worldwide for its iconic Campanile, better known as the Leaning Tower, which stands majestically in the beautiful Piazza dei Miracoli, along with the Duomo, Baptistery and Monumental Cemetery.
Itinerary 5: Val d’Orcia
Distance from Fiesole: 150 km (about 1 hour and 45 min. by car)
- Montepulciano: Perched on a promontory, it is world-famous for the production of the fine Vino Nobile di Montepulciano, an excellent red wine. In addition to wineries and wine tastings, Montepulciano captivates visitors with its splendid historic center, characterized by elegant Renaissance palaces and charming squares.
- Pienza: called “the ideal city” because of its harmonious urban layout commissioned by Pope Pius II, Pienza is a jewel of the Renaissance. In addition to its beautiful palaces and splendid churches, Pienza is renowned for the production of the famous Pecorino di Pienza, a sheep’s milk cheese with an unmistakable flavor.
- Montalcino: It is the heart of the production of Brunello di Montalcino, one of the most prized and appreciated red wines in the world. In addition to numerous wineries and tastings, Montalcino offers visitors a well-preserved historic center with ancient palaces, towers and the majestic Fortress, from which there is a splendid view of the Val d’Orcia.
Where to stay and eat in Fiesole
The FH55 Hotel Villa Fiesole is ideally located, nestled in one of the most charming settings around Florence.
This refined property is the perfect choice for those who wish to enjoy the tranquility and natural beauty of the Fiesole hills.
The hotel, which retains the charm of a historic mansion, is located a short distance from the main trails and tourist attractions in the area, making it easy to explore the surrounding area.
The spacious and well-lit rooms are furnished with great attention to detail, offering guests a relaxing and relaxing stay.
With its serene atmosphere and proximity to major points of interest, FH55 Hotel Villa Fiesole presents itself as the perfect choice for all types of guests: couples looking for romance, families who want to spend a vacation in an elegant and refined setting, and groups of friends eager to discover the beauty of Fiesole and Florence.
In addition to its favorable location, Hotel Villa Fiesole offers a range of services to make your stay truly memorable.
Prominent among these is the Serrae Villa Fiesole restaurant, under the direction of Chef Antonello Sardi, who has been awarded the prestigious Michelin Star 2025.
We hope these itineraries have been helpful in experiencing and discovering the beauty of Tuscany starting from Fiesole.
Enjoy your trip.