Tuscany Art Cities: Itineraries and Tips for Your Day Trips
Florence, Siena, and Pisa at Your Fingertips: Your Guide for Daily Tours from Montaione
A holiday at Piè di Costa Holiday Home in Montaione represents the ideal choice for visiting Tuscany's main art cities while staying in the tranquility of the countryside. Thanks to our strategic position in the heart of the region, legendary destinations such as Florence, Siena, Pisa, and Lucca can be reached in less than an hour by car, and San Gimignano and Volterra in about 30 minutes, allowing you to organize convenient day trips to world-famous museums, iconic monuments, and UNESCO World Heritage historic centers.
However, Tuscany can also offer wonderful surprises far from the main tourist flows. If you wish to enjoy a more intimate and private experience, we invite you to explore our medieval villages and hidden treasures, such as the historic Certaldo, the hills of Montespertoli, Leonardo's town of Vinci, or the evocative Monteriggioni. We have created a guide dedicated to the most characteristic villages of the Valdelsa, where you will find many tips for discovering authentic corners of Tuscany, perfect for half-day excursions that are also suitable for families.
Discover artistic wonders while staying at Piè di Costa Holiday Home in Montaione. Whether you are looking for the majesty of grand Renaissance squares or the discreet charm of an ancient stone village, our privileged location offers you the perfect base for a complete cultural holiday, combining the art of historic metropolises with the authentic quiet of our rural landscapes.
Best daily itineraries to discover Tuscany
Staying in Montaione will allow you to reach the most iconic destinations with "stress-free" day trips. Here is our proposal of the best itineraries to discover Renaissance treasures and the most famous medieval villages of Tuscany, all reachable in less than an hour's drive from Piè di Costa.
Day 1: Florence
The Capital of the Renaissance
We recommend not using the car. Take the train from Castelfiorentino station (10 minutes from Piè di Costa), where you can leave your car in the adjacent parking lot. You will arrive at Firenze Santa Maria Novella station in less than an hour, just a few steps from the historic center. You will avoid ZTL (limited traffic zones) and expensive parking.
Florence
Florence is one of the most famous cities of art in the world and an essential stop for anyone wishing to experience an authentic cultural itinerary through the Renaissance, museums, and architectural masterpieces. As the cradle of the Renaissance and a UNESCO World Heritage site, its historic center offers a unique concentration of art, history, and beauty.
Founded by the Romans in the first century B.C., it came under the rule of the Medici family in the 15th century, a period during which Florence reached its peak of splendor.
Since then, legendary artists such as Giotto, Cimabue, Michelangelo, Brunelleschi, and Botticelli have left an unforgettable mark through their paintings, sculptures, and imposing works of art like the Duomo, Palazzo Vecchio, and many others.
The most famous museums in Florence include: the Uffizi Gallery, the Accademia Gallery, the Medici Chapels, and the Bargello National Museum.
- Luxury shopping streets: Via Tornabuoni, Via Calzaiuoli, Via della Vigna Nuova.
- The Schiacciata from Antico Vinaio and a "Lampredotto" sandwich at Trippaio del Porcellino, two of Florence's most famous street foods.

Day 2: Monteriggioni and Siena
The Sienese Middle Ages
Siena
Siena is one of the most fascinating cities of art in Tuscany, famous for its perfectly preserved medieval historic center and the authentic atmosphere felt in its "contrade" (districts). A UNESCO site, it offers a suggestive journey through scenic squares, historic palaces, and extraordinary works of art.
Even today, you can admire the ancient walls and the medieval structure of the town, composed of narrow alleys and noble palaces.
Of significant artistic interest are the Duomo, dating back to the 14th century, Piazza del Campo—home to the Palio di Siena—and the surrounding buildings, as well as 15 museums including the Palazzo and Museo Civico, the National Gallery (Pinacoteca), and the Museum of the "Tavolette".

Monteriggioni
Nestled on a gentle hill, Monteriggioni appears majestic to visitors with its intact ancient walls and 14 watchtowers.
Walking through the streets of Monteriggioni will make you relive the medieval atmosphere of a village where time has stood still. It is possible to climb certain sections of the ancient walls and admire the stupendous view of the village and surrounding hills.
Entering through the medieval gate, you reach the large square with the Romanesque church, the "Monteriggioni in Arme" museum, and small shops selling local crafts and typical products.
- Walkway on the walls: to enjoy a breathtaking view over the Chianti region.
- Main Square: the heart of the village life with its Romanesque church.
- "Monteriggioni in Arme" Museum: to discover the military history of the fortress.
- Artisan shops: ideal for buying typical local products.

Day 3: Lucca and Pisa
From the Leaning Tower to the Renaissance Walls: A journey through Tuscan architecture.
Pisa
Pisa is among the most internationally recognized Tuscan cities of art thanks to the famous Piazza dei Miracoli and the Leaning Tower, iconic symbols of Italian artistic heritage. Beyond its best-known monuments, the historic center hides charming churches, palaces, and views along the Arno river.
The city, crossed by the Arno, reached its maximum splendor in the 11th century as an important naval base and through the commercial trade it developed throughout the Mediterranean.
The most important monument is undoubtedly the Leaning Tower and the Duomo, although the Church of Santa Maria della Spina and the ancient Church of S. Paolo a Ripa d'Arno—a clear example of Romanesque architecture—are also well worth a visit.

Lucca
Lucca is one of the few cities in Tuscany that still preserves its surrounding walls intact. Built between 1504 and 1645, they were never actually used for defense.
The city became famous in the 15th century for the art of silk weaving, which became its primary economic source.
Today, visitors can admire the Palazzo della Signoria, the Church of Santi Giovanni e Reparata, and Piazza San Martino, where the Cathedral dedicated to Saint Martin—the city's most important religious building—is located.

Day 4: San Gimignano and Volterra
Between Towers and Alabaster
San Gimignano
Famous worldwide for its 14 towers, San Gimignano is located in the heart of the Tuscan countryside between Florence and Siena, 334 meters above sea level on a hill overlooking the Val d'Elsa.
Originally, San Gimignano was a small Etruscan village of the Hellenistic age, but it only began to expand after the 10th century.
During the medieval period, there were as many as 72 towers, which represented the power and wealth of noble families.

Volterra
Located between the Cecina and Era river valleys, Volterra is an ancient city enclosed by solid walls. It is important not only for the remains of Etruscan civilization and the medieval period but also for the processing of Tuscan Alabaster, whose artifacts today represent typical local craftsmanship. After being a flourishing Etruscan city, it was subjected to Rome. Today, Volterra remains unchanged, allowing visitors to admire the Vallebona Theater, the Palazzo dei Priori, and Palazzo Pretorio with its "Porcellino" (piglet) crenellated tower among its medieval streets, along with a panorama of the Tuscan countryside including the "Balze" cliffs.

FAQ on recommended daily itineraries to visit the most famous art cities of Tuscany
What are the best day trips to visit Tuscany's most famous art cities?
Staying at Piè di Costa allows you to reach the region's most iconic destinations in less than an hour by car or train. Every day offers a different experience: from the Renaissance charm of Florence to the majesty of Piazza del Campo in Siena, to the famous Leaning Tower of Pisa and the walls of Lucca. Thanks to our central location, you can also visit Volterra and San Gimignano in about 30 minutes, combining the cultural richness of major sites with the peace of returning to your holiday home.
Choose How to Experience Tuscany
What kind of holiday are you looking for? Discover experiences designed for every travel style.
If you are on holidays with children
Explore activities designed for families near Montaione: playgrounds, outdoor trails, swimming pools and creative workshops. The perfect holiday for both adults and kids!
Discover moreIf you want an active holiday
Hiking, cycling, trekking and outdoor sports await you at Piè di Costa and around Montaione. Experience Tuscany immersed in nature and rolling landscapes.
Discover moreIf you are a gourmet
Savor the authentic flavors of Tuscany in typical restaurants, local markets, and farm-to-table products. From Valdelsa wines to traditional recipes, every meal becomes a unique experience.
Discover more
































