Tuscany 10-day Itinerary

The world’s largest and most important collection of Renaissance and Mannerist art, home to 5,400 works spans art history from ancient Greece through to 18th-century Venetian painting.

Florence’s great cathedral (duomo) – crowned by Brunelleschi’s ground-breaking dome – is the city’s religious heart.

Giotto’s slender pink, green and white Gothic-style campanile soars 280 feet above the surrounding streets, its great bell regularly booming over the city. The original sculptural reliefs that decorated the building are now mostly in the Cathedral Museum.

One of Florence’s two big-name art museums, home to a world-class collection of 14th- and 15th-century art, and Michelangelo’s iconic masterpiece David.

Benozzo Gozzoli’s glorious fresco depicting the Procession of the Magi dates from 1459 and covers the tiny ‘Cappella dei Magi’ in Palazzo Medici-Riccardi. Painted in brilliant jewel colours, it shows a procession of richly-attired kings, knights and servants travelling through a fairytale rural landscape.

The first floor of Florence’s traditional produce market, Centrale Mercato, was transformed in 2014 into a dazzling food hall where producers offer everything from freshly-made mozzarella, truffle pasta, barbequed ribs, artisan bread and cheeses to hand-made chocolates. Pair a guided tour (to find ingredients) with a Tuscan cooking class after.

For visitors who want to learn to make as well as eat the local specialities, this cooking school is a good place to start. Hands-on classes taught by pro chefs include making pasta, pizza, gelato, Tuscan meat and vegetarian. You can opt to tour the Central Market first too.

Housed in the city’s most imposing palazzo, Florence’s second-largest art gallery is home to masterpieces by Raphael, Rubens, Botticelli and Van Dyck.

This shady green oasis in the centre of Florence is one of the most beautiful gardens in Italy and makes a wonderful escape on a hot, summer’s day.

This small wine bar specialises in wines from small, independent producers and always has something interesting on offer. Order one of the bubbling, melted cheese-topped crostini to soak it up; the one with truffle-infused sausage is particularly good.

This hole-in-the-wall ice cream shop (on pretty Piazza della Passera in the Oltrarno) dishes up some of the best gelato in the city centre, all made in small batches from fresh ingredients and without any kind of artificial flavourings. Think pistachio, pink grapefruit, zabaglione and coffee; flavours move with the seasons.

One of Italy’s most popular sights, an astonishingly beautiful but leaning belltower dating back to 1173, doomed from the outset having been built on unstable sand and clay.

Pisa’s Field of Miracles is an extraordinary complex of historic buildings set on a wide green lawn, encompassing the iconic Leaning Tower, the Cathedral, the Baptistery and the Campo Santo.

Housed in the atmospheric, 17th-century ex-Arsenal, this archaeological museum traces the fascinating 1,000-year history of seafaring and ships in Pisa, once a great Maritime Republic. Star exhibits include the collection of restored Roman vessels, unearthed in the San Rossore area.

Learn about these extraordinary tubers – the most highly prized of Tuscany’s rich food harvest – on an expert-led truffle hunt in traditional Tuscan countryside. Hunts are often combined with truffle-based lunches or cooking lessons with truffles.

An excellent cooking school based in Certaldo (southwest of Florence) offering truffle-hunting experiences in the Chianti woods, followed by a truffle-based lunch or cooking lessons with truffles.

A picturesque mix of Medieval and Renaissance buildings, Lucca is a gem of a town that never gets over-run with tourists, giving it a delightfully authentic feel.

Don’t miss a stroll or bike ride around the 2.5 miles of walls; the locals love their ramparts and cycle, walk, jog and picnic here regularly (in summer, go early or late in the day to avoid the heat). You can hire bikes from Cicli Bizzari in Piazza Santa Maria, from where there is access to the ramparts.

The most important church in Lucca. Begun in the 11th-century, it has a magnificently carved marble façade and houses the tomb of Ilaria Carretto, a beautiful work in marble by Jacopo della Quercia.

Opera buffs shouldn’t miss the small museum dedicated to Giacomo Puccini, Lucca’s most famous son. He’s regarded as the greatest and most successful proponent of Italian opera after Verdi.

Seasonal fruit, local ingredients and organic milk, cream and eggs are the mainstays of this artisanal ice cream. Flavours vary with the seasons, but look out for the sinful De Bondt chocolate and candied orange peel and the pistachio ice creams, and the refreshing Sicilian-style granitas (almond, maybe) in summer.

Sometimes dubbed ‘Tuscany’s Manhattan’ for its clutch of slim medieval towers (visible for miles around), iconic San Gimignano is the region’s most famous (and most visited) hill town.

The picture gallery houses a collection of 12th- and 15th-century paintings from Florence and Siena. Look out for a 13th-century painted crucifix by Coppo di Marcovaldo, and paintings by Benozzo Gozzoli and Filippino Lippi.

Dondoli has earned world-wide acclaim for the quality of its gelato, made from seasonal ingredients and the best local eggs, milk and cream. High season queues are insane, but it’s worth persisting to try unusual flavours such as Santa Fina (saffron and pine nuts) and Champelmo (pink grapefruit and champagne).

The 12th-century Collegiata church has superb frescoes and a glittering interior, its vaults decorated with golden stars. The Santa Fina chapel is painted by Domenico Ghirlandaio.

Home to some of Italy’s best wines, the DOCG Chianti Classico stretches across 177,500 acres of undulating, vine-striped land between Florence and Siena.

Lying directly on the SS222, hill-top Castellina was once a bastion of Florentine dominance as seen in the imposing fortifications and tower. It’s a very pleasant town to wander around and there are lots of places to buy and taste wine.

Arguably the most perfect medieval city in the world, Siena is a glorious ensemble of red brick buildings and exquisite monuments, famous for its fan-shaped Campo and Il Palio horse race.

A must-see for its collection of paintings by Lorenzetti, Simone Martini and other Sienese masters. One of the highlights is Simone Martini’s Maesta fresco (1315); another is Lorenzetti’s fresco cycle The Allegory of Good and The Effects of Bad Government (1338-40).

A 15th-century palazzo housing more than 1,500 artworks, one of Italy’s foremost collections includes an array of dazzling Sienese fondi d’oro paintings (with gilded backgrounds). Expect works by Guido da Siena, Lorenzetti, Sodoma and Beccafumi.

The magnificent Gothic, zebra-striped Duomo houses a celebrated polychrome floor, often covered for protection but normally visible in August and September. Look out for Nicola Pisano’s superb marble pulpit and the young Michelangelo’s Piccolomini altar.

This ex-hospital building was founded in the 9th century (making it one of Europe’s oldest), and only closed relatively recently; the author Italo Calvino died here in 1985. It houses an excellent archaeological museum and the wonderful ‘Pilgrim’s Hall’ decorated with 15th-century frescoes depicting the history of the hospital.

One of the most beautiful areas of Tuscany, the Val d’Orcia is a ravishing expanse of open, undulating farmland, dotted by atmospheric hill towns and dominated by Monte Amiata, an extinct volcano.

This small, enchanting village, situated on a hill above the Val d’Orcia, is famous for its central square, which is a large pool filled with hot springs water. You can’t bathe in it these days, so head for Hotel Posta Marcucci instead.

Famous for its production of robust red wines (which can be sampled at the town’s many enotecas), hilltop Montepulciano is also worth visiting for its grand palazzi, the Duomo, and, just outside the walls, Sangallo’s church of San Biagio.