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Tuscany — experiences

Experiences in Tuscany

Renaissance cities, Chianti vineyards and the cypress-lined hills of the Val d'Orcia.

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Tuscany

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Tuscany

4 experiences and tours

Supercar, Wine Tasting & Castello di Brolio Experience
Supercar, Wine Tasting & Castello di Brolio Experience

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A private afternoon and evening supercar experience through the Chianti countryside, combining scenic driving, wine tasting and Tuscan hospitality. The experience starts from Villa Ermellina in Siena

7 Hours

€2,020Per Group
Supercar & Wine Tasting Experience at Casanova di Neri
Supercar & Wine Tasting Experience at Casanova di Neri

New

A private one-day experience combining the emotion of driving a supercar through the Tuscan countryside with a guided wine tasting at Casanova di Neri, one of the most renowned wineries in Montalcino.

7 Hours

€2,030Per Group
Sailing Boat Experience in Tuscany
Sailing Boat Experience in Tuscany

New

Indulge in an exclusive sailing boat experience along the enchanting Tuscan coast, where elegance meets the serene beauty of the Mediterranean for an unforgettable escape.

7 Days

€13,900Per Group
Classic Car, Wine Tasting & Castello di Brolio Experience
Classic Car, Wine Tasting & Castello di Brolio Experience

New

A private afternoon and evening classic car experience through the Chianti countryside, combining scenic driving, Tuscan heritage, wine tasting and refined hospitality.

8 Hours

€2,000Per Group

Browse Tuscany tours by category

Classic Car & Wine Tours in TuscanyCultural Tours in TuscanyDay Trips in TuscanyPrivate Tours in TuscanyWine Tours in Tuscany

Frequently asked questions

A satisfying visit takes at least four to five days: two for Florence's art and architecture, and two or three more for the countryside, including Siena, the Chianti wine region and a Val d'Orcia hill town such as Montalcino or Pienza. A week lets you slow down and add Pisa, Lucca or San Gimignano.

The Chianti hills between Florence and Siena are the classic choice and easiest for a day trip, producing Chianti Classico. For prestige reds, head to Montalcino (Brunello) and Montepulciano (Vino Nobile) in the Val d'Orcia. Many tours combine two areas with a farmhouse lunch.

Not for the main cities. Florence, Pisa, Lucca and Siena are all connected by train. However, a car makes the Chianti vineyards and Val d'Orcia villages far easier to reach. If you prefer not to drive, guided day tours from Florence or Siena cover the countryside without the hassle of parking in restricted zones.

Yes. The Uffizi Gallery and the Accademia (home of Michelangelo's David) sell out days ahead in peak season, and queues without a reservation can last hours. Booking a timed-entry ticket or a guided tour in advance is strongly recommended, especially from spring through autumn.

Siena's famous bareback horse race around the Piazza del Campo takes place twice each summer, on 2 July and 16 August. If you visit around those dates expect large crowds and higher prices, but also days of pageantry and neighbourhood celebrations in the run-up to the race.

Tuscany is Italy at its most iconic: Renaissance art in Florence, golden hill towns rising above vineyards, and the rolling cypress-studded countryside of the Val d'Orcia. This central Italian region rewards both culture lovers and slow travellers who want to linger over a plate of pici and a glass of Brunello.

From guided museum visits and cooking classes to Chianti wine tours and day trips into medieval villages, our experiences help you see the region beyond the crowds.

About Tuscany

Florence, the regional capital, is the birthplace of the Renaissance, home to the Uffizi Gallery, the marble-clad Duomo with Brunelleschi's dome, and Michelangelo's David in the Accademia. West lies Pisa, with its famous Leaning Tower and the marble monuments of the Piazza dei Miracoli, while Lucca hides behind intact Renaissance walls.

South of Florence, the landscape opens into the wine country. Siena is built around the shell-shaped Piazza del Campo, host of the twice-yearly Palio horse race, and its Gothic cathedral is one of Italy's finest. The Chianti hills between Florence and Siena are lined with vineyards and stone farmhouses, while further south the UNESCO-listed Val d'Orcia shelters postcard villages such as Pienza, Montalcino (home of Brunello wine) and Montepulciano (of Vino Nobile fame). To the west, the towers of San Gimignano pierce the skyline like a medieval Manhattan.

Tuscan cooking is famously simple and seasonal: ribollita bread soup, pappa al pomodoro, wild boar ragù, bistecca alla Fiorentina, pecorino cheese from Pienza, and cantucci biscuits dipped in sweet Vin Santo. It all pairs with the region's celebrated reds, from everyday Chianti Classico to prestigious Brunello di Montalcino.

What to expect on a Tuscany experience

Tuscany suits a mix of city culture and countryside escapes. Typical experiences include:

  • Skip-the-line tickets and guided tours of Florence's Uffizi, Accademia and Duomo
  • Chianti and Montalcino wine tours with cellar visits and tastings
  • Cooking classes and food walks featuring pasta, olive oil and cheese
  • Day trips to Siena, San Gimignano and the Val d'Orcia hill towns
  • Vespa, e-bike and vintage-car tours through the vineyards

Best time to visit

Spring (April to June) is arguably the finest time to visit, when the hills turn green, wildflowers bloom and temperatures are pleasant for walking. Early autumn (September to October) brings the grape and olive harvest, warm light and fewer crowds, making it ideal for wine tours.

Summer (July and August) is hot and busy, especially in Florence, though the countryside stays appealing in the evenings. Winter is quiet and cool, with misty mornings over the Val d'Orcia and the lowest prices, but shorter days and some rural closures.

Getting around

Florence's Santa Maria Novella station is Tuscany's main rail hub, with fast trains to Pisa, Lucca, Siena and beyond, plus high-speed connections to Rome, Bologna and Milan. Pisa and Florence both have international airports.

Regional trains and buses link the larger towns, but many hilltop villages and vineyards in Chianti and the Val d'Orcia are only reachable by car. Renting a car gives the most freedom for exploring the countryside, while guided day tours from Florence or Siena are the easiest way to reach the wine estates without driving.

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