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Greve in Chianti

A sensory hiking experience awaits you in the world-renowned wine hills of Tuscany. Feel the warmth of the sun on your skin, take in the endless vistas of vineyards and olive groves, or let the sea breeze guide you along the enchanting coastline.

All hiking tours in Tuscany

On foot through cypress-lined avenues and picturesque wine hills

Questions and answers about hiking holidays in Tuscany

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One highlight after the other awaits you when hiking in Tuscany. The route leads you from Florence to Greve and Castellina in Chianti, on to SienaSan GimignanoVolterra and finally to Cecina Mare. The picture book panoramas and wonderful vineyards are your faithful companions while hiking in Tuscany. The nature reserve Monte Nero with the small waterfall "Cascate della Strolla" is also a wonderful place to explore while hiking.

Furthermore, you can visit historical sights and villages, as well as places from the Middle Ages such as Castellina, which is particularly charming on a hilltop.

You shouldn't miss the culinary life of Tuscany on your hiking holiday either. Be sure to try some of the dishes typical of the region, such as the Pappa al Pomodoro soup, the sweet Cantuccini, the Castagnaccio alla Tuscany chestnut cake, the traditional Panzanella bread salad or the Bistecca alla Fiorentina steak. Accompanied by an excellent glass of wine such as a Brunello di Montalcino, Carmignano or a glass of Chianti Classico – this is what Tuscany tastes like. The Italian way of life can be experienced particularly well on a hiking holiday in Tuscany.

Due to the mild climate, our walking tours in Tuscany can be booked from April to October.

Tuscany is home to eight UNESCO World Heritage Sites:

  • The historic center of Florence
  • The Piazza del Duomo in Pisa
  • The historic center of San Gimignano
  • The historic center of Siena
  • The historic old town in Pienza
  • The landscape of the Val d'Orcia
  • The twelve Medici villas and the two pleasure gardens (Boboli Garden, Park Demidoff di Pratolino)
  • The town of Montecatini Terme

The most beautiful hiking tours in Tuscany

Tuscan Coast from Pisa to Elba

Pure enjoyment awaits you on our walking holiday Tuscan Coast from Pisa to Elba, 8 days. From Pisa to your final destination on the island of Elba, you will experience the best of culinary and scenic highlights in Tuscany, such as the leaning tower in Pisa, the villa town of Castiglioncello and the inviting lidos, quiet bays with wonderful opportunities for a refreshing dip in the sea, historic towns with lots of culture and sights, as well as unforgettable views to Corsica, Elba and La Gorgona. You should definitely try the Cantuccini, a sweet almond pastry, the chestnut cake Castagnaccio, the soup Pappa al Pomodoro or the Tuscan bread salad Panzanella. In Tuscany, the red wine regions dominate and you should not miss out to taste one of the regional red wines such as Merlot or Cabernet Sauvignon.

Hiking break on a rocky outcrop with a view of a village below and the coast

Picturesque Tuscany

During your hiking holiday in Tuscany you will meet culture, indulgence and varied landscapes along the way. Start your tour in the Renaissance city of Florence and marvel at the magnificent palaces and cathedrals, before travelling along the typical Tuscan hills to the historic towns of Siena and Volterra. The destination of this hiking tour is the Tuscan coast, where you can enjoy a glass of wine overlooking the turquoise sea.

Poppy in the Chianti region of Tuscany

Travel stories about our hiking tours in tuscany

Top destinations in Tuscany

Florence

the metropolis of fashion and the Renaissance

Siena

the medieval gem

San Gimignano

the jewel of Tuscany

Pisa

home of the Leaning Tower

Chianti

a haven for wine connoisseurs

What our guests say

Useful information for your hiking vacation in Tuscany

Facts about Tuscany

  • Location: In the heart of Italy, between the Tyrrhenian Sea and the Apennines 
  • Area: 22,990 km² 
  • Population: Approximately 3.7 million people 
  • Capital: Florence, with around 380,000 residents 
  • Official language: Italian 
  • Highest mountain: Monte Amiata, at 1,738 meters 
  • Season: The best time for hiking in Tuscany is from April to October
Evening atmosphere in Florence

The climate in Tuscany

Tuscany enjoys a Mediterranean climate, offering ideal conditions for hiking. Summers are warm and sunny, with temperatures often reaching 30°C, while the nights remain pleasantly cool. Spring and autumn are particularly ideal for hiking, with mild temperatures and nature either in full bloom or rich in color. The hills and valleys of Tuscany ensure good ventilation, making even the hottest days comfortable for hiking. With around 2,400 hours of sunshine each year, the region provides the perfect backdrop for unforgettable hiking adventures.

View over the vineyards and olive trees of Gabbiano

culture in tuscany

Tuscany is a true haven for culture enthusiasts and history lovers. Paths wind through rolling hills and picturesque vineyards, leading to historical treasures – from Etruscan tombs and majestic castles to the magnificent cities of the Renaissance. In Florence, Siena, and Pisa, the legacy of great artists and philosophers, along with their iconic works such as those by Michelangelo and Leonardo da Vinci, can be felt at every turn. Even in the small villages, tradition thrives, festivals, craftsmanship, and centuries-old customs are deeply rooted here. Hiking through Tuscany is an invitation to immerse yourself in history – step by step, surrounded by timeless beauty.

The entrance portal of the Basilica di San Domenico in Siena

A treat for the senses

Allow yourself to be captivated by the stunning landscapes of the Etruscan region. The vineyards that line your path are not just visually striking – they invite you to indulge. Savor the world-famous Chianti wine and explore the rich variety of traditional Tuscan cuisine. Among Italy’s regions, Tuscany is renowned for its exceptional food culture. Premium olive oils, Pecorino cheese, and seafood dishes – especially along the coast – tantalize the taste buds, providing a perfect reward after an invigorating hike.  

Wild boar and cheese specialities in Tuscany

Did you know… 

  • that the oldest bank, "Banca Monte dei Paschi di Siena," is located in the city of Siena? 
  • that Pinocchio is from Tuscany? His creator, Carlo Collodi, was from Florence. 
  • that Florence was the first city in all of Europe to have paved streets? 
  • that Tuscany is considered the birthplace of the modern Italian language? 
  • that the iconic towers of San Gimignano were built to symbolize wealth and prosperity? The noble families of the town sought to outdo each other in the height of their towers.
The towers of San Gimignano
Verena Winkler

I will be happy to help you plan your hiking holiday in Tuscany!

Verena Winkler
Travel Specialist
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