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Tuscany Hiking Tours

Tuscany hiking tours offer breathtaking views across rolling hills, vineyards, and medieval towns, creating an unforgettable adventure travel experience. From the historic Via Francigena to the rugged paths of the Apuan Alps, planning a hiking tour in Tuscany provides an enriching blend of culture and nature. These treks through Tuscany will immerse you in natural beauty and cultural richness, presenting both challenging and leisurely routes.

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    Displaying 14 of 14 tours

    Open details for St. Francis Way – Chiusi to Città di Castello
    Lifetime Deposit

    Tuscany

    St. Francis Way – Chiusi to Città di Castello

    During the obscure times of the Middle Ages, an enlightened man walked along the ridges and valleys of the Apennines, looking for God’s signs in nature and talking to people about peace, humility, and togetherness. He was Francis of Assisi, a mystical person who fascinates us still today and whose charisma and philosophy are respected the world over. The St. Francis Way – Chiusi ti Città di Castello Tour is a pilgrimage that follows his footsteps.

    Pilgrimage
    Self-Guided
    Apr-Oct
    6 days from $475USDDetails
    Open details for Elba Island Walking Tour
    Lifetime Deposit

    Tuscany

    Elba Island Walking Tour

    The Elba Island Walking Tour is the perfect way to explore all that the “Pearl of Tuscany” has to offer. Trek from alpine villages to the pristine beaches lining the Mediterranean and soak up the rich history of the island in classic fishing villages and vibrant towns.

    Walking
    Self-Guided
    Apr-Oct
    6 days from $525USDDetails
    Open details for Via Francigena 5: Pontremoli to Lucca
    Lifetime Deposit

    Tuscany

    Via Francigena 5: Pontremoli to Lucca

    Take a walk on an 8-day self-guided journey along the Via Francigena, from Pontremoli to Lucca, exploring a blend of nature, culture, history, and spirituality. This varied trek through Tuscany starts in the mystical Lunigiana region, famous for its ancient Stele Statues, before leading you to the sandy shores of Versilia. Along the way, you’ll pass through Pietrasanta, a haven for artists, and continue to Lucca, where Renaissance walls and charming streets await. This route combines lush countryside, medieval villages, coastal trails, and the artistic heritage of Tuscany, offering an unforgettable adventure through one of Europe’s historic pilgrimage paths.

    Walking
    Self-Guided
    Apr-Oct
    8 days from $695USDDetails
    Open details for Via Degli Dei from Bologna to Florence Walking Tour
    Lifetime Deposit

    Tuscany

    Via Degli Dei from Bologna to Florence Walking Tour

    The Way of the Gods or Via degli Dei is a stunning walking route that connects two of Italy’s most important art cities: Bologna and Florence. Walk through history, with wonderful views over the Italian countryside, wonderful food and wine in each village, and history everywhere.

    Walking
    Self-Guided
    Apr-Oct
    8 days from $725USDDetails
    Open details for Via Francigena from Lucca to Siena
    Lifetime Deposit

    Tuscany

    Via Francigena from Lucca to Siena

    Beauty and adventure await you on this Via Francigena pilgrimage walking tour through Tuscany. Enjoy the best of the Italian countryside as you walk from Lucca to Siena along the ancient pilgrimage route. Panoramic views of rolling hills and vineyard stretch out before you like a painting on this incredible tour.

    Walking
    Self-Guided
    Apr-Oct
    8 days from $750USDDetails
    Open details for Via Francigena from Montefiascone to Rome
    Lifetime Deposit

    Tuscany

    Via Francigena from Montefiascone to Rome

    A journey on the Via Francigena is like traveling back in time, and this self-guided route takes you from Montefiascone to Rome. Walk between lovely historic villages and through scenic Lazio countryside before reaching the incomparable city of Rome. This tour along the Via Francigena combines history, culture, nature, adventure, tradition, and great food into one amazing experience.

    Trekking
    Self-Guided
    Mar-Oct
    8 days from $750USDDetails
    Open details for Walking in Val d’Orcia: Montepulciano to Siena
    Lifetime Deposit

    Tuscany

    Walking in Val d’Orcia: Montepulciano to Siena

    The Walking in Val d’Orcia: Montepulciano to Siena walking tour is an excellent way to immerse yourself in Tuscany’s most beautiful landscapes and get in touch with Tuscan culture, history, and cuisine through walking and trekking.

    Walking
    Self-Guided
    Apr-Oct
    8 days from $775USDDetails
    Open details for From Siena to Cortona Walking Tour
    Lifetime Deposit

    Tuscany

    From Siena to Cortona Walking Tour

    Imagine walking in the Tuscan countryside, connecting the iconic towns of Siena and Cortona. Days filled with walking through Tuscany, evenings in towns and villages, enjoying world class food, wonderful wine, and incredible history. This Siena to Cortona walking tour is the trip for you.

    Walking
    Self-Guided
    Apr-Oct
    7 days from $795USDDetails
    Open details for Etruscan Hilltop Towns of Italy Tour
    Lifetime Deposit

    Tuscany

    Etruscan Hilltop Towns of Italy Tour

    The Etruscan Hilltop Towns of Italy tour is a perfect experience for those who want to get in touch with some of Italy’s quiet, idyllic regions: Tuscany, Umbria, and Lazio. There is something about hilltop towns that makes them look straight out of a fairytale. Perched on top of hills and cliffs, they dominate the surrounding countryside with their castles, fortresses and houses.

    Walking
    Self-Guided
    Apr-Oct
    8 days from $875USDDetails
    Open details for St. Francis Way – Firenze to La Verna Tour
    Lifetime Deposit

    Tuscany

    St. Francis Way – Firenze to La Verna Tour

    During the Middle Age, an enlightened man walked along the ridges and valleys of the Apennines, looking for God’s signs in nature and talking to people about peace, humility, and togetherness. He was Francis of Assisi, a curious person who fascinates people today and whose charisma and philosophy are respected the world over.

    Walking
    Self-Guided
    Apr-Oct
    8 days from $895USDDetails
    Open details for Via Francigena: Orvieto to Rome
    Lifetime Deposit

    Tuscany

    Via Francigena: Orvieto to Rome

    The Via Francigena walking tour from Orvieto to Rome Tour is a unique opportunity to walk and trek across an ancient pilgrim trail through the awe-inspiring landscape and historic villages before arriving in Rome, one of Italy’s most popular destinations.

    Pilgrimage
    Self-Guided
    Apr-Oct
    10 days from $895USDDetails
    Open details for Walking in Chianti Tour
    Lifetime Deposit

    Tuscany

    Walking in Chianti Tour

    This Tuscan walking tour takes you through the enchanting Chianti Region. This is a great way to explore Tuscany on foot, while tasting the world-renowned offerings of the region, including signature Chianti wine and Florentine cuisine.

    Walking
    Self-Guided
    Apr-Oct
    8 days from $925USDDetails
    Open details for Via Francigena 7: Siena to Montefiascone
    Lifetime Deposit

    Tuscany

    Via Francigena 7: Siena to Montefiascone

    This 10-day self-guided tour along the Southern Section of the Via Francigena offers an unforgettable journey from Siena to Montefiascone. As you explore this historic pilgrimage route, you’ll experience the medieval charm of Siena, the breathtaking rolling hills of the Crete Senesi, and charming hilltop villages like San Quirico d’Orcia and Castiglione d’Orcia. The walk blends Tuscany’s iconic cypress-lined paths, panoramic landscapes, and picturesque hamlets with cultural treasures like the imposing fortress of Radicofani and scenic Lake Bolsena. With delicious local cuisine, cozy accommodations, and stunning views at every turn, this walk immerses you in the beauty, history, and spirit of central Italy.

    Walking
    Self-Guided
    Apr-Oct
    10 days from $975USDDetails
    Open details for Hiking the Hiking the Tuscan Coast from Pisa to Elba

    Tuscany

    Hiking the Hiking the Tuscan Coast from Pisa to Elba

    Want to see a different part of Tuscany from what you expect? Trade the rolling hills for the stunning coastline on this wonderful walking tour. Fear not, even though you are on the coast you will still indulge every meal with wonderful Tuscan food and wine, a great reward after a beautiful day walking.

    Walking
    Self-Guided
    Mar-Oct
    8 days from $1,075USDDetails

    1-14 of 14 tours

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    Tuscany General Information

    Where to Trek in Tuscany

    When planning where to trek in Tuscany, you have numerous enchanting routes and hubs from which to choose. Siena and Florence serve as excellent starting points for trails like the Via Francigena. For more rugged adventures, the Garfagnana region offers mountainous landscapes and remote trails.

    What makes Trekking in Tuscany special?

    Trekking in Tuscany is a special experience due to the stunning combination of natural landscapes and historical settings. The region features well-trodden paths like the Via Francigena that connect ancient towns and cities through picturesque countryside, offering trekkers a unique journey through time and nature.

    When to go Trekking in Tuscany

    The best times to go trekking in Tuscany are during the spring (April to June) and autumn (September to November). These months offer mild weather, fewer tourists, and vibrant natural scenery. Summer provides warm weather but can be very hot for strenuous activities, while winter may see some trails less accessible due to rain.

    Top 5 Treks in Tuscany

    1. Via Francigena - This ancient pilgrim route runs from the north to the south of Tuscany, passing through enchanting medieval towns like San Gimignano and Lucca. It's a historic path that offers a taste of Tuscany's rich heritage and beautiful rural landscapes.
    2. Apuan Alps - For those seeking a more challenging hike, the Apuan Alps offer rugged trails with stunning views of both the mountains and the sea. This area is less traveled and provides a unique glimpse into the natural diversity of Tuscany.
    3. Chianti Countryside - Walking through the Chianti region allows trekkers to explore the heart of Tuscany’s wine country, with trails winding through vineyards and olive groves, connecting quaint villages where wine tasting is a must.
    4. Tuscan Archipelago National Park - Located on the islands off the Tuscan coast, such as Elba, this national park offers coastal hikes with spectacular sea views and pristine natural environments, ideal for those looking to combine hiking with some beach time.
    5. Path of the Gods on the Amalfi Coast - Extending the trekking experience beyond Tuscany, this renowned path offers breathtaking views along the Amalfi Coast. Though not in Tuscany, many visitors to the region extend their adventure to include this iconic southern trail.

    Travel tips for Tuscany Hiking Tours

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