Tuscany Trekking and Hiking Trips in 2025/2026

Design your own personalized Trekking and Hiking trip to Tuscany with help from a local expert.

Work with a local expert to plan a seamless itinerary through Tuscany and Italy.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

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Halloween Super Sales

Tuscany Walks & Chianti Wines

4.8

(90 reviews )

No booking fees

Best price guaranteed

The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.

Trekking and Hiking Food tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Siena, Tuscany, Chianti, Pancole

Siena, Tuscany, Chianti, Pancole, Florence, San Gimignano

Duration8 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Halloween Super Sales

Walking in Tuscany

4.9

(226 reviews )

No booking fees

Best price guaranteed

This part of Tuscany was a complete surprise and a total delight. Not only did we have the typical walking through rolling pastureland covered with wildflowers, we also had many walks through shady forests decorated with sun streaming through the new green leaves and over a floor of last years copper leaves before we emerged onto high ridges to enjoy stunning views over still snow clad peaks. A total delight.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Tuscany, Pisa, Lucca, Braccicort

Tuscany, Pisa, Lucca, Braccicorti, Corfino, Casone

Duration8 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Halloween Super Sales

Via Francigena: Best of Tuscany

4.7

(33 reviews )

No booking fees

Best price guaranteed

A wonderfully organized service with excellent communications. The phone app worked well and we so enjoyed every mile of our adventure!

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Buonconvento, San Minia

Tuscany, Buonconvento, San Miniato Alto, Gambassi Terme, San Gimignano, Gracciano, Monteriggioni, Siena, Lucignano D Arbia

Duration9 days

From

USD 1,390

USD 1,348

Saving

USD 42

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Halloween Super Sales

Via Francigena: Southern Tuscany from Siena

4.4

(10 reviews )

No booking fees

Best price guaranteed

Having worked with them on a trip in Northern Italy last year, I was confident they would deliver a great experience. They did. From the quality of the hotels, included meals, the navigation app used down to the distances covered each day, everything was well thought out and first rate. Along the way I met other walkers who’d used other companies. Every single one had a complaint about the company they used. I had no complaints and recommended them repeatedly along the route. I’m already making arrangements for an Italian walk next year with this company.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Siena, Lazio, Lucignano D

Rome, Siena, Lazio, Lucignano D Arbia, Tuscany, San Quirico d'Orcia, Castiglione D Orcia, Radicofani

Duration8 days

From

USD 1,450

USD 1,407

Saving

USD 44

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Halloween Super Sales

Walking in Tuscany's Apuane Alps

(1 review )

No booking fees

Best price guaranteed

Escape the crowds with remote mountain walking exploring northern Tuscany. The Apuane Alps are a remote area of northern Tuscany - a world away from the towns and rolling hills of the south. There are few other walkers and the villagers make you feel truly welcome. This walk has many attractive ingredients, from wide mountain vistas, to remote hamlets surrounded by forest and mountain scenery. From the small unassuming town of Fornaci di Barga you'll enter the Apuane forests, climbing up through chestnut woods and dropping down through vineyards to the ancient village of Verni, home to an impressive series of limestone massifs rising up to 2000m. The Apuanes are famous for their scenery of white marble towers, abysses and the largest cave system in Italy. During the walk you'll explore remote chapels, climb Monte Forato (1223m) and visit the 'Grotta del Vento' with its subterranean lakes. You'll also have the option to ascend Pania della Croce (1860m) before visiting the hermitage at Calomini. NB : On this tour there is a maximum of 2 single rooms available.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Guest House

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Lucca, Fornaci Di Barga

Tuscany, Lucca, Fornaci Di Barga, Verni, Fornovolasco, Monte Forato, Eremo Di Calomini

Duration8 days

From

USD 1,660

USD 1,610

Saving

USD 50

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Halloween Super Sales

Via Francigena: Pontremoli to Lucca

(1 review )

No booking fees

Best price guaranteed

Journey by foot through the little-known region of Tuscany between Pontremoli and the walled town of Lucca along the Via Francigena, the Italian Camino. The Via Francigena has experienced a recent revival and is now one of the most exciting pilgrimage trails in Europe. This section of the trail takes you through a little-known region of Tuscany. Starting in Pontremoli, in the heart of the Lunigiana region where the green hills are dotted with fine castles, you will descend to the sea in Versilia. Enjoy the coastal scenery as you walk along the sandy beaches and during the warmer months you can happily stop for a swim en route. Leaving the coast behind, you will head back toward the Tuscan hills. You can visit the fascinating artists' workshops in Pietrasanta, known as the Italian Athens, which rests at the foot of the Apuan Alps. The highlights continue as you reach the walled town of Lucca, one of the most captivating old town centres of Tuscany.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Lucca, Pontremoli, File

Tuscany, Lucca, Pontremoli, Filetto, Aulla, Sarzana, Massa, Camaiore

Duration8 days

From

USD 1,390

USD 1,348

Saving

USD 42

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Halloween Super Sales

Via Francigena: Walk from Lucca to Siena

(1 review )

Trip customizable

Best price guaranteed

Discover the Tuscan countryside and culture on this 8-day self-guided walking tour. Through the extensive footpath network of the area, roughly following the traces of the Via Francigena, one of Europe’s most important ‘highways’ in medieval times, you walk from village to village and experience a full immersion in the world-famous Tuscan landscape. The tour is perfect as an introduction to the region and a great choice for people who love museums, galleries and Gothic and Romanesque architecture. You have plenty of time to visit attractions on most of the days. You will also have time to visit all the beautiful medieval villages and historic towns along the Via Francigena: starting from beautiful Lucca, you’ll pass through Fucecchio, San Miniato, Gambassi Terme, the stunning San Gimignano with its medieval skyscrapers and Monteriggioni, admired by Dante in his Divine Comedy. An optional detour can bring you to beautiful Colle Val d’Elsa and the tour ends in Siena, arguably the most perfectly preserved medieval town in Tuscany. This tour threads together some of the most attractive towns and villages in Tuscany in an eloquent procession. However, the emphasis of the tour is to enjoy the countryside, the rolling vineyards, the poppies in spring and the wild cyclamen in autumn. The area north of Siena is an amazing landscape of rolling hills, alternating vineyards and forests, while cypresses line the way leading to the distant farmhouses. Walking here is an unforgettable experience and many of the views have barely changed for hundreds of years. Accommodation and some meals are included. You spend a night in one of the best agriturismos in Tuscany, and the final night in the heart of Siena, in one of the most characteristic little hotels. This is a moderately easy tour which is suitable for those who have some experience of walking and a good general physical condition.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

English

Destinations

Siena, Tuscany, Lucca, Altopasci

Siena, Tuscany, Lucca, Altopascio, San Miniato Alto, Gambassi Terme, San Gimignano, Monteriggioni

Duration8 days

From

USD 683

USD 662

Saving

USD 20

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Halloween Super Sales

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

(4 reviews )

No booking fees

Best price guaranteed

I loved my trip with G Adventures to Italy! The hiking, visits to wineries and delicious food made it a memorable trip. I would love to return to Italy with G Adventures again!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration10 days

From

USD 4,999

USD 4,849

Saving

USD 150

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Halloween Super Sales

Italy: Tuscany and Umbria Vineyard Walks

(8 reviews )

No booking fees

Best price guaranteed

An amazing holiday, an exceptional CEO and a lovely group of people in a truly beautiful part of Italy. I wish I could do it all over again!!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration8 days

From

USD 3,999

USD 3,879

Saving

USD 120

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Halloween Super Sales

A Taste of Tuscany Self-Guided Walking

4.5

(2 reviews )

No booking fees

Best price guaranteed

This tour was a welcome change from the fast paced touring of the big cities. We became familiar with the topography and vegetation as we hiked daily, also visiting towns known for wines and cheeses. The town of Chianciano provided a magnificent backdrop to our accomodation of Agriturismo La Pietriccia. We were awakened every morning to the rooster crowing. Stefano was an attentive and knowledgeable host. Plenty of food was served at the 4 course suppers. I feel this tour was necessary to complete my knowledge of the culture of Italy!

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Tuscany, Chianciano Terme, Chian

Tuscany, Chianciano Terme, Chianciano Vecchia, Montepulciano, Bagno Vignoni

Duration8 days

From

USD 2,105

USD 2,042

Saving

USD 63

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All Tuscany Trekking and Hiking Trips

10 Trekking and Hiking Trips in Tuscany with 375 Reviews

Design your own personalized Trekking and Hiking trip to Tuscany with help from a local expert.

10 Trekking and Hiking Trips in Tuscany with 375 Reviews

Tuscany Walks & Chianti Wines

Walking in Tuscany

Via Francigena: Best of Tuscany

Via Francigena: Southern Tuscany from Siena

Walking in Tuscany's Apuane Alps

Via Francigena: Pontremoli to Lucca

Via Francigena: Walk from Lucca to Siena

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

Italy: Tuscany and Umbria Vineyard Walks

A Taste of Tuscany Self-Guided Walking

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All Tuscany Trekking and Hiking Trips

10 Trekking and Hiking Trips in Tuscany with 375 Reviews

Design your own personalized Trekking and Hiking trip to Tuscany with help from a local expert.

10 Trekking and Hiking Trips in Tuscany with 375 Reviews