Tuscany Trekking and Hiking Trips in 2025/2026

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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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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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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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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Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.