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Best trails in Tuscany

627 Reviews
Trying to find the best Tuscany trails? AllTrails has 361 great hiking trails, trail running trails, mountain biking trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Arezzo, Florence or Greve in Chianti, we've got you covered. Ready for some activity? There are 277 moderate trails in Tuscany ranging from 0.9 to 237.6 miles and from 9 to 6,742 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Tuscany
Top trails (361)
#1 - San Gimignano: Tuscan Castle City and Countryside Walk
San Gimignano, Tuscany, Italy
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Length: 5.8 mi • Est. 3 h
San Gimignano is small Italian town located in the province of Siena in Tuscany. For the characteristic medieval architecture of its historic center was declared a UNESCO World Heritage Site. The town of San Gimignano is mostly intact in it's old appearance and is one of the best examples of urban organization in Europe of the communal age. Show more
#2 - Via Francigena: Fucecchio to San Gimignano
Fucecchio, Tuscany, Italy
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Length: 27.6 mi • Est. Multi-day
#3 - Pania della Croce - Foce di Mosceta
Parco Naturale Regionale delle Alpi Apuane
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Length: 7.1 mi • Est. 4 h 57 m
#4 - La Via Francigena: Siena to Rome
Siena, Tuscany, Italy
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Length: 180.9 mi • Est. Multi-day
The ancient Via Francigena starts in Siena and stretches all the way to Rome. The trail is mostly on dirt, with several kilometers on asphalt. The landscapes are beautiful and varied with hills, vineyards, olive groves, villages, and forests. This is an ancient pilgrimage route that led from Canterbury to the Apulia region in the south of Italy, traveling right through Rome along the way. This segment is from Siena to Rome.Show more
#5 - Florence Historic Highlights Walking Tour
Florence, Tuscany, Italy
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Length: 3.2 mi • Est. 1 h 31 m
Somebody once pointed out that the result of Italy's history of passion, religious fervor, artistic temperament and political instability were the likes of Leonardo da Vinci, Michelangelo and the Renaissance. Prompt, impartial, reliable Swiss fence sitters, on the other hand, had produced nothing better than the cuckoo clock. Slightly hard on the Swiss perhaps (they also make great chocolate), but the Italian generalization fits Florence like one of its stylish leather gloves. The city was the cradle of the Renaissance and its art and beauty have drawn travelers for centuries. Its famous icons were created when Florence was a powerful independent republic, ruled by a family of corrupt dukes who assassinated their rivals while pouring their wealth into supporting Michelangelo and his artistic brethren. It's impossible to experience all that Florence has to offer in one visit, but this trail aims to give a taste of what all the fuss is about. You could do it as a simple walking tour to orientate yourself or treat it as a journey to complete over several days.Show more
#6 - La Via Francigena: Ponte D'Arbia to San Quirico
Buonconvento, Tuscany, Italy
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(3)
Length: 16.2 mi • Est. 8 h 25 m
This is an ancient pilgrimage route that led from Canterbury to the Apulia region in the south of Italy, traveling right through Rome along the way. This segment is from Ponte D'Arbia to San Quirico.Show more
#7 - Tuscany Trail
Massa, Tuscany, Italy
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Length: 343.3 mi
This is the route of the Tuscany Trail in 2018 and 2019 - a bikepacking and mountain biking adventure that provides breathtaking views of Italy along the way. For more information: https://www.tuscanytrail.it/en/Show more
#8 - Montare Altissimo
Parco Naturale Regionale delle Alpi Apuane
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Length: 4.1 mi • Est. 2 h 51 m
#9 - Monte Giovo
Parco Regionale dell'Alto Appennino Modenese
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Length: 12.5 mi • Est. 8 h 2 m
#10 - Sentierelsa Trail
Colle di Val d'Elsa, Tuscany, Italy
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Length: 3.5 mi • Est. 1 h 39 m
Showing results 1 - 10 of 361