Hiking & Trekking Tours & Trips in Tuscany
Have you ever wanted to walk where medieval pilgrims once tread? The Via Francigena winds from Canterbury all the way to Rome, cutting right through Tuscany's olive groves and UNESCO-listed Val d'Orcia. You'll climb Monte Prado in the Alpi Apuane, traverse Apennine ridges, and basically experience Italy the way it was meant to be seen – on foot, slowly, with plenty of wine breaks.
10 best hiking & trekking Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Tuscany Walks & Chianti Wines
- Walking Northern Tuscany
- Picturesque Tuscany
- Walking in Tuscany
- A Taste of Tuscany Self-Guided Walking
- Via Francigena - From Chiusi to Città di Castello 6 Days
- Picturesque Tuscany - with Charm 8 Days
- Tuscan Coast - In the Footsteps of the Etruscans from Pisa to Elba (8 days)
- Picturesque Tuscany 8 Days
- Tuscany - Discover the Chianti region 8 Days
Tuscany Walks & Chianti Wines
26 Reviews by TourRadar travelers“Some of the views across the Tuscany hills and valleys are amazing. A patchwork of vineyards, hill top towns and a spattering of red poppies.”
Peter, traveled in June
Scenic trails await near San Gimignano at Hotel Le Renaie. The historic Via Francigena and Radda in Chianti's woodlands reveal hidden valleys, while moderate hikes offer spectacular vineyard views and cultural visits.
Duration 8 days Destinations Pancole, San Gimignano, Pisa, Florence, Gambassi Terme, Rome, Radda in Chianti, Siena, Certaldo, TuscanySee all destinations Age Range Ages 18+ Physical Rating Moderate Distance 656 mi Operator Exodus Adventure Travels From
- US$3,600
Walking Northern Tuscany
151 Reviews by TourRadar travelers“Beautiful scenary! Each hike was very different. Food at the farmhouse was lovely and the dogs Elvis and Dora are great company on the walks.”
Janet, traveled in October
The pristine landscapes of Garfagnana set the stage for mountain hiking. The route leads from Braccicorti to Monte Sumbra (5,791ft), through Orecchiella National Park, and to Castiglione di Garfagnana, complete with home-cooked meals and optional excursions.
Duration 8 days Destinations Pontecosi, Corfino, Pania della Croce, Careggine, Villa Collemandina, Castiglione di Garfagnana, Vagli Sotto, Vagli Sopra Age Range Ages 16+ Physical Rating Moderate Distance 40 mi Operator Exodus Adventure Travels From $2,998
10% Off- US$2,700You save $298
The finest trails of Tuscany unfold from Florence's Renaissance center to Cecina's coast. Daily routes of 11-16km wind through Chianti vineyards, Monte Nero nature reserve, and ancient salt routes, featuring moderate climbs of 350-500m.
Duration 8 days Destinations Florence, Greve in Chianti, Castellina in Chianti, Siena, San Gimignano, Volterra, Cecina Age Range All Ages Welcome Operated in English, German Physical Rating Moderate Distance 79 mi Operator Eurohike From
10% Off- US$1,184
Walking routes cover 6-12km with easy to moderate difficulty. You'll hike 6km through Chianti's olive groves to Vicchiomaggio Castle, walk 10km from Piazzale Michelangelo through Florence, and trek 12km up to mountain lake Scaffaiolo at 1,500m. There's an optional 9km walk from Fornello to Vinci that includes Leonardo da Vinci museum.
Duration 8 days Destinations Pistoia, Tuscany, Florence, Vinci, Lucca Age Range Ages 18+ Physical Rating Easy Distance 212 mi Operator Just You From $2,381
6% Off- US$2,245You save $136
Tuscany's diverse landscapes spread out from Agriturismo La Pietriccia base. Daily walks of 5-15km lead through Chianciano Vecchia's trails, Lake Chiusi's shoreline, and the UNESCO Val d'Orcia, featuring Montepulciano's vineyards, Pienza's medieval paths, and Bagno Vignoni's Roman baths.
Duration 8 days Destinations Chianciano Terme, Montepulciano, Pienza, Val d'Orcia Age Range Ages 8+ Physical Rating Moderate Distance 28 mi Operator Exodus Adventure Travels From
6% Off- US$2,105
Duration 6 days Destinations Chiusi, Chiusi della Verna, Anghiari, Citerna Age Range Ages 16+ Operated in Only: German Physical Rating Moderate Distance 63 mi Operator ASI Reisen From
6% Off- US$684
Walk self-guided trails from Florence through the Chianti landscape to UNESCO-protected Siena, passing hilltop towns like Castellina in Chianti and vineyard estates with wine tastings along the route. Cover moderate-level paths westward to UNESCO-listed San Gimignano's medieval towers and the Etruscan fortress town of Volterra, walking 100+ km over 6 days with luggage transfers between accommodations. Finish by following the ancient Via Sale salt traders' route through pine forests and coastal hills to the turquoise waters of Cecina Mare on the Tuscan coast.
Duration 8 days Destinations Florence, Greve in Chianti, Tuscany, Castellina in Chianti, Panzano, Siena, Marina di Campo, San Gimignano, Volterra, Marina di Castagneto CarducciSee all destinations Age Range Ages 16+ Operated in Only: German Physical Rating Moderate Distance 423 mi Operator ASI Reisen From
6% Off- US$1,610
Walk the Sentiero dei Cavalleggeri trail along Piombino's coastline, where rocky paths wind through Mediterranean scrub above clear waters to Calamoresca Bay. Head up Monte Croce on Elba island for views of nearby islands and keep an eye out for wild mountain goats near a hidden rock hermitage.
Duration 8 days Destinations Pisa, San Giuliano Terme, Castiglioncello, Castagneto Carducci, Piombino, Elba Age Range Ages 16+ Operated in Only: German Physical Rating Easy Distance 81 mi Operator ASI Reisen From
6% Off- US$1,231
This 11km trek takes you through Chianti's golden hills from Florence to Cecina Mare, walking past vineyards and Greve in Chianti's piazza. Follow the Via Romea pilgrimage route into Siena's medieval center, then walk the Via del Sale salt trade route through Monte Nero nature reserve to see Cascate della Strolla waterfall and old Etruscan burial chambers.
Duration 8 days Destinations Florence, Greve in Chianti, Castellina in Chianti, Siena, San Gimignano, Volterra, Cecina Age Range Ages 16+ Operated in Only: German Physical Rating Easy Distance 79 mi Operator ASI Reisen From
6% Off- US$1,184
Hike from Settignano to the hilltop town of Fiesole with views over Florence's Duomo and Palazzo Vecchio across Chianti's rolling hills. Walk from Badiaccia Montemuro to Radda in Chianti, passing vineyards and medieval hamlets like Panzano along scenic trails. Stay at Hotel Palazzo San Niccolò in Radda and follow self-guided routes with GPS data, covering moderate terrain suitable for ages 16+.
Duration 8 days Destinations Florence, Fiesole, Greve in Chianti, Panzano, Radda in Chianti, Siena Age Range Ages 16+ Operated in Only: German Physical Rating Moderate Distance 43 mi Operator ASI Reisen From
6% Off- US$1,350
What people love about Hiking & Trekking Tours in Tuscany
Everything from our amazing tour leader Jordan to Hotel Le Renaie was perfect. Sad to leave the amazing scenery and people of Toscana. Would love to return one day.
Tuscany Walks & Chianti Wines
- Walking Northern Tuscany
Walks were really good, and Sara an excellent guide. Weather was not all you could hope for, but that is out of anybody's control
- Tuscany Walking & Hiking Tour
I can't say enough about Caspin Journeys. The hosts were wonderful and made us feel like family right away. So well organized and planned out. The views were incredible along the way and even though there was a lot of walking, the pace was comfortable. Every detail was planned perfectly. The food was outstanding, and the small group size made it easy to get to know everyone. Would definitely recommend this tour company to anyone thinking of going to Europe.
What our customers ask about Hiking & Trekking Tours & Trips in Tuscany
What are the best hiking trails in Tuscany for different skill levels?
Tuscany's trail network accommodates walkers of every ability. Moderate routes through the Garfagnana Valley take 4-5 hours and cover 8-12km daily across forests and wine country with paths leading to spots like Pania di Corfino at 1609m. More advanced hikers head to the Apuane Alps where trails stretch 15km and climb 750m in elevation over 6 hours. A TourRadar traveler noted: "The walks were really good with excellent leadership and varied terrain so lots of interesting walking through beautiful valleys and hilltops."
What is the best time of year for hiking in Tuscany?
Peak hiking conditions in Tuscany run from April to October. The sweet spots are May-June and September-October when temperatures stay mild and tourist numbers drop. The Garfagnana Valley runs cooler than the coast with spring bringing carpets of flowers while autumn paints the beech forests in warm colors. Summer gets hot especially in the Val d'Orcia. A TourRadar traveler notes: "Early September is a great time to go as it's not too hot to walk yet still lovely and warm but don't leave it any later than mid-September as the thunder clouds start to roll into the hilly regions."
How physically demanding are Tuscan hiking tours?
Tours range from gentle walks to challenging treks. Standard moderate routes take 4-5 hours covering 8-12km daily with 300-400m elevation gains through areas like Val d'Orcia. The Apennines offer more demanding options with 6-hour hikes stretching 15km and climbing 750m. A TourRadar traveler shares: "Although I enjoy walking and often do around 10 miles at weekends I found the climbing really hard going but enjoyable and the group were great - no stragglers were left behind."
What kind of meals are provided on Tuscan hiking tours?
Tours serve genuine Tuscan food with breakfast and dinner at lodgings plus packed trail lunches. Places like Agriturismo Braccicorti prepare traditional dishes from scratch including fresh pasta local cheeses and regional wines. A TourRadar traveler shared: "Mama's cooking was superb the meals at the Fattoria were delicious and varied and the picnic lunches were excellent."
Are the hiking trails well-marked in Tuscany?
Trail markings change by location. The Via Francigena and national park paths have clear signs and markers. Mountain routes in the Apennines and Apuane Alps need more navigation know-how. Tour guides know these paths well and lead the way. As one TourRadar traveler mentioned: "Sara was fantastic! She took us on trails that tourists don't normally find with beautiful views and very fresh air."
What wildlife might I encounter while hiking in Tuscany?
The varied landscapes of Tuscany especially in the Apennines and Garfagnana support diverse wildlife. Hikers often come across wild boar deer mountain hares and many bird species from buzzards to the occasional golden eagle. A TourRadar traveler noted: "Walking through the Orecchiella National Park we saw signs of wolves deer and mountain hares and the beech forests were full of bird life."