Hiking & Trekking Tours & Trips in Tuscany
4.5 stars on(8,460 reviews)- Choose from 10 Tuscany tours
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10 best hiking & trekking Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Tuscany Walks & Chianti Wines
- Tuscany Walking & Hiking Tour
- Picturesque Tuscany
- A Taste of Tuscany Self-Guided Walking
- Picturesque Tuscany
- Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour)
- Ryder Cup Golf Tour Italy
- Essential Tuscany - Land Only
- Walking Trails of Hidden Tuscany
- Walking in Tuscany
Tuscany Walks & Chianti Wines
25 Reviews by TourRadar travelers“great mix of a holiday, fantastic scenery, walking 95% off roads, great sight seeing too!!”
Brendan, traveled in September
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, Radda in Chianti, Siena, Florence, San Gimignano Age Range 18 to 99 year olds Physical Rating Moderate Distance 128 mi Operator Exodus Adventure Travels From $4,067
5% Off- NZ$3,850You save $217
Tuscany Walking & Hiking Tour
1 Review by TourRadar travelers“The views were incredible along the way and even though there was a lot of walking, the pace was comfortable.”
Ken, traveled in September
Ancient trails stretch from Cortona's historic walls to Val d'Orcia's rolling hills. The 12km route passes through olive groves to Saint Francis's hermitage, along Roman roads between vineyards, and hidden paths linking Montepulciano to Monticchiello, with moderate ascents over 3-4 hours.
Duration 8 days Destinations Cortona, Monticchiello, Montepulciano, Siena, Pienza, San Quirico D'orcia, Bagno Vignoni, Buonconvento, Asciano, SI Age Range 25 to 82 year olds Physical Rating Moderate Distance 120 mi Operator Caspin Journeys From
5% Off- NZ$6,956
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 up to 99 year olds Operated in English, German Physical Rating Moderate Distance 79 mi Operator Eurohike From
5% Off- NZ$1,847
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 8 to 99 year olds Physical Rating Moderate Distance 28 mi Operator Exodus Adventure Travels From
5% Off- NZ$2,795
Duration 8 days Destinations Florence, Greve in Chianti, Castellina in Chianti, Siena, San Gimignano, Volterra, Marina di Castagneto Carducci Age Range up to 99 year olds Operated in Only: German Physical Rating Moderate Distance 82 mi Operator Eurohike From
5% Off- NZ$2,590
Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour)
2 Reviews by TourRadar travelers“The Tuscan towns are amazing. We got a hire car right after the tour, and explored other towns and villages.”
Pete, traveled in June
Val d'Orcia's finest paths lead from Montepulciano's San Biagio church to Siena's medieval streets. Daily routes of 10-15km showcase UNESCO-listed Pienza, Sant'Antimo Abbey, and Monte Oliveto Maggiore Monastery, with strategic transfers included.
No departure dates availableDuration 8 days Destinations Montepulciano, Pienza, Bagno Vignoni, Montalcino, Buonconvento, Siena Age Range 10 to 75 year olds Physical Rating Moderate Distance 36 mi Operator Traventuria 
Golf meets scenic walks through Capalbio's hilltop paths and Siena's Gothic streets. The Tarot Gardens' outdoor sculptures and Orbetello's ancient lagoon promenade offer unique attractions. Rome's historic center comes alive during evening walks, while Marco Simone Golf Club provides stunning views of St. Peter's Basilica.
No departure dates availableDuration 7 days Destinations Rome, Monte Argentario, Orbetello, Capalbio, Porto Ercole, Siena, Montalcino Age Range 25 to 85 year olds Physical Rating Easy Distance 285 mi Operator Caspin Journeys 
San Quirico d'Orcia serves as the base for daily guided walks through Tuscany. Paths lead through Montalcino's vineyards to Sant'Antimo Abbey, the thermal town of Bagno Vignoni, and scenic ridgelines overlooking Val d'Orcia, with stays at Hotel Albergo Palazzuolo featuring authentic Tuscan dining.
No departure dates availableDuration 8 days Destinations San Quirico D'orcia Age Range 18 to 99 year olds Operator HF Holidays Walking in Tuscany
151 Reviews by TourRadar travelers“Walks were really good, and Sara an excellent guide.”
Ian, traveled in September
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 16 to 99 year olds Physical Rating Moderate Distance 40 mi Operator Exodus Adventure Travels From $3,297
7% Off- NZ$3,080You save $217
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."