Hiking & Trekking Tours & Trips in Tuscany
4.6 stars on(9,060 reviews)- Choose from 13 Tuscany tours
- 150+ verified reviews from TourRadar travelers
- 24/7 customer support
10 best hiking & trekking Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Tuscany Walking & Hiking Tour
- Picturesque Tuscany
- Walking in Tuscany - Pistoia
- A Taste of Tuscany Self-Guided Walking
- St. Francis' Way - Florence to Chiusi della Verna 8 Days
- Etruscan Road - From Buonconvento to Chiusi 8 Days
- Picturesque Tuscany
- Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour)
- Walking Trails of Hidden Tuscany
- Ryder Cup Golf Tour Italy
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 Ages 25+ Physical Rating Moderate Distance 120 mi Operator Caspin Journeys From
- NZ$7,399
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
- NZ$1,964
Duration 8 days Destinations Pisa, Florence, Pistoia Age Range Ages 18+ Physical Rating Moderate Distance 124 mi Operator Just You From
- NZ$4,296
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
- NZ$2,949
Duration 8 days Destinations Florence, Chiusi della Verna Age Range Ages 16+ Operated in Only: German Physical Rating Moderate Distance 34 mi Operator ASI Reisen From
- NZ$2,096
Duration 8 days Destinations Buonconvento, Arbia, Oliveto, Trequanda, Pienza, Montepulciano, Monticchiello, Chianciano Terme, Sarteano, ChiusiSee all destinations Age Range Ages 16+ Operated in Only: German Physical Rating Moderate Distance 175 mi Operator ASI Reisen From
- NZ$1,993
Duration 8 days Destinations Florence, Greve in Chianti, Castellina in Chianti, Siena, San Gimignano, Volterra, Marina di Castagneto Carducci Age Range All Ages Welcome Operated in Only: German Physical Rating Moderate Distance 82 mi Operator Eurohike From
- NZ$2,755
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 Ages 10+ 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 Ages 25+ Physical Rating Easy Distance 285 mi Operator Caspin Journeys
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."