Walking Adventure Tours & Trips in Central Italy
Explore a wide diversity of walking adventure tours through Central Italy. We have 14 adventures that vary from 5 days to 10 days. With the greatest number of departures in September, this is also the most popular time of the year.
10 best walking adventure Central Italy tours
Compiled by

MelissaCentral Italy travel expert at TourRadar
- Local Living Italy - Tuscany San Gimignano (7 destinations)
- Tuscan Escape
- Florence & Tuscany Explorer - 5 days
- Christmas in Italy: Rome to Venice
- Walking in Rome, Assisi and Umbria - Premium Adventure
- Rome's Finest: A Premium City Escape
- Cultural Tour Through Italy
- Etruscan Road - From Buonconvento to Chiusi 8 Days
- Picturesque Tuscany - with Charm 8 Days
- Tuscany 5 Days
Stay 5 nights at Casa Florelia agriturismo and walk the Via Francigena pilgrimage trail through vineyards for 2.5-3 hours of countryside trekking. Check out San Gimignano's medieval walls, Volterra's Etruscan heritage and alabaster workshops, then take guided walks through Florence and Siena.
Duration 7 days Destinations Florence, San Gimignano, Volterra, Siena Age Range Ages 12+ Operator G Adventures From $1,749
25% Off- US$1,312
Duration 7 days Destinations Rome, Orvieto, Siena, Radda in Chianti, San Gimignano, Florence, Pisa, Lucca, Montalcino Age Range Ages 18-35 Operator Contiki From
25% Off- US$1,639
Duration 5 days Destinations Florence, Siena, Cortona, Montepulciano, San Gimignano Age Range All Ages Welcome Operator On The Go Tours From
25% Off- US$2,330
Walk through Pienza's cobblestone streets, a UNESCO site in Tuscany, then head to medieval Montepulciano for a tasting of the famous Vino Nobile wine. In Florence, you'll stroll across the Ponte Vecchio and climb up to Piazzale Michelangelo for views over the Arno River and city below.
Duration 9 days Destinations Rome, Pienza, Montepulciano, Siena, Florence, Fiesole, Venice Age Range Ages 12+ Operator G Adventures From $2,399
20% Off- US$1,919
Duration 10 days Destinations Jesolo, Venice, Murano, Burano, Florence, Montecatini, San Gimignano, Siena, Pisa, LuccaSee all destinations Age Range All Ages Welcome Operated in Only: German Operator DERTOUR From
20% Off- US$1,023
Cover 109 kilometers over 7 days from Buonconvento to Chiusi, with daily ascents between 236 and 909 meters across rolling Tuscan terrain. Pass through medieval Chiusure and Petroio, a cone-shaped hamlet at 487 meters built from golden sandstone, then continue along gravel roads with views.
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 Operator ASI Reisen From
20% Off- US$1,220
Follow the Via Romea pilgrimage trail from Florence to Siena, walking past the UNESCO medieval towers of San Gimignano and the fan-shaped Piazza del Campo. Check out Volterra's Etruscan burial sites and alabaster workshops, then head along the Via Sale salt trade path to the coast.
Duration 8 days Destinations Florence, Greve in Chianti, Panzano, Castellina in Chianti, Siena, Colle di Val d'Elsa, San Gimignano, Volterra, Cecina, Marina di Castagneto CarducciSee all destinations Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
20% Off- US$1,568
Ride through Pisa's UNESCO-listed Piazza dei Miracoli, then follow the Serchio river north to Lucca where Renaissance walls still stand intact. You'll check out Collodi's whimsical Pinocchio Park and Villa Garzone gardens, pedal through Pescia's famous flower markets, then finish in Florence.
Duration 5 days Destinations Pisa, Lucca, Collodi, Pescia, Montecatini, Pistoia, Florence Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
20% Off- US$727




















