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Walking Adventure Tours & Trips in Central Italy
Walking Adventure Tours & Trips in Central Italy

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.

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2026

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2027

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2028

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
  1. Local Living Italy - Tuscany San Gimignano (7 destinations)Map of Local Living Italy - Tuscany San Gimignano (7 destinations)
    City & Culture

    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
    DestinationsFlorence, San Gimignano, Volterra, Siena
    Age Range Ages 12+
    OperatorG Adventures

    From $1,749

    25% Off
    US$1,312
    View tour
  2. Tuscan EscapeMap of Tuscan Escape
    City & Culture
    Duration 7 days
    DestinationsRome, Orvieto, Siena, Radda in Chianti, San Gimignano, Florence, Pisa, Lucca, Montalcino
    Age Range Ages 18-35
    OperatorContiki

    From

    25% Off
    US$1,639
    View tour
  3. Florence & Tuscany Explorer - 5 daysMap of Florence & Tuscany Explorer - 5 days
    City & Culture
    Duration 5 days
    DestinationsFlorence, Siena, Cortona, Montepulciano, San Gimignano
    Age Range All Ages Welcome
    OperatorOn The Go Tours

    From

    25% Off
    US$2,330
    View tour
  4. Christmas in Italy: Rome to VeniceMap of Christmas in Italy: Rome to Venice
    City & Culture

    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
    DestinationsRome, Pienza, Montepulciano, Siena, Florence, Fiesole, Venice
    Age Range Ages 12+
    OperatorG Adventures

    From $2,399

    20% Off
    US$1,919
    View tour
  5. Walking in Rome, Assisi and Umbria - Premium AdventureMap of Walking in Rome, Assisi and Umbria - Premium Adventure
    City & Culture
    Duration 8 days
    DestinationsRome, Collepepe, Bevagna, Montefalco, Collazzone, Todi, Assisi, Perugia, Spello, Collepino
    Age Range Ages 18+
    OperatorExodus Adventure Travels
    No departure dates available
    View tour
  6. Rome's Finest: A Premium City EscapeMap of Rome's Finest: A Premium City Escape
    City & Culture
    Duration 5 days
    DestinationsRome, Vatican City, Tivoli
    Age Range Ages 8+
    OperatorOmega Tours

    From

    20% Off
    US$2,873
    View tour
  7. Cultural Tour Through ItalyMap of Cultural Tour Through Italy
    Road Trip & Self-Drive
    Duration 10 days
    DestinationsJesolo, Venice, Murano, Burano, Florence, Montecatini, San Gimignano, Siena, Pisa, LuccaSee all destinations
    Age Range All Ages Welcome
    Operated in Only: German
    OperatorDERTOUR

    From

    20% Off
    US$1,023
    View tour
  8. Etruscan Road - From Buonconvento to Chiusi 8 Days
    Hiking & Trekking

    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
    DestinationsBuonconvento, Arbia, Oliveto, Trequanda, Pienza, Montepulciano, Monticchiello, Chianciano Terme, Sarteano, ChiusiSee all destinations
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    20% Off
    US$1,220
    View tour
  9. Picturesque Tuscany - with Charm 8 DaysMap of Picturesque Tuscany - with Charm 8 Days
    Hiking & Trekking

    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
    DestinationsFlorence, 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
    OperatorASI Reisen

    From

    20% Off
    US$1,568
    View tour
  10. Tuscany 5 DaysMap of Tuscany 5 Days
    Bicycle

    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
    DestinationsPisa, Lucca, Collodi, Pescia, Montecatini, Pistoia, Florence
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    20% Off
    US$727
    View tour
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec