Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking tour with transport from Siena. With your expert guide, enjoy a scenic, full-day adventurous hike through the beautiful Chianti region in Tuscany, full of forests, olive groves, vineyards and quaint villages, stopping halfway to relax over a picnic of classic Tuscan specialties. Continue in the afternoon by minivan to the medieval hill town of San Gimignano for a walk around its UNESCO World Heritage-listed city center. Spend time at your leisure browsing the main sights and boutique stores in this gorgeous town before your relaxing drive back to Siena.

per adult from




7 hours


Hotel pickup available


Mobile ticket

Select Date and Travellers

No tour options available.

  • What's included :
    • Private guide
    • Round-trip transportation from Siena to Chianti
    • Transport by air-conditioned minivan (maximum 8 passengers)
    • Picnic lunch with glass of wine
    • Hotel pickup and drop-off
    What's excluded :
    • Gratuities
    • Food and drinks (unless specified)
  • This is a typical itinerary for this product

    Pass By: Tuscan Escapes - Day Tours, Via XXV Aprile, 2 Monteriggioni, 53035, Siena Italy

    Meet at the Tuscan Escapes tour meeting point of San Domenico in Siena

    Stop At: Piazza Roma 15 Castello di Monteriggioni, 53035, Monteriggioni Italy

    Leisure time in the fortress

    Duration: 30 minutes

    Stop At: Piazza del Duomo, San Gimignano Italy

    Visit the main piazza's of town and try the wolrd champion gelato (not included)

    Duration: 1 hour

    Stop At: Historic Centre of San Gimignano, Piazza del Duomo 2, 53037, San Gimignano Italy

    Visit the UNESCO world heritage centre of San Gimimgnano

    Duration: 1 hour

  • Departure Point :
    Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy
    Traveler pickup is offered
    Your tour guide will be picking you up in a 9-seater van from the accommodation location you have provided
    Departure Time :
    9:30 AM
    Return Detail :
    Returns to original departure point
    Hotel Pickup :
    • Confirmation will be received at time of booking, unless booked within 16 hours of travel. In this case confirmation will be received as soon as possible, subject to availability
    • Suitable walking shoes required (walking/hiking boots, sneakers, closed toe shoes with non-slip soles, etc.; no flip-flops)
    • Due to uneven surfaces, this tour is not recommended for those with walking difficulties, those below average fitness, young children or those using a wheelchair
    • Not wheelchair accessible
    • No heart problems or other serious medical conditions
    • Travelers should have a moderate physical fitness level
    • This is a private tour/activity. Only your group will participate
  • You can present either a paper or an electronic voucher for this activity.
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.



Age Req.


Fitness Req.


Group Size


Organised by Tuscan Escapes by Papilio

Activity ID: V-5493TUSCANYTREK

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