Pontignano, one of the three Cartusian monasteries (Certose) of Siena’s territory, stands in a place of calmness and tranquillity. Silence dominates the view on the borders of Terre di Siena. The shapes of the hills lead our steps to a rural landscape, soaked in history and nature. Nearby you can observe the natural limits of Chianti area and Siena lands, together with the historical borders between two great medieval enemies, Siena and Florence.
Here the stories of the past live again through the hard working people that brings us one of our lands’ most appreciated product in the world: Wine.
We are going to walk in late afternoon among paths and vineyards till we find the sunset, then we are going to taste the products of this territory.


HIKE TYPE T – tourist
DURATION 3 hours


  • comfortable clothes and shoes, suitable for the season
  • 1l of water (at least)


  •  Cloister, gardens and Church of Certosa di Pontignano (tickets sold on site)
  • Visit to Losi Vinery, Wine Tasting paired with cold cuts and cheese of the territory.


  • Meeting time and place to be set with the guide.
  • Prices of the visit to the winery and wine tasting will be sent at the time of booking request.
  • The hiking can take place at the sunset, followed by a tasting dinner.
  • The guide reserves the right to modify the itinerary depending on weather or safety conditions, if needed.

Prices all day (Including VAT)

from 1 to 5 people
25each person
from 6 to 10 people
20each person
More than 10 people
18each person

The price includes: coordination and assistance environmental tour guide licensed by L.R. 42 del 23/03/2000 e succ. mod., RCT insurance.

The price does NOT included: Additional visit, tasting, transport and all that is not specified on "the price included". Length: Route length is calculated using GPS and maps. The length is always expressed in kilometers (km).

Legend of hiking difficulties

Itineraries on paved or gravel roads, paths on regular terrain, without difficulties or obstacles. Water-courses are crossed on safe small bridges.

Itineraries on any type of path or easy tracks, on varied terrains, may present steep ascents and/or descents and some sections of uneven terrain. Sometimes vegetation can be an obstacle. Water-courses may be crossed fording in shallow waters, without any danger of being dragged away by the stream.

Itineraries on paths or tracks and even out of tracks.
Uneven terrains, sections out on a limb not suitable for those who suffer from dizziness, screes, slippery grass or mud slopes, rocks and/or debrises, single rocky passages requiring the use of hands. Vegetation can be a significant obstacle in some segments. Water-courses may be crossed fording in significant sized rivers (till 20m wide) and/or creeks grown rough in the thawing period or after strong rains.

IItineraries with the presence of snow, with or without snow rackets. Though limited to terrain with very low inclination, with no danger from snow thickness, EAI itineraries require a proper equipment and knowledge for the particular weather and environmental conditions.

Hikes for everyone in good health, able to walk, suitable for elderly and children.
Max length 9-10 km and less than 300m of height difference.

Hikes that require a little training in walking, while not demanding a remarkable physical effort.
Length between 7 and 15 km and height difference between 200m and 600m.

Hikes that require a regular training in walking, presenting hard ascents and/or long distances.
Length between 10 and 20 km and height difference between 400m and 1000m

Hikes that require a regular training in walking and a good fitness level and motivation. They can take place at high altitude and hard environmental conditions.
Length over than 20 km and height difference over than 1000m.