Andiamo logo USA 800.549.2363
Mon - Sat 9-5pm PST
Outside USA+1 831.332.8899

Contact Us
right corner
Tuscany Walking Tour
Tuscany Guided Walking Tour
request more info button
book this tour now button
Tuscany Walking Vacation map
view map button

2018 Fall Dates:
Sept 23-28,
29-Oct 4,

2019 Tour Dates:
Apr 28-May 3,
26 31,
June 2-7,
Sept 1-6,
28-Oct 3,

Duration: 6 or 7 Days
Terrain: Easy or Moderate

6-day Price: $2,350 (1 day less than dates shown above)
7-day: $2,650
(w/ optional cooking class at cost
approx. 100Euro)

Accommodations: 3 & 4-star
Meet/Depart: Florence/Siena

Highlights include:

  • Lodging at winery/villa
  • Wine tastings & tours
  • Medieval hamlets & historic market towns
  • Towers of San Gimignano
  • Private Siena city tour
  • Castle di Brolio visit
  • Pienza & Montalcino
  • Abbeys & fortresses
  • Tuscan Cooking Class

Other Italian Walking Tours :

blank tab trip summary tab trip details tab map tab hotels tab end blank tab

Tuscany Guided Walking Tour - Trip Overview

During our walking tour of Tuscany you are sure to lose your sense of time as you meander through fields of red poppies and sunflowers scattered within the fertile farmlands. Then spoil yourself with traditional Tuscan cuisine and learn about the art of wine, honey and olive oil production.
We fully explored this region best known as the heart of the Renaissance, from the memorable inns, farm stays and converted palaces we stay. Savor full course meals and witness a cultural history dating back to the days of Italy's original inhabitants-the Etruscans. Walking in Tuscany Siena
Days 1-2: Chianti Classico Farm Stay:
From a beautifully restored Tuscan farmhouse/winery, walk along quiet roads to the three villages that formed the Chianti Alliance centuries ago. Visit the forgotten abbeys and hamlets then enjoy a private winery tour and taste their supple reds, fresh honeys and rich olive oil. Relax by the vanishing edge pool spilling into the countryside of endless vineyards and finish your second day's walk with a lesson in simplicity of Tuscan cooking.

Days 3-4: Abbeys, Saffron & Pilgrim Trails:
The Etruscan past reveals itself en route to the medieval skyscrapers of San Gimignano. Climb the towers, shop or explore before dining in this medieval center. The original Etruscan salt road leads to vase spectacular views and an ancient fortress surrounded by crumbling towers.

Days 5-6 or 7: Pecorino Cheeses, Brunello Wines & Il Palio
Walk through a strange landscape known as “crete,” a bare, ash gray soil of deeply fissured hills and into the land of Brunello wines, one of Italy’s most prestigious. A wine tasting is scheduled. Along our path we visit the secluded abbeys and quaintly preserved hamlets. Our longer option includes a city tour and night in Siena as well as a visit and Chianti tasting at Castle di Brolio.

  • All 3-star accommodation with breakfast
  • Four full course dinners and 1 lunch
  • Winery Visits & tasting including Chianti Classico & Brunello wine
  • Private City Tour of Siena & Visit of Etruscan Tombs
  • Water bottles to keep & walking poles to use during hikes
  • Snacks and water during hikes, Route note and maps
  • All tour transfers including meet/depart, van support and luggage transfer
  • Multi-lingual guide(s)
  • All entrance fees mentioned in itinerary
  • Tuscan cooking class in the Chianti (optional in 6-day tour package)

Not included: Airfare, beverages, trip insurance (strongly recommended), personal items, guide tips.