BACK | ITINERARY | DATES

Enter a wine lover's paradise in this well-kept secret, where sun-drenched roads roll over velvety green hills and bountiful vineyards produce Brunello, Chianti and Orvieto Classico – some of the world's most famous wines. Snaking routes wind past olive trees and cypress groves to dream villages like Pienza and Pitigliano. But this undiscovered part of Tuscany is not solely about lushness. Clay dunes and bare white cliffs create a mysterious landscape in the valleys of the Ombrone and Asso. Ancient Etruscan cemeteries and cave drawings recall the long-ago past. Experience the secrets and magnificence of this genteel region in all of its magical forms.
 

Highlights:

• Wine tasting of Chianti, Brunello, Vino Nobile di Montepulciano, Rosso di Montalcino

• Spectacular cycling through wide-open, velvety green landscapes

• Hiking tours of Siena and Pitigliano with local guides

• Underground Etruscan tunnels in Orvieto

• Exclusive visits to classic Chianti wineries

• Lessons in truffle hunting and cooking with truffles

• Level
  Athletic Beginner/
  Intermediate/Advanced

• Terrain
  Rolling to very hilly

• Avg. Daily Mileage
  28 mi/day (with van shuttle)
  40 mi/day (regular route) Additional mileage available

• Total Distance
  300 miles (regular route)

• Meals
  All breakfasts, 2 picnics,
  7 dinners

• Arriving
  Fly to Florence, Rome, Milan or Pisa. Trains to Figline.

• Departing
  Trains from Orvieto to: Rome (1h), Florence (2h), Milan (5h