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Walking Vacation Italy: Quiet Pathways of Tuscany​

Activity Level: Easy / Moderate  |  Daily Mileage: 4 – 8 mi  |  Daily Walking: 2 – 5 hr
Air package plus
10 days from only
Price includes roundtrip airfare.
Land only
7 days from only
Pre-trip Extension:
Florence · 2 nights $345

Post-trip Extension
Rome · 2 nights $345*

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Lush, rolling hills laced with verdant vineyards and cypress trees … fertile meadows awash with vibrant sunflowers and poppies … picturesque hilltop villages steeped in Renaissance history. 
Experience the legendary landscapes of Tuscany on foot with VBT. Join us as we explore the magnificent piazzas of Siena and Pienza, discover the thermal wonders of Bagno Vignoni and admire the colorful frescoes of Monte Oliveto Maggiore. We’ll also sample the region’s celebrated Chianti and Brunello wines and savor fresh, flavorful Tuscan cuisine during al fresco lunches in scenic San Guzme and the picturesque Starcia Valley.

What's Included

Walking Tour Only – without Air

  • 6 nights in historical 3- and 4-star hotels
  • 11 meals – 6 breakfasts, 2 lunches, 3 dinners

Air Package Plus

  • Roundtrip international airfare
  • 8 nights in historic 3- and 4-star hotels
  • 13 meals – 8 breakfasts, 2 lunches, 3 dinners
  • Transfers
  • AND the option to add our Low-Cost Trip Extension: Pre-trip: Florence – 2 nights for only $345  Post-trip: Rome – 2 nights for only $345*

*Please note: For those traveling in 2015, the Post-trip Rome is $395.

Both Vacation Options Include

  • Service of two bilingual VBT Trip Leaders
  • On-tour vehicle support
  • FREE use of our custom VBT walking poles
  • Daily route directions and maps
  • Welcome reception
  • Sightseeing and cultural activities
  • 5% Frequent Traveler Credit to use on your next VBT vacation
  • Special Good Buy Discount

Cultural Highlights 

  • Stay three nights each in Siena and Pienza, enchanting medieval hill towns whose historical centers are UNESCO World Heritage Sites
  • Delight in the flavors of Tuscan cuisine during picnic lunches in San Guzme and the Starcia Valley
  • Sip acclaimed Chianti Classico wines during a tasting and tour of the Borgo San Felice’s cellars 
  • Rise with the ancient city of Siena and enjoy a stroll and early morning cappuccino with the locals
  • Taste Chianti Classico in the region where it was born, inside the cellars of a Relais & Châteaux hotel
  • Discover the medieval contrade of Siena with a local expert
  • Relax in a classic Italian Renaissance garden in San Quirico d'Orcia

What To Expect

This tour features a combination of mostly unpaved footpaths, well-worn trails in the woods or in the countryside, and some very short stretches on paved road. In Chianti, we also walk on typical “white roads’ (well-traveled gravel roads shared by occasional auto traffic). Easy flat stretches alternate with some short hills. Optional, more moderate walks are often available. On rainy days, the footpaths can be wet and muddy. City walks are on paved and cobblestone roads. Our VBT on-tour support vehicle is available at specific meeting points for those who need assistance. Ideal for enthusiastic beginners and experienced walkers. Several of the walks require a transfer from our hotel to the start of the walk. Our tour leaders often use this time in the van for our morning route review, so we can enjoy a more leisurely morning at breakfast.

  • Activity Level:  Easy/Moderate
  • Average Daily Mileage: 4 – 8 miles
  • Average Daily Walking Time: 2 – 5 hours 

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