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Route Rating Level 1 to Level 4

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Premiere Inns
  • $4,498 pp dbl. occ.
  • (+$1,480 for sgl. occ.)

Reserve early for the best available price. More Info

6 DAYS, 5 NIGHTS
ROLLOVER DATES BELOW FOR SPECIFIC PRICES
2009 DATES
CLASSIC TRIPS
ROLLOVER DATES ABOVE FOR SPECIFIC PRICES
TRIP NOTES

All meals included except 1 dinner..

Cancellation Policy

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Meet / Depart

Florence, Italy/Siena, Italy

Special Interest

Cooking, Culture & History, Fine Wine & Cuisine, Horseback Ride, Romance &/or Honeymoon, Spa, Swim

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Call: 800-462-2848
or 510-527-1555
Fax: 510-527-1444
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Berkeley, CA 94710

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7 days a week
from 7 a.m. to 5 p.m., Pacific Time

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Tuscany Walking Vacations

Tuscany Walking

Ancient Footpaths North of Siena

Walk with us in Tuscany and experience the essence of Italy: vineyards and cypress-lined lanes, dramatically perched hill towns, valleys bathed in golden sunlight, celebrated wines, mouthwatering cuisine, unforgettable Renaissance art and architecture, and a warm welcoming people. Make your way along footpaths strung across wide-open hillsides and ramble through picturesque villages that color the landscape. At day's end, settle into some of Tuscany's most charming hotels, and savor hearty local cuisine and wines. Benvenuti in Toscana!

You are viewing the Classic Premiere Inns version of this trip.
View the Classic Casual Inns Itineraries.

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Days 1-2 Gaiole in Chianti

Meet in Florence  Enjoy a private visit to the well-regarded wine and olive oil-producing estate of Badia a Coltibuono Discover the nuances of fine Tuscan olive oils and honey at a tasting with Coltibuono's resident expert Walk to Gaiole in Chianti, taking in views of Ricasoli family castle ruins  Explore medieval passageways and learn about historic Radda in Chianti, the center of Chianti Classico wine production, on a guided tour Learn the finer points of piatti tipici toscani (typical Tuscan dishes) at Toscana Mia cooking school.

Day 3 San Felice

Leaving Gaiole, stroll the strade bianche (unpaved trails) past ancient vineyards and gnarled olive trees  Explore the tiny fortified hamlet of Vertine, perched well off the beaten path  Enjoy lunch at the foothill of Castello di Meleto  Visit Castello di Brolio, the region's most famous castle, where the original recipe for Chianti Classico was formulated.

Days 4-6 Vagliagli

Journey through the vineyard-laden heart of the Chianti Classico region, savoring vistas of distant Siena along the way  Feast on local delicacies at a grand picnic in the countryside Swirl, sniff and sample fine vintages at a wine tasting in Siena  Stroll to Fattoria Dievole, a vineyard in Vagliagli, lunch the quaint Chianti hamlet of San Sano, or relax in luxury at our picture-perfect hotel.

Route Rating What's this? Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Each offers options for more or less activity, so you can decide exactly how much you want to do day by day.

Lodging What's this? Our lodgings are divided into three different categories.

Premiere Inns:These lodgings possess both elegance and authentic regional flair.

Casual Inns:These lodgings are comfortable and appropriate to the areawith such characteristics as authenticity, scenic settings and proximity to our activities.

Deluxe Camping:We set up the tents (and take them down), handle every camp chore and perform culinary magic.

Detailed Itinerary

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Guest Trip Reviews

Our leaders were fabulous. The itinerary and experiences could not have been better—I can't say enough to praise this trip! Having spent a lot of time in Chianti previously, I still learned, saw and experienced new things in unusual ways. My two friends with whom I traveled feel exactly the same way. It was perfect.
Marilyn R. - Scarsdale, NY

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For more than 30 years, Backroads has been perfecting the art of active travel. We are the Tuscany tour experts. For walking tours and hiking tours in Europe Italy, trust our in-depth connections. To see all our Europe Italy walking tours and hiking tours click here. For our selection of award-winning Europe Italy biking tours click here. For our selection of award-winning Europe Italy multisport tours click here.

Tuscany Walking

DISTINCTIVE ESTATES: Premiere Inns

Castello di Spaltenna

Gaiole in Chianti (2 nights): Surrounded by Chianti hills and vineyards, this impressive restored feudal settlement offers spacious and comfortable guest rooms, indoor and outdoor swimming pools, a sauna, gym and a Turkish bath.

Borgo San Felice

San Felice (1 night): This Relais & Châteaux-member hotel is a beautifully restored medieval Tuscan hamlet with a swimming pool, tennis courts and a setting amid vineyards, olive groves and oak-covered hills.

Relais Borgo Scopeto

Vagliagli (2 nights): This traditional elegant Tuscan estate, nestled among vineyards and olive trees and overlooking Siena, offers two swimming pools, a restaurant, and contemporary guest rooms with antiques.

Tuscany Walking Tuscany Walking

Relais Borgo Scopeto

You are viewing the Classic Premiere Inns version of this trip.
View the Classic Casual Inns Itineraries.

Tuscany Walking

Route Rating

Daily Mileage Options & Cumulative Elevation Gain

Day 1
  • Level 1 to 3  1 Route Option Available
  • 6.2 miles
  • 150 feet elevation gain
Day 2
  • Levels 1 to 3  2 Route Options Available
  • 2.9, 4.5 miles
  • 500 - 1500 feet elevation gain
  • Walking Tour 1 hour
Day 3
  • Levels 1 to 2 2 Route Options Available
  • 4.5, 5.7 miles
  • 0 - 500 feet elevation gain
Day 4
  • Levels 2 to 4 2 Route Options Available
  • 6.3, 10.8 miles
  • 1000 - 2500 feet elevation gain
Day 5
  • Levels 1 to 2  2 Route Options Available
  • 3, 5.2 miles
  • 0 - 1000 feet elevation gain
Day 6
  • Level 1 1 Route Option Available
  • 2.2 miles
  • 0 - 1000 feet elevation gain
Tuscany Walking Tuscany Walking

Trips For All Abilities

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next-and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do.

Activity Level Average Time Average Distance
    Biking Walking
& Hiking
1 2-3
hours		 10-20
miles		 2-5
miles
2 2-4
hours		 21-30
miles		 5-7
miles
3 3-5
hours		 31-40
miles		 7-9
miles
4 4-6
hours		 41-55
miles		 9-11
miles
5 5-7+
hours		 56-75+
miles		 11-13+
miles