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Route Rating Level 2 to Level 4

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RESERVE THIS TRIP!

Casual Inns
  • From $3,098
    To $3,198 pp dbl. occ.
  • (+From $860 To $1,020
    for sgl. occ.)

Reserve early for the best available price. More Info

6 DAYS, 5 NIGHTS
ROLLOVER DATES BELOW FOR SPECIFIC PRICES
2008 DATES
SINGLES+SOLOS TRIPS
2009 DATES
CLASSIC TRIPS
SINGLES+SOLOS TRIPS
ROLLOVER DATES ABOVE FOR SPECIFIC PRICES
TRIP NOTES

All meals included except 1 dinner and 2 lunches.

Cancellation Policy

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Meet / Depart

Florence, Italy/Siena, Italy

Special Interest

Cooking, Culture & History, Fine Wine & Cuisine, Natural Beauty &/or Wildlife, Romance &/or Honeymoon, Swim

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Contact Us

Call: 800-462-2848
or 510-527-1555
Fax: 510-527-1444
E-mail us

801 Cedar St.
Berkeley, CA 94710

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

Or contact your travel agent

Tuscany Italy Walking

Tuscany Walking

Exploring Ancient Footpaths North of Siena

As you make your way down a footpath strung along a wide-open hillside, you'll understand why Tuscany has captivated writers and visual artists for centuries. Broad wheat fields and tidy vineyards greet cypress-rimmed hill towns, and fertile valleys lie bathed in golden sunlight. Discover the simple charms and exquisite details of Tuscany as you stroll through this region rich in history, culture and natural splendor.

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

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Days 1-2 PANZANO in Chianti

Meet in Florence Bet to know the hilltop village of Panzano on a walk through ancient vineyards to an 11th-century Romanesque church Stroll through the charming hamlet of Montefioralle on the way to Greve in Chianti, which went up in flames in 1325, but rose from the ashes a century later to become one of the most important wine centers in the Chianti region  Oenophiles and olive oil aficionados will especially enjoy visiting a local enoteca, where more than 100 wines and a variety of oils are available for tasting.

Day 3 GAIOLE in Chianti

Soak up beautiful views along the scenic ridgeline of the Monti del Chianti en route to charming Volpaia, an ancient village-turned-winery Wander the quaint centro storico of Radda in Chianti Learn the art of pizza-making under the tutelage of our Tuscan friend Lele Vitale Cap off the afternoon with homemade gelato and a Tuscan sunset at Lele's house.

Days 4-6 SAN LEONINO

After a short shuttle to Radda in Chianti, walk ancient paths to Castellina in Chianti, a crown jewel of this prestigious wine region  Savor an exclusive wine tasting in Castellina  From Abbadia a Isola, hike among the hills of the Montagnola Senese, located along the pilgrimage route between Spain and Jerusalem  Climb to the hilltop village of Monteriggioni and soak in the vista from one of its 13 towers Take a guided tour of Siena, the best-preserved city of medieval Italy.

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

An amazing experience. Our leaders were terrific. The trip was well-planned and well-executed. The days were so full I could hardly absorb it all. The countryside, the views, the food, the wine, the delightful company of so many interesting people and the feeling that we were able to experience Tuscany at a very real and personal level made for memories for a lifetime!
Andra Liepa - Indianapolis, IN

More Reviews of this Trip

All Raves and Reviews

For more than 29 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

ECHOES OF THE PAST: Casual Inns

Relais Fattoria Valle

PANZANO in Chianti (2 nights): Formerly a private residence, this restored hotel presents antique furnishings, a swimming pool, cozy restaurant and spectacular view.

HOTEL ULTIMO MULINO

Gaiole in Chianti (1 night): At this renovated medieval grain mill, the reservoir that once powered the mill now serves as a beautiful lap pool with vistas of lush vineyards.

Hotel BELVEDERE SAN LEONINO

San Leonino (2 nights): Surrounded by vineyards and cypress trees, this hotel features a swimming pool, rustic Tuscan-style furnishings and a panoramic view of Siena.

Tuscany Walking Tuscany Walking

HOTEL ULTIMO MULINO

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

Tuscany Walking

Route Rating

Daily Mileage Options & Cumulative Elevation Gain

Day 1
  • Level 1 2 Route Options Available
  • 3.2, 3.9 miles
  • 0 - 500 feet elevation gain
Day 2
  • Levels 1 to 2 3 Route Options Available
  • 4, 5.6, 6.2 miles
  • 500 - 1000 feet elevation gain
Day 3
  • Levels 2 to 4 2 Route Options Available
  • 6, 9.4 miles
  • 500 - 1000 feet elevation gain
Day 4
  • Level 2 1 Route Option Available
  • 6.5 miles
  • 500 feet elevation gain
Day 5
  • Levels 2 to 4 2 Route Options Available
  • 5.7, 8 miles
  • 1000 - 1500 feet elevation gain
Day 6
  • Guided Walking Tour 1.5 hours
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