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Route Rating Level 2 to Level 5

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Casual Inns
  • From $3,298
    To $3,398 pp dbl. occ.
  • (+From $1,020 To $1,210
    for sgl. occ.)

Reserve early for the best available price. More Info

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

All meals included except 3 lunches and 1 dinner.

PERFECT FOR A PRIVATE TRIP
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Cancellation Policy

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Meet / Depart

Siena, Italy

Special Interest

Culture & History, Fine Wine & Cuisine, Romance &/or Honeymoon

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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 Biking Vacations

Tuscany Biking

North of Siena

Tuscany is a riot of colors, sounds and aromas. In spring, fields are aflame with red poppies and pink begonias. Fall is harvest time, and the air is rich with the scent of thyme, rosemary and fennel. Tomatoes hang heavy in gardens, and vineyards burst with purple grapes. It’s a magical place for bicycling. Come ride the hills, explore medieval villages and enjoy the cultural and culinary wealth of this glorious land.

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

View the Family Premiere Inns , Family Casual Inns Itineraries.

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Tuscany Italy Map

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Day 1 monteriggioni

Meet in Siena Enjoy a picnic of Tuscan treats Warm up your legs with a spin to Monteriggioni to explore the tiny walled hamlet mentioned in Dante’s Divine Comedy.

Days 2-3 san leonino

Traverse the rolling hills of Tuscany en route to inviting San Gimignano, renowned for its beautiful 12th- and 13th-century towers Take some time to shop and be sure to try the best gelato in Tuscany  In the heart of the Chianti region, spin to the charming hilltop villages of Castellina and Radda in Chianti, home of the Chianti Classico Consortium Sample local vintages during a wine tasting.

Days 4-6 curina

Pedal past the famous vineyards of Castello di Brolio, the castle home of the Ricasoli family, who created the original Chianti Classico recipe in 1874 Admire a quintessential Tuscan landscape of olive and cypress trees Cool off in our hotel’s sparkling swimming pool Pedal the captivating clay hills of the Crete Senesi and reward yourself with an extra slice of pizza in Asciano Say goodbye to the Tuscan hills on an early morning ride before shuttling to Siena.

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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Trip praise

This trip changed my life. I am a passionate biker, and this was the best week of my life. I will be a Backroads junky.
Terry Reed - Potsdam, NY

read more trip praise

For more than 29 years, Backroads has been perfecting the art of active travel. We are the Tuscany tour experts. For biking tours in Europe Italy, trust our in-depth connections. To see all our Europe Italy biking tours click here. For our selection of award-winning Europe Italy walking and hiking tours click here. For our selection of award-winning Europe Italy multisport tours click here.

Tuscany Biking

MEDIEVAL MODERNITY : Casual Inns

Castel Bigozzi

Monteriggioni (1 night): Once a 13th-century castle, this hotel offers a swimming pool and a peaceful setting in the Sienese hills.

Belvedere di 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.

Villa Curina

Curina (2 nights): A restored 16th-century villa with traditional and modern furnishings, a tennis court and a large swimming pool.

Tuscany Biking Tuscany Biking

Castel Bigozzi

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

View the Family Premiere Inns , Family Casual Inns Itineraries.

Tuscany Biking

Route Rating

Daily Mileage Options & Cumulative Elevation Gain

Day 1
  • Level 1   1 Route Option Available
  • 13 miles
  • 500 - 1000 feet elevation gain
Day 2
  • Levels 1 to 4  4 Route Options Available
  • 12, 29, 41, 48 miles
  • 500 - 2000 feet elevation gain
Day 3
  • Levels 1 to 4  3 Route Options Available
  • 19, 31, 44 miles
  • 500 - 2000 feet elevation gain
Day 4
  • Levels 2 to 4 3 Route Options Available
  • 23, 28, 47 miles
  • 500 - 2000 feet elevation gain
Day 5
  • Levels 3 to 5 3 Route Options Available
  • 36, 48, 57  miles
  • 500 - 3000 feet elevation gain
Day 6
  • Level 1 1 Route Option Available
  • 13 miles
  • 500 - 1000 feet elevation gain
Tuscany Biking Tuscany Biking

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