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Route Rating Level 2 to Level 4

PDF iconDetailed Itinerary

RESERVE THIS TRIP!

Casual Inns
  • From $3,298
    To $3,498 pp dbl. occ.
  • (+$670 for sgl. occ.)

Reserve early for the best available price. More Info

TRIP NOTES

All meals included except 2 lunches and 1 dinner.
Recommended minimum age for the trip: 9 years

Cancellation Policy

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Meet / Depart

Florence, Italy/Florence, Italy

Special Interest

Culture & History, Fine Wine & Cuisine, Swim

Recommended Reads

Essential trip reading

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or 510-527-1555
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Berkeley, CA 94710

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

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Tuscany Biking Vacations

Tuscany Family Biking

A Taste of Tuscany North of Siena

Treat your family to Tuscany with a blend of biking and exploration. Our custom-designed routes are tailored to adults and kids alike and allow for plenty of family time both on and off the bicycle. Discover medieval hill towns, such as the famed San Gimignano, crowned with impressive towers, and visit one of the best gelaterie in Italy. Pedal past wheat fields and pastureland, stopping to learn about and taste truffles - and meet the dog that sniffs them out! While the younger set is off making pasta, adults savor Chianti wines at an inviting vineyard. Throughout the trip, delight in the friendliness of the locals who enthusiastically share their culture and heritage. Join Backroads to tour Tuscan family-style!

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

View the Classic Premiere Inns , Classic Casual Inns Itineraries.

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Days 1-2 Montaione

Meet in Florence  Shuttle to Montaione and set out on a beautiful loop ride to San Vivaldo and the monastery of Sacro Monte, with 15 chapels dating back to the early 1500s  Enjoy a dinner of Tuscan specialties Bike through rolling farmland and small forests, stopping en route  for a truffle hunt and tasting Savor a delicious Backroads picnic before continuing to the quaint village of Palaia.

Day 3 San Gimignano

Pedal through the town of Volterra, known for its alabaster and Etruscan and  Roman ruins, on the way to San Gimignano, a World Heritage site Explore San Gimignano’s picturesque squares and medieval fortifications  The younger set enjoys kids-only activities and dinner, while you dine on your own Take in the spectacular views of San Gimignano from our secluded country home.

Days 4-6 Panzano in Chianti

Head out on your bike to Monteriggioni, Tuscany’s most famous walled town  Explore beautiful Panzano Kids are in store for an afternoon of pasta- and cookie-making, while adults visit a family-owned winery for a tasting, before sitting down to an elegant dinner at a local restaurant Relish in inspiring scenery as you pedal the hills through the heart of Chianti Take a tour of Badia a Coltibuono, a private estate producing gourmet olive oils, honey and wines, followed by a picnic lunch One last ride through classic Tuscan landscape to Greve in Chianti provides the perfect ending to our trip.

Trip praise

Biking Tuscany was a great experience for my family. Our leaders were excellent and catered to our every need. Their knowledge of the region was excellent and they were a constant source of information. In addition, the chemistry between them was very energetic. The choice of lodging and cuisine was superb and offered a great sampling of the area. Thank you, Backroads. We will definitely return.
Diane Artiles - Bethesda, MD

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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 Family Biking

MEDIEVAL MODERNITY : Casual Inns

Palazzo Mannaioni

Montaione (2 nights): This restored palazzo within the medieval walls of Montaione, offers great views over the valley, a beautiful pool and modern amenities.

Hotel Pescille

San Gimignano (1 night): A quiet country villa with a swimming pool and spectacular views of San Gimignano.

Relais Fattoria Valle

Panzano in Chianti (2 nights): Surrounded by vineyards, olive trees and woodland, this former nobleman’s home is decorated in period furnishings and features views that served as the Mona Lisa’s backdrop.

Tuscany Family Biking Tuscany Family Biking

Palazzo Mannaioni

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

View the Classic Premiere Inns , Classic Casual Inns Itineraries.

Tuscany Family Biking

Route Rating

Daily Mileage Options & Cumulative Elevation Gain

Day 1
  • Level 1  1 Route Option
  • 13 miles 
  • 600 feet elevation gain
Day 2
  • Levels 1 to 3  3 Route Options Available
  • 20, 31, 38 miles
  • 0 - 1500 feet elevation gain
Day 3
  • Levels 1 to 3 3 Route Options Available
  • 13, 18, 34 miles
  • 500 - 2500 feet elevation gain
Day 4
  • Levels 1 to 4 4 Route Options Available
  • 15, 27, 41, 53  miles
  • 500 - 2500 feet elevation gain
Day 5
  • Levels 1 to 4 3 Route Options Available
  • 19, 30, 45 miles
  • 500 - 3000 feet elevation gain
Day 6
  • Level 1 1 Route Option Available
  • 9 miles
  • 1000 feet elevation gain

On this Family Trip, liberal van shuttling is incorporated into the itinerary to facilitate our activities and mileage is kept moderate to enable you to spend more time exploring on your own.

Tuscany Family Biking Tuscany Family 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