North of Siena

Treat your family to Tuscany with a blend of biking, history and exploration. Our custom-designed routes are tailored to adults and kids alike. Discover medieval hill towns, such as the famed San Gimignano, crowned with impressive towers. Pedal past wheat fields and pastureland, stopping to 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 locals who enthusiastically share their culture and heritage. Join Backroads to tour Tuscany family style!

View the Family Premiere Inns Itineraries.

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Days 1-2 Montaione

Day 3 San Gimignano

Days 4-6 Panzano in Chianti

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.

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Guest Trip Reviews

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.

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MEDIEVAL MODERNITY: Casual Inns

Palazzo Mannaioni

Montaione (2 nights)
A four-star hotel with a garden, lemon and orange tree grove, and swimming pool.

Hotel Pescille

San Gimignano (1 night)
Once a country villa, this hotel offers a swimming pool, unique rooms with brickwork flooring and spectacular views of San Gimignano's medieval skyline.

Fattoria Valle

Panzano in Chianti (2 nights)
Situated just outside the village of Panzano, this former private residence is now a comfortably appointed hotel with swimming pool that overlooks vineyards. Rooms have views of the surrounding valley and are furnished with antique furniture.

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.

Route Rating: Daily Mileage Options & Cumulative Elevation Gain