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Tuscany Family Bike Tour
Tuscany Family Bike Tour

Few things in this world live up to the hype. But everything you've ever heard about Tuscany is true. It's not a destination. It's a sublime experience. Routes lined with cypress trees overlooking the patchwork vineyards will stop you on your bike. And no view will compare to that view. Until you round the next bend and see another. It's a wonder anyone ever finishes the rides. And that's only what you'll see; imagine the wines, the multitude of gelato flavors and the luxuries you'll discover.

Day 1 The quintessential Tuscan journey, offering the most scenic routes from Umbria to Chianti  Sample fresh Umbrian specialties at an agriturismo before biking serene roads past olive orchards, farmhouses and acres of cheery sunflowers.

Days 2-3 Rolling hills and quiet roads with lakeside views lead to Cortona, beloved for its "Tuscan Sun" and top quality wines (Syrah is the specialty)  Pedal north amid more picture-perfect sunflower fields  Ahoy matey! Get set for a fun sailing lesson and cruise on Lake Trasimeno Explore Cortona with Backroads friend and local guide Giovanni Adreanni  Roll through the Chiana Valley to Montepulciano (a favorite spot among The Twilight Saga: New Moon movie fans)  Witness how falcons are trained at Il Falconiere, our luxurious Cortona abode. 

Days 4-5 Onward to the heart of Tuscany - <i>andiamo!</i>  Journey to Badia a Coltibuono (Abbey of the Good Harvest) for an exclusive honey tasting  On two wheels, cruise the Chianti hills and valleys to the famed wine villages of Gaiole, Radda and Castellina  Join the locals for an aperitivo in Siena's lively piazza then find the perfect trattoria for dinner  The youngsters paint ceramics with local artisans - talk about a one-of-a-kind souvenir!  

Day 6 A walk (or ride) on the wild side awaits - visit a unique sculpture garden just around the bend from Borgo Scopeto   Savor our final Tuscan moments together, then say arrivederci to the countryside and new friends you've met along the way.  

Trip Highlights
  • Savor every fun-filled moment of this favorite Backroads family trip
  • Pedal rolling hills and quiet roads - scenic kid-approved routes with ample shuttle support
  • Soak up the Tuscan sun in classic Renaissance towns like Cortona and magical Montepulciano
  • Pizza, gelato, fresh pasta, cheese and acclaimed regional wines...delicious flavors for palates of all ages
  • A scavenger hunt, ceramics painting and a falconry demonstration are sure to captivate the younger set
big map

Premiere Inns

Borgo dei Conti (1 night): Once a medieval fortress, this luxurious château is set among manicured gardens and nestled in the Umbrian countryside. A Relais & Châteaux member. (pool, spa, tennis)

Relais Il Falconiere (2 nights): A beautifully restored 17th-century villa featuring superb Michelin-starred dining. A Relais & Châteaux member. (pool, spa)

Relais Borgo Scopeto (2 nights): Owned by the Sienese cathedral in the 1200s, this elegant estate offers panoramic views of Siena and the Mangia Tower. (pool, spa, tennis)

Routes 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.

Daily Route Options
Level 1 Level 2 Level 3 Level 4 Level 5
miles feet gain miles feet gain miles feet gain miles feet gain miles feet gain
1 12* 800
2 19* 400 39 600
Kids: Activities at Lake Trasimeno (2 Hours)
Adults: Cortona Guided Walking Tour (1.5 Hours)
Kids: Cortona Scavenger Hunt (1 Hour)
3 20* 1200 43 1400
Kids: Falconry Demonstration (1.5 Hours)
4 17* 1600 30* 1800 38 2500
Kids: Ceramics Painting (2 Hours)
5 19* 2100 27 3100 42 4300
6 8 600
18 1000

* Includes a shuttle

2015 Dates & Pricing*

  • 8/9-14 Price: $4898 pp dbl. occ., (+ $990 for sgl. occ.)

*Prices may change. Once you book your trip, your price is guaranteed.

2016 Dates & Pricing*

  • 6/12-17 Price: $4398 pp dbl. occ., (+ $860 for sgl. occ.)
  • 6/19-24 Price: $4198 pp dbl. occ., (+ $860 for sgl. occ.)
  • 6/26-7/1 Price: $4198 pp dbl. occ., (+ $860 for sgl. occ.)
  • 7/17-22 Price: $4198 pp dbl. occ., (+ $860 for sgl. occ.)
  • 7/24-29 Price: $4198 pp dbl. occ., (+ $860 for sgl. occ.)
  • 7/31-8/5 Price: $4198 pp dbl. occ., (+ $860 for sgl. occ.)
  • 8/7-12 Price: $4198 pp dbl. occ., (+ $860 for sgl. occ.)
  • 8/14-19 Price: $4198 pp dbl. occ., (+ $860 for sgl. occ.)

*Prices may change. Once you book your trip, your price is guaranteed.

Recommended Kids Ages

Minimum Ages:

General Info on Minimum Ages:

We strongly encourage families to join our Family Trips, designed with kid- and adult-friendly features. Please note that we have a minimum age requirement of 1 year for all Inn trips and 2 years for all Camping trips. Other than that, we do not restrict trips to a minimum age except in the rare case of a hotel age restriction. We do, however, recommend minimum ages based on the following criteria: Please note that a trip may feature an activity with an older age requirement than the minimum age recommendation for the trip. Younger kids are still welcome on the trip and while they will not be able to participate in the activity, the leaders will suggest an alternate activity. For safety reasons, children under 7 may not ride their own bikes and are required to ride on a Kazoo or in a Burley Cub trailer. For certain destinations, children must be 9 or older to ride their own bikes.

Private Trips Options & Pricing

Gather your favorite people to share a Backroads adventure on a ready-to-book Private Trip - featuring all the legendary Backroads hallmarks from expert leaders to unforgettable activities.

You can pick from a large selection of dates for your group of 8 or more. Call us for date availability.

If your party has fewer than 8 guests, or if your preferred date is not available, we'll create a departure just for you.

Pricing for Private Trips (prices may vary based on departure date)


2 - 3 guests from $6,898 pp dbl. occ. 8 - 9 guests from $5,398 pp dbl. occ.
4 - 5 guests from $6,098 pp dbl. occ. 10 - 11 guests from $4,798 pp dbl. occ.
6 - 7 guests from $5,598 pp dbl. occ. 12 or more guests from $4,498 pp dbl. occ.


2 - 3 guests from $6,398 pp dbl. occ. 8 - 9 guests from $4,998 pp dbl. occ.
4 - 5 guests from $5,598 pp dbl. occ. 10 - 11 guests from $4,498 pp dbl. occ.
6 - 7 guests from $5,198 pp dbl. occ. 12 or more guests from $4,198 pp dbl. occ.

Please note: Youth savings do not apply to Private Trips.

Guest Trip Reviews

Not only does this trip offer the quintessential Tuscan experience - with amazing cycling, wonderful food and wine, and an intimate look into the region's culture and history - it also features lots of activities designed specifically with families in mind. Over the years, our toughest critics (real kids!) have put this trip to the test. And every year, it has proven to be one of our most popular family adventures ever!
Carlos Martinez Abad- Regional Coordinator, Italy