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Tuscany Family Bike Tour New!

Dates & Prices
Route Rating
Make It Private
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

Call 800-462-2848, Every day 6am-6pm,PST

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The Heart of Italy, from Umbria to Chianti

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 - andiamo!  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.  

Premiere Inns

Borgo dei Conti
Borgo dei Conti

Perugia (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
Relais Il Falconiere

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

Relais Borgo Scopeto
Relais Borgo Scopeto

Vagliagli (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)

Guest Reviews About This Trip

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

Trip Dates & Prices

Please click on a date below for specific pricing and possible itinerary variations.

2015 August
2016 June
2016 July
2016 August

Don't see your ideal travel date? Call us at 800-462-2848 for Private Trip date availability.

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This Trip Is Rated Level 2-5

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

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.

For 36 years, Backroads has been perfecting the art of active travel. We are the Tuscany tour experts. See our award-winning Europe Italy biking tours, Europe Italy walking and hiking tours and Europe Italy multisport tours.


Premiere Inns

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Route Rating

arrow Level 2-5


Chiusi, Italy/Florence, Italy

Detailed Itinerary

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Trip Notes

All meals included except 2 lunches, 1 dinner

Recommended Ages

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Recommended Reads

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