Tuscany Family Breakaway Bike Tour
- A quintessential Tuscan experience from south to north
- Relax at day's end in cozy historic hotels, all with swimming pools
- Explore some of the region's most celebrated towns, including Pienza, Montalcino, Siena and Radda in Chianti
- Sample classic Tuscan indulgences, such as truffles and gelato
- Pedal rolling hills past Brunello, Chianti Classico and Sangiovese vineyards
A Taste of Tuscany from Pienza to Siena & Chianti
To D.H. Lawrence, Tuscany was "the perfect centre of man's universe." Poet Shelley called the region a "paradise for exiles." Dante, a Tuscan native, more than likely called it "divine." You and your family will undoubtedly conjure up a few superlatives of your own as you pedal from one unbelievable view to the next, gaze in awe at incredible Renaissance art and architecture, and savor delicious pecorino cheese, homemade pasta, fruity olive oils and celebrated Chianti and Brunello di Montalcino wines. Few things in this world live up to the hype. We're delighted to report that everything you've ever heard about Tuscany is true.
Itinerary
Days
1-2 Explore some of the region's most celebrated towns, including Pienza, famous for pecorino cheese, exquisite ceramics and Renaissance architecture 
After savoring Tuscan treats, pedal cypress-lined roads through southern Tuscany's open undulating terrain into the Val d'Orcia Montepulciano, with its winding streets and hidden squares, invites a stroll.
Day
3 Climb through a sea of vineyards to Montalcino, where enoteche pour refreshments and remarkable views reach as far as Siena on a clear day Check out Abbazia di Monte Oliveto Maggiore, an active monastery offering sublime countryside vistas, where monks still pray in Gregorian chant.
Day
4 Engaging Q&A session with Dario Castagno, author of Too Much Tuscan Sun Bike past the exposed chalk hills of the Crete Senesi, often depicted in 14th- and 15th-century Florentine and Sienese paintings Sun-baked pastures dotted with sheep and crumbling stone farmhouses make way for oak woodland and olive groves Explore Siena’s charming labyrinth of pedestrian streets and linger in the fashionable Piazza del Campo by night for the best people watching in Italy!
Days
5-6 Pedal rolling hills alongside Chianti Classico and Sangiovese vineyards
Get to know ridgetop Radda, the center of Chianti wine production, and Gaiole in Chianti, also part of the Antica Lega del Chianti and a friendly rival to neighboring Radda Looking for a gift? Family-owned Ceramiche Rampini offers ceramics hand-painted in the Renaissance tradition.
Casual Inns
Albergo le Terme
Bagno Vignoni (2 nights) This charming family-owned hotel overlooks the town's central piazza, whose ancient pool is fed by underground thermal springs. (pool, spa)
Borgo Casabianca
Asciano (1 night) An agricultural estate standing on a high ridge between the Chiana Valley and the famed Crete Senesi. (pool, tennis)
Villa Curina Resort
Curina (2 nights) A tranquil 16th-century villa with wooded grounds, an Italian-style garden and a small church with frescoes by Arcangelo Salimbeni. (pool, tennis)
Guest Reviews About This Trip
In the nearly two decades I've been with Backroads, I've had the privilege to research and design numerous Tuscany itineraries as the popularity of active travel in this region has soared. Nothing would make me happier than to share my favorite local connections with you on this special Breakaway edition. You'll enjoy rich, genuine experiences that are a result of years of research and cultivated relationships. Join us for a taste of Tuscany's very best!- Regional Manager, Tuscany
Trip Dates & Prices
Please click on a date below for specific pricing and possible itinerary variations.
2015 Family Breakaway DATES
June 2015
- 6/16 - 6/21 ( $3698 per person, double occ., +$720 for single occ.
- 6/30 - 7/5 ( $3398 per person, double occ., +$720 for single occ.
July 2015
- 7/7 - 7/12 ( $3598 per person, double occ., +$720 for single occ.
August 2015
- 8/18 - 8/23 ( $3398 per person, double occ., +$720 for single occ.
Don't see your ideal travel date? Call us at 800-462-2848 for Private Trip date availability.
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 | ||||||||||
| Day | EASYGOING | ACTIVE | AVID | |||||||
|---|---|---|---|---|---|---|---|---|---|---|
| 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 | 23 | 800 | ||||||||
| 2 | 25* | 1600 | 34 | 1700 | 44 | 2500 | 65 | 4300 | ||
| 3 | 26* | 2500 | 42 | 3000 | ||||||
| 51 | 3900 | |||||||||
| 4 | 26* | 1200 | 33 | 1500 | 47 | 2300 | ||||
| 5 | 24* | 2000 | 38* | 2600 | 53 | 3400 | 64 | 4800 | ||
| 6 | 13 | 700 | ||||||||
* 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)
2015
| 2 - 3 guests from $5,598 pp dbl. occ. | 8 - 9 guests from $4,198 pp dbl. occ. |
| 4 - 5 guests from $4,798 pp dbl. occ. | 10 - 11 guests from $3,698 pp dbl. occ. |
| 6 - 7 guests from $4,398 pp dbl. occ. | 12 or more guests from $3,398 pp dbl. occ. |
All Private Singles-Solos trips require a minimum of 16 guests.
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For 35 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.
