- A quintessential Tuscan experience from south to north
- Sample fine wines before dining on local specialties
- 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
- 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'll 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.
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 the wine village of Montalcino, where enoteche pour samples and remarkable views reach as far as Siena on a clear day Check out Abbazia di Monte Oliveto Maggiore, the region's most notable monastery, 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 on your own.
Days 5-6 Pedal rolling hills alongside Chianti Classico and Sangiovese vineyards Get to know ridgetop Radda, the center of Chianti wine production, and Castellina, a medieval village with a unique arcaded passageway Looking for a gift? Family-owned Ceramiche Rampini offers ceramics hand-painted in the Renaissance tradition.
Guests Reviews About This Trip
I can see how these trips can become addicting. This was the BEST way to experience Tuscany. You are encouraged to be in the moment, focusing only on the road in front of you, the beauty that surrounds you and the food you will indulge in when you reach your destination.- Westport, CT
Magnifico! I can't think of a better way to immerse myself in the Italian culture in the Tuscany region than with Backroads. The scenery, wonderful local towns/bastions, the food (off the charts), gracious people, the great leaders and people on the trip exceeded my expectations once again. We ate like kings (peasants technically), stayed in wonderful accommodations complete with their own great views, sampled the wine like royalty, the pizza and sorbet we gorged on were out of this world, and we biked some of the most beautiful countryside I have traveled. Time will tell where Backroads will lead me next...- Annapolis, MD
This trip changed my life. I am a passionate biker, and this was the best week of my life. I will be a Backroads junky.- Potsdam, NY
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)
Asciano (1 night) A warm welcome awaits at this 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)
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 any open date in next year's lineup for your group of 8 or more - just book by December 31st of this year. 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
|2 - 3 guests $5,498 pp dbl. occ.||8 - 9 guests $4,098 pp dbl. occ.|
|4 - 5 guests $4,698 pp dbl. occ.||10 - 11 guests $3,698 pp dbl. occ.|
|6 - 7 guests $4,298 pp dbl. occ.||12 or more guests $3,398 pp dbl. occ.|
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.
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* Includes a shuttle