Up to $800
late-fall savings
on added departure
10/24.
Roll over date
for details.
more info
Tuscany Biking
Biking Toscana's Timeless Landscapes
"To be in Tuscany is heaven...somewhere north of Rome, on a stretch where town and country, sunlight and seascape exist in spectacular harmony, one will be struck by the near certainty that here lies the most perfect spot on Earth. Art, architecture, literature, history, have done much to embellish what was already quite flawless," raved Condé Nast Traveler. We embellished a bit more with exclusive wine tastings, exquisite cuisine, lodgings of timeless elegance and beautiful routes that add up to the ultimate Tuscany biking trip.
- The quintessential Tuscan journey - great for cyclists of all levels
- Pedal our favorite Tuscan roads with ample shuttle support
- Handpicked hotels that represent Tuscany's finest
- Taste the region’s finest wines with a local sommelier
- Visit and dine with a Tuscan chef in his home
The Day-to-Day Itinerary
Day 1 Pievescola
Meet in Florence 
Shuttle to Podere Paugnano, an agriturismo (country retreat and working farm) where we sample fresh cheeses and enjoy a picnic lunch 
Bike along quiet roads past olive orchards, expansive wheat fields and the hamlet of Montingegnoli At Relais La Suvera, succumb to la dolce vita with a swim in the pool, an evening aperitivo and a feast of exquisite Tuscan cuisine.
Days 2-3 San Felice
Ride gently rolling hills to the 13th-century walled village of Monteriggioni Pedal alongside vineyards, by farmhouses and through small villages and evergreen forest After spinning to Abbazia di Coltibuono (or "Abbey of the Good Harvest"), taste homemade olive oil Bike through the famed town of Radda, and visit a family-owned ceramics business Explore the complexities of Tuscan wines during a tasting with a regional expert A local chef welcomes us into his home for dinner.
Days 4-6 Asciano
Point your wheels toward southern Tuscany, where stately cypresses crisscross open rolling hills Visit Abbazia di Monte Oliveto Maggiore, a 14th-century abbey The narrow streets of Montepulciano, Italy's highest hill town, are yours to discover Enjoy lovely views during a spin through the Val d'Orcia Tackle a big climb through a sea of vineyards en route to the classic hill town of Montalcino, home to world-famous Brunello wines At the Roman baths of Bagno Vignoni, dip your feet in thermal springs Venture into the heart of the Crete Senesi and discover Pienza, renowned for pecorino cheese, beautiful ceramics and Renaissance architecture.
- Premiere Inns: These lodgings possess both elegance and authentic regional flair.
- Casual Inns: These lodgings are comfortable and appropriate to the area with such characteristics as authenticity, scenic settings and proximity to our activities.
- Deluxe Family Camping: We set up the tents (and take them down), handle every camp chore and perform culinary magic.
Other Trips You Might Like:
Look at what other guests are saying about this trip!
We had a spectacular trip. I made the comment to my wife after the very first day of biking that I could go home today and feel like all my expectations had been fulfilled--and that was just the first day! We had been dreaming of and planning this trip for so long, that I was afraid I would be expecting too much. But it was so much better than we had even hoped for. Thanks, Backroads, for the trip of a lifetime! Now my only thought is how could the next Backroads trip possibly compare with this one--but I bet it will be exciting to find out!- Allen, Texas More about this Trip All Guest Reviews
For 30 years, Backroads has been perfecting the art of active travel. We are the tour experts. For biking tours in , trust our in-depth connections. To see all our biking tours click here. For our selection of award-winning walking and hiking tours click here. For our selection of award-winning multisport tours click here.
Tuscany Biking
HISTORIC ELEGANCE: Premiere Inns
Relais La Suvera
Pievescola (1 night) This Small Luxury Hotels of the World member - originally a medieval castle - is acclaimed for its sumptuous guest rooms, swimming pool, spa and beautiful Italianate gardens.
Borgo San Felice
San Felice (2 nights) This Relais & Châteaux-member hotel is a beautifully restored medieval Tuscan hamlet with a swimming pool, tennis courts and a setting amid vineyards, olive groves and oak-covered hills.
Borgo Casabianca
Asciano (2 nights) Offering a swimming pool and tennis court, this agricultural estate stands on a high ridge between the Chiana Valley and the famed Crete Senesi.
Tuscany Biking
Daily Mileage Options & Cumulative Elevation Gain
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.
| Activity Level | Average Time | Biking Average | Walking Average |
|---|---|---|---|
| 1 | 2-3 hours | 10-20 miles | 2-5 miles |
| 2 | 2-4 hours | 21-30 miles | 5-7 miles |
| 3 | 3-5 hours | 31-40 miles | 7-9 miles |
| 4 | 4-6 hours | 41-55 miles | 9-11 miles |
| 5 | 5-7+ hours | 56-75+ miles | 11-13+ miles |
Day 1
- Level 2 1 Route Option Available
- 24 miles
- 1600 feet elevation gain
Day 2
- Levels 2 to 4 3 Route Options Available
- 23, 37, 46 miles
- 1350 - 3050 feet elevation gain
Day 3
- Levels 3 to 4 4 Route Options Available
- 19, 31, 39, 55 miles
- 1950 - 5200 feet elevation gain
Day 4
- Levels 2 to 5 3 Route Options Available
- 25, 39, 57 miles
- 1350 - 3550 feet elevation gain
Day 5
- Levels 2 to 5 3 Route Options Available
- 27, 56, 71 miles
- 1500 - 5000 feet elevation gain
Day 6
- Level 1 1 Route Option Available
- 15 miles
- 1050 feet elevation gain