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 and shuttle to the quintessential Italian town of Radicóndoli 
A picnic spread of regional delicacies awaits at the Podere Paugnano agriturismo (working farm and country retreat) Pedal 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, evening aperitivos and a feast of exquisite Tuscan cuisine.
Days 2-3 San Felice
Ride gently rolling hills to the 13th-century walled village of Monteriggioni After lunch in Castellina in Chianti, wander the labyrinth of medieval streets Explore the complexities of Tuscany's wines during a tasting with a regional expert Spin through the famed Chianti towns of Radda and Lecchi Tour Abbazia di Coltibuono (Abbey of the Good Harvest) and taste the homemade olive oil A local chef welcomes us into his home for tonight's 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 
Enjoy dinner in the classic hill town of Montalcino, home of the world-famous Brunello wines Venture into the heart of the crete senesi and discover Pienza, renowned for pecorino cheese, beautiful ceramics and Renaissance architecture The narrow streets of Montepulciano, Italy's highest hill town, are yours to discover Relax at the hotel or hear Gregorian chants at the Abbazia di Sant'Antimo.
- 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.
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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
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Tuscany Biking
HISTORIC ELEGANCE: Premiere Inns
Relais La Suvera
Pievescola (1 night) This five-star Small Luxury Hotels of the World member - originally a medieval castle - is acclaimed for its sumptuous guest rooms, swimming pool, wellness center, beautiful Italianate gardens and scenic tranquil surroundings.
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 |
|---|---|---|---|
| Insider Trips | Explore at a leisurely pace—on village walks, market strolls, art history excursions, hands-on cooking classes and more. | ||
| 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 1 1 Route Option Available
- 15 miles
- 1000 feet elevation gain
Day 2
- Levels 2 to 5 3 Route Options Available
- 25, 48, 58 miles
- 1700 - 4600 feet elevation gain
Day 3
- Levels 3 to 4 3 Route Options Available
- 32, 40, 55 miles
- 3200 - 5200 feet elevation gain
Day 4
- Levels 2 to 5 3 Route Options Available
- 25, 45, 66 miles
- 1300 - 4100 feet elevation gain
Day 5
- Levels 2 to 5 3 Route Options Available
- 22, 47, 62 miles
- 2400 - 5700 feet elevation gain
Day 6
- Level 1 2 Route Options Available
- 14, 16 miles
- 800 - 1600 feet elevation gain