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Tuscany Biking
The Timeless Landscapes from North to South
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 an experience. Rides lined with cypress trees overlooking the patchwork vineyards below 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 and the flavors you'll experience.
- 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 The quintessential Tuscan journey - great for cyclists of all levels 
Sample fresh cheeses at an agriturismo before biking quiet roads past olive orchards, farmhouses and wheat fields At Relais La Suvera, succumb to la dolce vita with a swim, an aperitivo and a feast of exquisite Tuscan cuisine.
Days 2-3 Pedal rolling hills in the heart of Chianti to Monteriggioni, an impeccably preserved 13th-century walled village We're welcomed guests at the private estate of Badia a Coltibuono to taste olive oils crafted under the care of Lorenza de'Medici Ascend to the ancient hilltop of Radda, the center of Chianti wine production Visit and dine with a Tuscan chef at his lovely villa.
Day 4 The narrow streets of Montepulciano, Italy's highest hill town, are yours to discover Point your wheels toward southern Tuscany, where stately cypresses crisscross open rolling hills Our route leads through the chalk hills of the Crete Senesi, often depicted in 14th- and 15th-century Florentine paintings.
Days 5-6 Taste world-famous Brunello In the lovely Val d'Orcia, climb through a sea of vineyards to Montalcino Discover Pienza, renowned for pecorino cheese, exquisite 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 32 years, Backroads has been perfecting the art of active travel. We are the tour experts. 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
Premiere Inns
Relais La Suvera
Pievescola (1 night) In the heart of the Chianti hills, an ultra luxurious medieval castle with beautiful Italianate gardens and scenic tranquil surroundings. A Small Luxury Hotels of the World member. (pool, spa, tennis)
Borgo San Felice
San Felice (2 nights) Described by the Hideaway Report as an "enchanting resort enclave set within a restored medieval hamlet fringed by olive groves and vineyards in the Chianti Classico region." A Relais & Châteaux member. (pool, tennis)
Borgo Casabianca
Sinalunga (2 nights) A warm welcome awaits at this agricultural estate standing on a high ridge between the Chiana Valley and the famed Crete Senesi. (pool, tennis)
Tuscany Biking
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 |
Daily Mileage Options & Cumulative Elevation Gain
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 1 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
- 1330 - 3370 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
- 1070 feet elevation gain