
Tuscany Biking
Days 1-2 curina
Meet in Siena
Spin past world-famous vineyards in the heart of the Chianti wine region
Treat yourself to the perfect cappuccino or refreshing gelato in such renowned towns as Radda and Castellina
Check out Castellina's old ramparts, fortress and arcaded walkway.
Day 3 cortona
Pedal gentle terrain in the captivating Val di Chiana, renowned for its prized Chianina cattle
Shop for unique handicrafts in the historic hill town of Cortona.
Days 4-5 rocca d'orcia
Head through a landscape of rolling hills, farmland and quaint villages into the Val d'Orcia
Visit medieval Montepulciano and discover hidden piazzas, a welcoming enoteca and the Tempio di San Biagio pilgrimage church
Ride through a classic Tuscan tableau of cypress trees, pines and olive groves to the famous monastery of Monte Oliveto Maggiore
In the ancient village of Bagno Vignoni, see a Roman bath favored by members of the Medici family
A side trip leads to Pienza, one of Tuscany's Renaissance gems
Tackle the challenging ride to Montalcino.
Days 6-8 Sovana
Enter Tuscany's Maremma region
Bike to the sleepy hamlet of Sovana, known for its rich Etruscan heritage
Visit the fairy-tale village of Pitigliano, where high tufa cliffs tower above bright green valleys
Soak in the therapeutic waters of Saturnia Hot Springs, used for centuries by the Etruscans and the Romans
Shuttle to Orvieto.
A GRACIOUS WELCOME: Casual Inns
Villa Curina (2 nights): This Renaissance villa welcomes us with traditional and modern décor, a large pool and tennis court.
Hotel San Michele (1 night): Enjoy a night in the heart of town at this beautifully restored 13th-century manor house.
Hotel San Simeone (2 nights): At this splendidly restored gem, bask in an atmosphere of style and elegance in a magnificent hilltop location overlooking the Val d'Orcia.
Sovana Hotel & Resort (2 nights): This inviting hotel offers elegantly furnished rooms, exposed-beam ceilings and terra-cotta tile floors.
Daily Mileage Options & Cumulative Elevation Gain
Day 1
- Level 1
1 Route Option Available
- 15 miles
- 1000 feet elevation gain
Day 2
- Levels 3 to 5
3 Route Options Available
- 30, 51, 61 miles
- 1000 - 4000 feet elevation gain
Day 3
- Levels 1 to 4
3 Route Options Available
- 19, 39, 43 miles
- 500 - 2000 feet elevation gain
Day 4
- Levels 2 to 4
4 Route Options Available
- 25, 39, 42, 54 miles
- 1000 - 4500 feet elevation gain
Day 5
- Levels 2 to 4
3 Route Options Available
- 26, 35, 51 miles
- 1000 - 4500 feet elevation gain
Day 6
- Levels 2 to 5
3 Route Options Available
- 29, 44, 61 miles
- 1500 - 3500 feet elevation gain
Day 7
- Levels 2 to 4
2 Route Options Available
- 30, 47 miles
- 2000 - 3500 feet elevation gain
Day 8
- Conclusion of Trip
Trips 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 | Average Distance | |
|---|---|---|---|
| Biking | Walking & Hiking | ||
| Level 1 | 2-3 hours | 10-20 mile | 2-5 miles |
| Level 2 | 2-4 hours | 21-30 miles | 5-7 miles |
| Level 3 | 3-5 hours | 31-40 miles | 7-9 miles |
| Level 4 | 4-6 hours | 41-55 miles | 9-11 miles |
| Level 5 | 5-7+ hours | 56-75+ miles | 11-13+ miles |
2008 DATES
CLASSIC TRIPS
- 9/21-28Price: $4398 pp dbl. occ., (+ $850 for sgl. occ.)
- 10/3-10Price: $4398 pp dbl. occ., (+ $850 for sgl. occ.)
The trip you have selected is different from the one displayed. Here's how:
Hotel variation: On Nights 4 & 5, we stay at Osteria dell`Orcia in Castiglion d'Orcia.
SINGLES+SOLOS TRIPS
2009 DATES
CLASSIC TRIPS
SINGLES+SOLOS TRIPS
Reserve early for the best available price. Prices may change during the course of the year--if they do change, the best prices are available earlier. Once you book your trip, your price is guaranteed.
Guest Trip Reviews
If you love challenging climbs, outstanding vistas, great food and insights into local art and history this has got to be an almost perfect vacation. I admit I was almost in tears as I made my final descent back to my hotel on the last day. Great leaders and great fun.- Komoka, ON

The trip was by far the best vacation we have ever been on. Every aspect of the trip exceeded our expectation from the accommodations, to the quality of the leaders to the bike routes! It was the best biking we have ever done in our lives! It is not a matter of "if" we do a Backroads trip in the future, but "when" we can work it into our schedule!- Durango, CO

The region and location of the hotels and resorts were perfect! It was everything I dreamed it would be.- Batesville, IN
