Tuscany More Miles for Less: Classic Tuscany
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Tuscany More Miles for Less: Classic Tuscany
The Tuscan Lands of "Vino"
The Arno Valley, Chianti and Montalcino
Highlights
- Spin along the delightful Sette Ponti Road
- Cross the Chianti hills on the Strade del Vino, to Gaiole and Radda
- Spin to Monte Oliveto Maggiore Abbey and also Brolio Castle for an optional wine tasting
- Enjoy a walk in the Medieval Village of Il Borro
- Discover the UNESCO World Heritage Site of Val d’Orcia
- Ride to Pienza, Montepulciano and Montalcino, hometown of the most famous Tuscan red wine, the Brunello
Description
We'll zigzag across the Arno and the surrounding hills and valleys south of Florence. The Chianti area provides great wine, and incredible roads for biking on. Savor both as we pass through capital towns of wine production: Gaiole and Radda.
The second part of the trip unfolds in the southern part of Tuscany, known as the Val d’Orcia, a UNESCO World Heritage Site. We’ll enter Pienza and Montepulciano through magnificient gateways and enjoy strolls along charming alleys lined with small pecorino cheese shops, artisans’ workshops and centuries-old palaces. Our last ride will stretch as far as Montalcino, a fortress dominating the view on the surrounding hills, and of course the vineyards of Brunello red wine.
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Price
$2,695
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Single Supplement
$350
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Ability Level
Intermediate
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Terrain
Rolling
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Distance
182 mi / Daily average 36 mi
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Departing
Montefollonico
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Arriving
Laterina
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Bike Rental
Included!
- View our Suggested Reading
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Dates
- July 2, 2012
- July 10, 2012
- July 18, 2012
- July 26, 2012
- August 4, 2012
- August 12, 2012
- August 20, 2012
- August 28, 2012
- October 14, 2012
Day 1–2: Arno Valley, Laterina and sette ponti road
Day 1: Ancient olive groves, manicured landscapes and Etruscan sites dot the warm-up route around Laterina, Casanuova and Ponticino.
Day 2: The Strada dei Sette Ponti - the Road of Seven Bridges - makes for a beautiful ride through the sunny Pratomagno range. Tiny villages are linked by this route, dotted with fig trees, vegetable farms, and vineyards.
Day 3: The Chianti Countryside and Rapolano
Here is where your postcard-perfect image of Tuscany will come to life! The distinct cypress trees, vineyards and ancient stone walls will surround you along the entire route in the Chianti area en route to Rapolano.
Day 4–5: Montefollonico, Montepulciano, Pienza and Montalcino
Day 4: Today’s ride goes through the famous area of “Le Crete Senesi” literally ‘Siennese clays,’ rolling hills where the distinctive grey colouration of the soil gives the landscape an appearance often described as lunar. After a cappuccino in Asciano we continue on to the Abbey of Monte Oliveto Maggiore, a large Benedictine monastery founded in 1313. Our final destination is Montefollonico, a tiny medioeval village perched on a cliff overlooking the Val di Chiana and the Trasimeno Lake.
Day 5: Spin to Pienza for a stroll and a cappuccino in the beautiful town centre before descending into the UNESCO Site of Val d’Orcia to cruise through wheat fields and vineyards. Visit Montepulciano ancient city centre before the last climb back to the hotel or go further west to Montalcino.
Day 6: Arrivederci!
You can extend your stay in Tuscany or take a taxi to Chiusi train station, where you can make your connections.
Guides for this trip


