Pedaling under the Tuscan sun

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Holiday packages

A 6 days experience cycling between Val d'Orcia and Crete Senesi

A 6 days experience to discover Cortona, Montepulciano, Pienza, Montalcino and the Val d'Orcia by bike

by Cicloposse

The mystique of this land lies not only in its landscape but also in its nature, vineyards, and history. Oak woods, olive groves and vineyards adorn enchanting hillsides alongside medieval villages and historical monuments. The journey culminates gloriously in Siena.

Itinerary highlights:

Learn about the rich history of Cortona, the land of the Tuscan sun.
Explore the medieval hilltop villages of Tuscany, each uniquely beautiful.
Enjoy scenic cycling through the stunning landscape of the Val d’Orcia.
Experience the stark and alluring lunar terrain of the Crete Senesi region.

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Prices include

Six nights in excellent four & three-star superior hotels
Six breakfasts
All luggage transfers
RideWithGPS App: tracks, route notes, off-line navigation
Trip notes: sightseeing & meals suggestions
Maps with elevation gain
Delivery bike at Cortona hotel & bike fitting
Pick-up of bikes and gear in Siena
Keepsake cicloposse water bottle
Sales taxes

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Supplemental charges

Bike rental for the entire tour: Hybrid bike (euro 180) or Race bike, Gravel, e-Bike (euro 240)

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Meeting point

Cortona

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Plan

Day 1: Meeting in Cortona & bike fitting
Day 2 - Lago Trasimeno

Ride to Valle di Pierle and his Rocca - Total distance: 50 kilometres / 31 miles

Day 3 Montepulciano & Pienza

Ride from Cortona to Pienza via Montepulciano and through vineyards.
This splendid little town is called "the Pearl of the Cinquecento". Pienza is also famous for the delicious sheep milk cheese pecorino.
Distance: 63,5 kilometres / 39,5 miles

Day 4 - Val d’Orcia and Radicofani

Circular bike ride into Val d'Orcia - Total distance 63,8 kilometres / 39,8 miles

Day 5 - Montalcino & Brunello wine

Pause in the fairy-tale village of Bagno Vignoni. The wine town of Montalcino is the highlight. Visit the fortress to enjoy a breathtaking view of the entire valley you've just biked through
Distance 44,4 kilometres / 27,7 miles

Day 6 - Monte Oliveto & Siena

Cycle from Montalcino to Siena via Monte Oliveto Maggiore and Asciano. Visit Piazza del Campo, Torre del Mangia and the famous Duomo
Distance 56,7 kilometres / 35,5 miles

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