Hills & Wheels in Luxury Retreats

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  Tour Operator  Cicloposse


 6 days 

 Some hills



Tuscany’s best scenery roads to cycling! Whether crowned by timeless villages, covered by vineyards and olive groves or strewn with wildflowers, the hills of Tuscany have one thing in common: they’re perfect for exploring on two wheels.  Pedal to lofty hill towns, spin through broad valleys and follow sinuous country roads past cypress-lined lanes and quiet woodland.

Off your bike, discover unforgettable Renaissance art and architecture, visit wineries and cellars: you will be in the heart of Chianti Classico and the Brunello wine town, savour meals created from the finest local ingredients and relax in charming luxury Tuscan retreats.  
You start the tour staying at beautiful La Bandita Townhouse,  stylish new hotel in downtown Pienza,  let you discover Montalcino  & Val d’Orcia. In Siena’s historic centre overnight at Relais Campo regio, a boutique  hotel and finally in Gaiole in Chianti stay at sophisticated estate, Castello di Spaltenna,  exclusive atmosphere  and unique landscape.

Tour Information




Gaiole in Chianti

Cost From

Self-Guided    1950

Single Supplement



five nights in excellent four & five star hotels five  breakfasts two gourmet dinners Route notes, maps, elevation gain and city map Garmin Gps Touring Edge Sightseeing, restaurant and shopping suggestions All Baggage transfers Pick-up of bikes and gear in Gaiole Keepsake Cicloposse water bottle Sales taxes


bike rental per entire tour   Hybrid bike        euro 140 Race bike           euro 180 E-bike                euro 180


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While great care has been taken to show full and correct tour details, unfortunately transcription errors do occur and, although we continually seek to eliminate these, we apologise for any mistakes. Plans or bookings should not be made exclusively based on information shown on this website but must be confirmed with the tour operator.