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Classic Chianti Cycling

2019 Pricing

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  • Quintessential, culturally-rich Italian landscapes: rolling hills, endless vines, beautifully preserved honey-hued hamlets blessed with stunning balcony views
  • Luxury **** & *** hotels; gorgeous swimming pools, superb local cuisine
  • Wonderful melange of Etruscan, Roman, Renaissance and Medieval art and architecture
  • Scenically stunning cycling through olive groves, fruit orchards and fields bright with sunflowers
  • Spend 4 nights in historic Colle di Val d'Elsa: ancient cobbled streets, charming piazze, Sienese frescoes, easy access to Florence and Siena

This ten night self-guided cyclilng tour has been carefully crafted to cleverly balance cultural highlights and historic treasures with natural beauty and scenically stunning cycling. It's a perfect choice too if you like the idea of combining timeless countryside cycling with the use of local transport to explore the eternal cities of Siena and Florence on foot.

Your tour starts in Volterra, a real Etruscan gem with its tangle of alleys home to alabaster workshops and secret chapels, in the heart of the Era Valley. From here, it's gentle pedaling through the archetypal Tuscan countryside, cypress-dotted rolling hills, olives, vines, sunflowers, and on, via postcard pretty Certaldo, to Colle di Val d'Elsa where you'll spend four nights. From here, you can enjoy day trips to the great art cities of Florence and Siena before pedaling on through panoramic wine country to the tiny hamlet of Pescille, a short cycle from medieval San Gimignano. From here, your route through the Castelvecchio Nature Reserve (great bird spotting!) gives a real sense of achievement as you loop back to Volterra for your final night.

The hotels we've selected for this holiday are among our best, and include a magnificently restored C12 abbey, a wonderfully stylish watermill which dates back to C16 and belonged to the famous Medici family, and a family-run traditional hotel overlooking the soaring towers of San Gimignano. As Chianti is synonymous with great food and wine, we've made sure evening meals are a celebration of local flavors throughout.

This tour is rated '2 bike+' indicating that some small sections of the route are slightly more challenging than an overall rating of '2 bike'.

Note that cycling helmets are compulsory in Italy for children under 16. As we cannot provide these, we strongly recommend that you bring your own.

Additional Tour Details

Meals Continental breakfast and 8 evening meals.
Tour Starts Pisa airport, pick up at 11:35 (transfer to hotel, 75 mins, provided).
Tour Ends Pisa airport, drop off at 10:35 (transfer provided).
Rail Options Inquire for rail schedules from Florence.
Rail Supplement Inquire for rail prices from Florence.
Singles Add $61 per night.
Other details Room upgrade: Prices from $12 per person, per night. Extra nights: We recommend Colle di Val d'Elsa, Siena or Volterra, prices from $117 per person, per night based on 2 sharing.
Hotels **** (6 nights), *** (4 nights)

Detailed Itinerary »

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