Rating in Italy
$ 3495

Tuscany Self-Guided Biking

Self-guided cycling
Self-guided cycling
min $ 3495
Per person
Tour details
Destinations: Florence, Siena, Montepulciano
Guide language: English
Price: min $ 3495
Duration: 5 days
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Your pace, our routes, Italy's pleasures

With lush, rolling hills, medieval towns and meandering roads keeping it all together, Tuscany is a biker’s idyll. There is something eminently peaceful about riding through hilltop towns that have stood watch since the Middle Ages, passing vines tended by generations of winemakers, and savouring traditional cuisine made from the freshest and tastiest local ingredients. This is the region you imagine when you think of Italy; home to olive groves and cypress trees, Roman battlefields, Renaissance churches and charming villages—from tiny Montefollonico to lordly Montepulciano.

Trip designed by Travel Expert Courtney Mundy

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Day by Day

Meet Carlo, your local guide and Tuscan native who will lead you on an insightful visit of Pienza, a remarkable Renaissance gem. Head out on your bikes for a wonderful loop ride and enjoy dinner tonight at the hotel's vibrant restaurant.

The highlight of today's loop ride is the majestic Montepulciano, a medieval and Renaissance hill town where wine shops line the cobblestone laneways.

Embark on a magnificent pedal to Siena through the beautifully stark crete hills, perhaps Tuscany's most iconic stretch of road. Early this evening you’ll be met by Siena’s leading wine expert for a private wine tasting at his enoteca just steps from your hotel.

Today Carlo will join you again to lead you around Siena to illuminate its medieval wonders. This afternoon ride through the beautiful vineyards and rugged forests of Chianti.

Enjoy a loop ride through the rolling hills, passing through the well-known villages of Gaiole and Radda, both postcard-picturesque. Early evening enjoy an aperitivo on the hotel’s terrace overlooking the vine covered hills in every direction. Dine on the property or at our suggested restaurants just a short walk or taxi away from the hotel. Cin cin!

Linger over breakfast before a private car takes you to Florence city centre or airport.

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What’s included? Everything you need. Plus everything you’d
want. Plus a few things you never knew you wanted ‘til you got them.

In a word: everything. In ninety words? Signature B&R guides; local experts; unique, unforgettable biking and walking routes; private tours; authentic local cuisine; lessons and demonstrations; local artisanal wines; wine tastings; all victuals and libations; all the endorphins you can handle; new insight; interesting, fun and like-minded travel companions; a feeling of total freedom. In short: an extraordinary, hassle-free journey of discovery.

  • All hotel accommodation
  • All breakfasts and one dinner
  • A private guided tour of Pienza
  • A private guided tour of Siena
  • A private wine tasting in Siena
  • Use of a customized hybrid or a racing bike with drop bars, equipped with handlebar bag and helmet
  • Detailed maps, route suggestions and water bottle
  • All baggage transportation
  • Drop-off transportation to Florence
  • GPS-enabled device pre-loaded with each day’s route(s)
All tour descriptions and conditions are given in accordance with the information of Butterfield & Robinson
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Domenico, owner of the lake swimming resort, inviting travelers to explore Italian culture on the beaches near two most clear lakes in Italy.

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