Chianti Uncovered Cycling Tour
A land of elegance, beauty and dreams
An overview of our cycling holidays in Chianti
Tuscany a land of beauty, elegance and dreams. Where the colours of the landscape and the flavours of the traditional cuisine change with the seasons, and the slow rhythm of life is felt with each encounter, ride and meal.
To the cyclist who ventures into this world, it is heaven. Urged by a sense of adventure and the discovery of magnificent views at every turn, you can expect long, warm days on our Tuscany cycling tours surrounded by incredible panoramic views of rolling hills, olive groves, vineyards and medieval hilltop towns, all while embracing the winding roads, challenging climbs and exhilarating descents.
Rediscover your taste for adventure on our Tuscany cycling holiday as you pedal along quiet country roads and cobblestoned streets, enjoying the history, culture and of course the cuisine of this spectacular region.
Tuscany is where our journey began and a place we invite you to share with us as we create a truly authentic experience of our favourite areas to ride and eat in this ancient land, where the art of living is represented through tradition, generosity and talent.
Come ride, eat and drink like a Tuscan. You’re in for an unforgettable adventure.
Chianti Uncovered Ride Itinerary
Welcome to our Chianti Uncovered Bike Tour
You’ll enjoy daily rides through the superb Chianti countryside, taking in the densely forested hills and slopes dotted with olive groves and endless rows of vines. Post ride on our cycling tours of Chianti, we’ll enjoy free time in the mid to late afternoons, making the most of the stunning place we stay.
Following our welcome lunch, today’s ride to a hilltop hamlet is the perfect introduction to Chianti with the idyllic rolling hills striped with vineyards and backed by dense wooded forests and the little villages that dot the landscape.
Highlight: The picturesque hilltop hamlet
It’s time for you to explore on our bicycle tour of Tuscany the sensational cypress lined backroads of Chianti, made famous by its wine, beautiful winding descents and climbs with incredible panoramic views.
Highlight: The winding descent from Radda in Chianti
Today you explore the beauty and challenge of the Chianti hills, with the ride including more sustained climbing with 5 distinct climbs as we travese through some of the most iconic vlilages between Siena and Florence.
Highlight: The free flowing descents that follow the 5 climbs.
Today on our cycling tour of Tuscany, you’ll track south along part of the permanent L’Eroica route on your way to the campo in the centre of Siena. We’ll have a coffee and take in the view before we roll through the amazing landscape of the Crete Senesi.
Highlight: The dry clay hills and spare lunar-like landscape of the Crete Senesi
Today’s ride will take in the spectacular ancient hilltop towns of San Donato and Castellina before visit to the Chianti Sculpture Park.
Highlight: Lunch in beautiful walled town of Monteriggioni.
Today is an undulating tour through the vineyards and olive groves packed with free flowing descents as we meander through the southern part of Chianti.
Highlight: Views of Siena in the distance from the vine laden hills.
Pricing & Dates
4995 per person twin share / Maximum 12 guests
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Start Location & Details
City: Florence, Italy
Pick Up Location: Peretola Airport, Florence
Pick Up Time: 11:00am
Finish Location & Details
City: Florence, Italy
Drop Off Location: Peretola Airport, Florence
Drop Off Time: 11:30am
Inclusions & Details
Accommodation & Meals
Transfers & Activities
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Bike Hire & Gear
Full Carbon Road Bikes
You can choose to hire a Pinarello or Bianchi with a compact crankset.
You can choose to hire a Pinarello e-bike with a compact crankset and a little more power.
An easy to use GPS is provided for your use for the duration of the tour with our daily rides pre installed.
As part of our Chianti Uncovered cycling tour, non-riding partners enjoy a customised travel program, designed to meet their interests and the best experiences Chianti has to offer. Whether its guided walks, visits to beautiful castles and hilltop towns, guided sightseeing tours or cooking classes, Nancy personally hosts non-riding guests each day with a select range of activities to suit the group.
Enjoy our hand-picked family-run villas in Gaiole in Chianti, which reflect the true character of Tuscany and the beautiful, warm and open people with whom we’ll share our experience.
Food & Wine
Enjoy with us the distinctly different areas of Tuscany and their varied recipes and wines.
The lure of the Tuscan table is immense; characterised by its close association with the land, Tuscan cuisine is earthy, simple in style, and reflective of the region’s changing seasons. We will take you on a food safari of Tuscany that takes in all the very best it has to offer from simple organic produce, grown on our host properties, to exquisite gastronomic dishes at a selection of family-run osterias and restaurants.