
Cycle Tuscany & Chianti
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Tour Overview
Explore the rolling hills and olive groves of Tuscany and Chianti on this eight-day cycling adventure from Florence to Pisa. Cycle through small, medieval villages backdropped by mountain views in Chianti and the Crete Senesi region, then ride the pulsing streets of Pisa to the famed lopsided tower. Trace the ancient Via Lauretana, ride along part of an ancient pilgrimage route on Via Francigena and wind through the white roads and clay dunes of the Strade Bianche. With stops in stunning Siena, UNESCO World Heritage-listed San Gimignano and Lucca, you’ll have ample time for bowls of pasta and glasses of Chianti to wind down after rewarding days on the saddle.

Trip Code: ZMXT
Start
Florence
End
Pisa
Destination
Italy
Meals
7 breakfasts, 0 dinners
Transport
Bicycle (e-bike option available, subject to availability), Support vehicle
Accommodation
Hotel (5 nights), Pension/B&B (2 nights)
Days
8
Max Group Size
Min 1 - Max 15
Min Age
15
Style
Originali
Physical
3i
Trip Highlights
Why you'll love this trip
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Ride the Strade Bianche, Tuscany’s famous white gravel roads that are the namesake of the annual cycling race. On the way, pass through the famous white clay dunes known as ‘biancane’.
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Cycle in the footsteps of pilgrims along the historic Via Francigena – part of the ancient route from Canterbury to Rome – taking in vistas of vineyards and oak forests along the way.
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See the contrasting landscapes of the famous Chianti wine region and the broader Tuscan countryside from your unique vantage point on two wheels. Plus, do some exploring on foot – weave through Florence’s bustling streets and wander the quiet cobblestone lanes of San Gimignano by night.
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Spend two nights in stunning Siena – the medieval hilltop town with a historic rivalry with Florence – and venture into the striking landscapes of the Crete Senesi, full of shifting colours and dramatic hills.
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Follow the Serchio River by bike from Lucca to the world-famous Leaning Tower of Pisa. Snap a classic photo in front of the tower or settle in at the best local cafe for some people-watching.
Day by Day Itinerary
Itinerary

What's Included
Inclusions and activities
Meals
7 breakfasts, 0 dinners
Transport
Bicycle (e-bike option available, subject to availability), Support vehicle
Accommodation
Hotel (5 nights), Pension/B&B (2 nights)
Included activities
- Bicycle hire included
- Gaiole in Chianti - Visit to Casa Eroica
- Radda in Chianti to Siena Guided Cycling
- Asciano - Orientation walk
- Siena to Asciano (Strade Bianche) Guided Cycling
Optional activities
Is This Trip Right for You?
Is this trip right for you?
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There are some long travelling days on this trip, but it’s all part of the adventure and a great way to get to know your fellow travellers.
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This trip requires a moderate level of fitness as it involves some walking and swimming, allowing you to really get among nature. Please bring sturdy, comfortable walking shoes, a swimsuit and comfortable clothing.
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Multiple activities on this trip are subject to weather and water conditions and on occasion, may be cancelled for safety or operational reasons. In the case of cancellation, we will endeavour to find a suitable replacement activity.
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ZMXT · 8 days
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