Intermediate, Road & Gravel Riding
Florence,Siena & Strade Bianche Escape
Next Cyclo Guided Experience
Date: 13th to 18th September 2026
Location: Siena, Tuscany
Skill Level: Intermediate, Road & Gravel Riding
Price: £ 1499
Overview
This Tuscan Cycling Escape takes you deep into the rolling hills, white roads and timeless landscapes surrounding Siena. Over six unforgettable days, you’ll enjoy five guided rides through iconic Tuscan countryside, including the legendary Strade Bianche Gran Fondo route — 135 km with around 50 km of white gravel roads — as well as breathtaking scenic rides among olive groves, vineyards and medieval hilltop villages.
Your journey begins in Florence, with a visit to its Renaissance centre before transferring to your countryside farmhouse. Throughout the week, you’ll indulge in exceptional Tuscan cuisine, explore world-class wines, unwind in natural thermal pools, and relax by the farmhouse swimming pool.
A highlight of the trip is the full Strade Bianche experience: after tackling the legendary route, you’ll enjoy a well-earned lunch in Siena, followed by a leisurely walk through the historic town centre, one of the most beautiful medieval cities in Italy.
Combined with a sunset Tuscan dinner al fresco, a wine-tasting experience among vineyard landscapes, and routes shaped by local experts, this Escape blends riding, culture, food and pure Tuscan magic into a truly unforgettable adventure.
Note: for this trip we recommend gravel bike or endurance with wide tyres to tackle the gravelly white roads.(gravel bike available to hire)
Our Accommodation
Your home for the week is a beautifully restored Tuscan farmhouse set among vineyards, olive trees and rolling hills just outside Siena. The property offers an authentic countryside atmosphere with modern comforts — spacious common areas, panoramic views and a peaceful setting ideal for post-ride recovery.
Rooms are rustic, elegant and comfortable, with single beds in shared rooms, and the option to upgrade to a private room or double-bed arrangement. You’ll enjoy the farmhouse’s swimming pool, perfect for cooling off after long rides, along with wide outdoor terraces for relaxing with a glass of Chianti as the sun sets.
Dining and Experiences
Tuscany’s gastronomy is among the most celebrated in the world and this trip showcases the very best of it. Daily breakfasts, lunches and dinners are included, always paired with local wine. Expect handmade pasta, local cured meats, pecorino cheeses, olive oil tastings, seasonal produce and traditional countryside recipes.
Your week includes a wine-tasting experience, a Tuscan dinner al fresco under the stars, and a visit to the region’s natural thermal pools, where you can unwind in warm mineral waters surrounded by breathtaking scenery.
After completing the Strade Bianche route, you will enjoy a lunch in Siena, followed by a relaxed walk through the medieval streets, taking in its squares, churches and vibrant historic charm.
With free time to explore Florence on arrival and nearby villages throughout the week, you’ll feel deeply connected to the rhythm and culture of Tuscany.
What's Included
• 6 days / 5 nights in a Tuscan farmhouse
• Single bed in shared room (private or double-bed upgrades available)
• Daily breakfast, lunch & dinner (local wine & soft drinks included)
• 5 guided rides, including:
– The Strade Bianche Gran Fondo route (135 km + ~50 km white roads)
– Scenic rides through vineyards, medieval towns & Tuscan hills
• Lunch in Siena after the Strade Bianche ride
• Walk through Siena’s historic centre
• Wine-tasting experience
• Tuscan al fresco dinner
• Visit to natural thermal pools
• Visit to Florence on arrival + transfer to accommodation
• Free time to enjoy the farmhouse pool & countryside
• Full support from the Cyclo Holidays team
• Airport transfers from Florence, aligned with the designated group flight
Not Included / Extras:
• Bike hire (We recommend Gravel Bike or endurance with wide tyres)
• Private room or double-bed upgrade
• Transfers for alternate flights or departure cities
Cyclo Members
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Custom trip Price starting from £ 599
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