As the steep gradient starts to bite, I raise out of the saddle to try to maintain my speed. But the back wheel of my bicycle spins and I lose traction, so I sit back down and try to power on. It’s my first morning in Tuscany and I have forgotten the most basic rule of riding the Strade Bianchi, the gravel-topped white roads that criss-cross this legendary cycling region.
It’s an understandable lapse in concentration as my eyes are constantly drawn to the vineyards cascading off the ridge I’m cycling along. This is Chianti country and I’m regretting last night’s bottle as my legs sting with the effort. I drop down off the ridge, seeking smooth Tarmac and ride into Gaiole in Chianti.
I’m here to meet Sean, the owner of To Tuscany, the villa company I’m staying with. He’s a keen cyclist and, accompanied by his friend, Brett, we’re going for a spin on the rolling, local roads. Our target today is Castellina in Chianti, where I’ve been promised the best gelato in Tuscany.
We leave Gaiole in the crisp, spring air and soon enough start climbing at a steady pace. The smooth road twists and turns upward as we ride past undulating fields and bare-branched woods just a few weeks away from an explosion of seasonal colour. We crest the hill and our private race begins as Sean and Brett descend like demons, making the best of their fitness and local knowledge.
Folks know their cycling around here. The local heroes are a who’s-who of professional road cycling – Bartali, Bettini, and Cipollini. There are several current professionals based in the area. Increasingly, though, it’s L’Eroica, the vintage cycling event, that is gaining Tuscany international headlines, celebrating an era steel frames, woollen jerseys and the Strade Bianchi. Gaiole is its spiritual home – there’s even a store here full of memorabilia and re-imagined vintage gear by De Marchi.

The road to Castellina is a sinuous 7km climb. Sean pushes on ahead, while Brett and I settle into our own steady rhythm. Through the gaps in the trees I glimpse more vineyards on the plain below, stretching north and westward until, thankfully, we finally reach Sean at the top for a full-on view and that gelato.
A carload of American tourists pulls over and we chat about the glorious scenery. Selfies taken, they are back in the car, no doubt with a schedule to keep to. I don’t envy them: two wheels is quite simply the best way to connect with this beautiful landscape. And the ice-cream? Worth every metre of the climb.
Campbell Reid, a keen road cyclist, visited Tuscany for a family holiday.
- Menu
- Travel Guide
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Towns & villages
- Arezzo
- Camaiore
- Castagnoli
- Castellina in Chianti
- Castelnuovo Berardenga
- Castelnuovo di Garfagnana
- Colle di Val d'Elsa
- Cortona
- Florence
- Forte dei Marmi
- Gaiole in Chianti
- Greve in Chianti
- Grosseto & Maremma
- Lecchi in Chianti
- Livorno
- Lucca
- Montalcino
- Montepulciano
- Monteriggioni
- Orvieto
- Panzano
- Perugia
- Pienza
- Pisa
- Pistoia
- Radda in Chianti
- San Donato in Poggio
- San Gimignano
- San Gusme
- San Miniato
- Siena
- The Tuscan Coast
- The Chianti
- Vagliagli
- Val d'Orcia
- Viareggio
- Volpaia
- Volterra
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Things to do
- Villa Holiday Experiences
- Family activities in Tuscany
- Wild Swimming in Tuscany
- Local Events & Festivals
- Chianti wine trail
- Shopping in Tuscany
- Tuscany Wines
- Fishing in Tuscany
- Golf in Tuscany
- Cycling in Tuscany
- L’Eroica
- Self guided walks
- Tennis in Tuscany
- Chianti Sculpture Park
- Star-Gazing in Tuscany
- Thermal Springs
- Hunting Truffles in Tuscany, Italy
- Local wildlife
- Coffee in Italy
- Olive Oil Tuscany
- Travelling to Tuscany
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Journal
- Raise a glass to Tuscan wine
- Traditional Tuscan Ragù
- Celebrating 25 Years of To Tuscany
- Giulebbe di Ciliegie
- Carciofi Ripieni (Stuffed Artichokes)
- Fagioli all'uccelletto
- Ficattole fritte (Fried Ficattole)
- Fiori di Zucca Fritti (Fried Courgette Flowers)
- Pappa al Pomodoro (Tomato Soup)
- Pasta fresca (fresh pasta)
- Peposo del Valdarno (Valdarno Peppered Stew)
- A beer festival in Tuscany?
- Calling all fashionistas: Tuscany is designer-outlet heaven
- Five free things to do in Tuscany
- Meet Us In Tuscany
- Want to know how to take a great shot of a view? Ask a photographer
- These Tuscan beaches are some of the cleanest in the world
- Why Rent a Villa in Tuscany
- Panzanella
- Tortino al Cioccolato Fondente (Dark Chocolate Cakes)
- Cenci di Carnevale
- Ribollita
- Insalata di Baccelli (Whole Green Pea Salad)
- Biscotti di Prato alle Mandorle (Prato Almond Biscuits)
- Baccalà alla Livornese (Livorno Salt Cod)
- Anatra in porchetta
- Panello con l’uva
- Three must-visit Tuscan food festivals
- Five Chianti Classics in Tuscany’s world-famous wine region
- What’s on in Tuscany in Spring?
- Step out on the Via Francigena
- Castagnaccio (Tuscan chestnut cake)
- Cannelloni filled with Ricotta Cheese and Spinach in Béchamel Sauce
- Vegan Vanilla Parfait
- Schiacciata alla Fiorentina
- Ricciarelli
- Lesser-known towns in Tuscany
- What’s on in Tuscany this Autumn?
- The best places to propose in Tuscany, Italy
- It’s time to get together - luxury villas for large groups
- Eye in the sky: Tuscany from above
- Puccini’s operas: a bluffer’s guide
- Tuscany, second (third or fourth) time around
- Six great days out in Tuscany for children
- What’s on in Tuscany this Summer?
- Why Tuscan craft beers are in a league of their own
- Six glorious Tuscan gardens
- Meet the owner: Rosado Rosadi Palazzo Rosadi and Torre del Cielo
- The Best Villas in Vineyards in Tuscany
- Try these games to keep the kids amused
- The best places in Tuscany to find a souvenir to treasure
- Shop like a Tuscan (at some of the best food markets in the world)
- Four animals to spot in Tuscany
- What to look for in a family villa in Tuscany
- Let there be light for Pisa’s patron saint
- Eight hidden gems to visit in Tuscany
- Things to do in Tuscany for any itinerary
- The Big Picture: The Palio
- What to expect from a Tuscan Cookery Class?
- Get back to nature at these three top beauty spots on the Tuscan coast
- Relax in the soothing waters of Tuscany’s thermal spas
- 10 ways you never thought you’d experience Tuscany
- Return to medieval times at these three fun festivals
- White gold: tuck into Tuscany’s truffles
- These four blockbuster movies were all set in Tuscany
- Best language apps for learning Italian
- Ten quick facts about olive oil
- Pull on your boots for two extraordinary walks in Tuscany
- What to see and do in Tuscany
- The Insider’s Guide to… the Uffizi
- Multigeneration holidays – the villa break where nobody is left behind
- Quiet please: escape the crowds in Tuscany’s natural parks
- 15 Ways To Focus On Your Wellbeing This Holiday
- Fancy a round of golf? Tuscany has some of the best courses in Italy
- The best family villas in Tuscany
- The Best Dog-Friendly Villas in Tuscany
- The best yoga studios in Tuscany
- Torta Pasqualina
- Smoked Haddock
- Get pedalling, there’s an ice-cream waiting at the top of the hill
- Our Guests’ Favourite Villas
Get pedalling, there’s an ice-cream waiting at the top of the hill
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