The Experiences
The paradise of Radda.
From private chef dinners beneath ancient stone arches to sunrise yoga overlooking the Chianti hills - every experience at Le Rondini is an invitation to live as Tuscany was meant to be lived.
Four categories · Twenty experiences · One unforgettable stay
Where the Route Passes
Two of Italy's most legendary sporting events trace their path directly past the gates of Le Rondini — the roar of vintage engines on the Mille Miglia, and the silent determination of runners on the Chianti Ultra Trail.
Mille Miglia
The legendary 1,000-mile vintage car race from Brescia to Rome and back — one of the most celebrated motoring events in the world. Each June, hundreds of pre-1957 cars thunder through the Chianti hills on the original route. The road in front of Le Rondini is part of the course. Watch Ferraris, Maseratis, and Alfa Romeos pass from your terrace with a glass of prosecco in hand.
June · The route passes directly in front of the villaChianti Ultra Trail
An ultra-distance trail running event through the vineyards, olive groves, and medieval villages of Chianti Classico. Runners from across Europe trace ancient paths that wind past Le Rondini's gates — the same trails you can walk any morning of your stay.
Spring · Trail passes the villa gates
Private Chef Dinners
As the light fades, you slip into town for aperitivo or settle on the terrace with a glass. The house chef begins cooking. Vegetables from L'Orto when in season, the rest sourced from the village. Dinner unfolds on the terrace, or in La Cantina by candlelight.
- Four course menu
- Optional wine pairings on request
Cooking Classes
Three types of pasta in a three-hour session, lunch or dinner, in the Grand Kitchen with the villa's in-house chef. Curated to the day, the season, and what you would like to learn. Herbs and vegetables from the garden. Two wines to pair, and a chef who has taught as well as cooked.
Long Lunch on the Terrazza
A slow lunch overlooking the Chianti hills. Three hours, three courses, local wines, the afternoon light moving across the table. No one watching the clock.
Traditional Fire Cooking
The stone barbecue, fire burning down to embers. Bistecca alla fiorentina, Cinta Senese pork and sausages, Tuscan lamb, traditional sides, vegetables from the garden. Vin Santo to close.
Wine Tastings
A guided tasting on the terrace overlooking the valley. Bottles from the village enoteca for a span across the region, or a tasting with one of the local wineries for depth on a single producer.
Cellar Evenings
Beneath the villa, the seventeenth-century cantina holds a long table and not much else. Candlelight on the stone, voices through the arches. Dinner, a tasting, a small concert, or the evening you remember the year by. At its best after dark.
Yoga & Wellness
Morning or sunset yoga on the terrace overlooking the valley, with a local instructor brought to the villa. Mats and blocks in the cantina for self-guided practice through the stay.
Winery Visits
Visits to the cellars of Chianti Classico. Tastings with the producers, in their own rooms. The work changes with the year, harvest in September, fermentation through autumn, racking and aging through winter and spring. What you see depends on when you come.
Cheese Producer Visits
Meet artisan cheesemakers crafting pecorino toscano and fresh ricotta using methods unchanged for generations in the hills of Chianti.
Porcini Mushroom Picking
Forage for porcini beneath the chestnut canopy after the autumn rains - then bring your harvest back to the kitchen for a risotto you will never forget.
Olive Oil Tastings
Tour the olive groves and taste freshly pressed extra virgin oil with a master producer. Learn to read colour, aroma, and pungency.
Truffle Hunting
The Lagotto's nose twitches. The dog has found something in the damp oak forest, the scent of tartufo nero. The trifolao kneels and lifts a black truffle from the soil. Shaved over pasta at the villa, that lunch or that night.
Hiking in the Chianti Hills
You step from the villa gates onto paths that connected medieval villages before roads existed. The Chianti hills roll before you, vineyards striped with autumn colours, olive groves silvery in morning light, cypress along ancient boundaries. Walk to Radda for coffee, hike to Volpaia for lunch, or trace the ridges where Siena lies in the distance. The air smells of wild fennel and sun-warmed earth.
Cycling Through Vineyards
Horse Riding
Vespa Countryside Tours
A Vespa through the Chianti hills. Stop in Radda for aperitivo, in Panzano for lunch, in Greve for no reason at all. The roads are quiet and the lanes are old, the kind of riding that does not exist many places anymore.
Florence, Siena & San Gimignano
From Le Rondini, the treasures of Tuscany unfold in every direction. Florence is under an hour north, with the Uffizi, Brunelleschi's dome, and the shopping. Siena is about forty minutes south, where horses thunder through the Piazza del Campo twice each summer. San Gimignano rises from the hills west of the villa, towers and Vernaccia and medieval rooftops.
Historic Castles & Medieval Villages
Explore the fortified hamlets of Chianti Classico - Castellina, Volpaia, Gaiole - where time moves at a different pace and every stone has a story.
Radda in Chianti is five minutes from the villa gates, close enough to walk, far enough for privacy. These are the places we send every guest, the restaurants, wine bars, and cafés that earn their place through doing the same thing well, year after year.
Restaurants
Pizza Pie
Unpretentious, and the best pizza in town. A local favourite. Their menu can also be found in the villa.
Casual · PizzaRocchiggiani Fino & Figlio
Excellent steaks and traditional Tuscan meats. A proper butcher-turned-restaurant where the bistecca is taken seriously.
Traditional · Steaks & MeatsLa Loggia del Chianti
Refined regional dishes in an elegant setting. View over the Radda hills.
White Table Cloth ExperienceBar Dante
Classic Tuscan dishes in the heart of the village run by a lovely Italian couple.
Traditionally TuscanWine Bars & Aperitivo
Enoteca Toscana
A historic enoteca with a remarkable selection of Chianti Classico and other Tuscan wines. The kind of place where you learn something with every glass...
Historic Enoteca · Chianti ClassicoBreakfast & Gelato
Sandy.
A local favourite for breakfast pastries, curated wines, and the best gelato in town. Start your morning here or end your evening walk with a cone...
Pastries · Gelato · WineWithin Easy Reach
The Chianti countryside reveals itself in every direction. These towns and destinations are all within a thirty-minute drive — close enough for an afternoon escape, far enough to feel like a journey.
Panzano in Chianti
Panzano sits above the Conca d'Oro, one of the most painted views in Chianti Classico. The village itself is small, and known among wine drinkers for its concentration of producers, the slopes around it grow some of the best Sangiovese in the region.
15 minGreve in Chianti
A market town with a triangular piazza, the unusual shape a hint that this place was planned for trade. Saturday market for pecorino, prosciutto, seasonal produce, the day local chefs shop.
20 min · Saturday MarketCastellina in Chianti
A fortress town with Etruscan tombs beneath medieval streets. Walk the Via delle Volte, a tunnel-street carved into the ancient walls, and stop for lunch with views across the valley.
15 min · Tuscan lunchVolpaia
A fortified medieval hamlet in the hills above Radda. Castello di Volpaia, one of Chianti Classico's most respected wineries, restored much of the village and runs its cellars beneath the stone houses. Taste the Riserva in the village.
10 min · Medieval Wine VillageThe Concierge
Every stay at Le Rondini is shaped by conversation, not catalogue. Tell us what moves you - a private museum visit, a vineyard tour, a birthday celebration beneath the Tuscan stars - and we will arrange the rest.