Five days of vineyards, villages and very good company

We meet in Rome and travel north together through the Tuscan countryside — lunch and music on board — arriving in the Val d'Elsa by late afternoon. From there, a Fiat 500 or a Vespa is yours for the days that follow, and the hills are the itinerary. Expect long lunches in cloisters and vineyards, a whole village throwing a party, hot air balloons at sunrise, and one unforgettable night at the villa.
Everything else is taken care of. These are the few things worth knowing before you pack.
A fleet of modern Fiat 500s and 600s and a line of Vespa 125s are waiting at Poggibonsi station when we arrive, and they're yours for the whole stay.
On three mornings, two balloons lift off from the grounds of Villa Castrum at first light.
Short drives, all of them, and shuttles run to every evening event.
Every afternoon after lunch is yours. If you'd like something arranged — a spa treatment, a massage, a shopping trip to Florence or the outlets, a cooking class, a village to explore, a gelato lesson — just ask, and we'll set it up.
Nothing that can't handle a cobbled street.
Your programme, your accommodation, shuttle times, activity sign-ups and the day's proposals all live in the app — along with the photo gallery, so everyone's pictures end up in one place.
A castle above Barberino, taken over for one medieval evening.
An eleventh-century abbey among the Antinori vineyards — mass in the church, lunch in the cloister.
The main square of Tavarnelle, turned into a street-food dinner and open-air concert.
A family wine estate below the towers of San Gimignano.
Dinner on the stage of a Florentine theatre.
A perfectly preserved walled village — Dante put it in the Inferno.
Home base, launch pad for the balloons, and the setting for the birthday night itself.
Cypress roads, hill towns and long lunches — the reason for all of it.
Bring a driving licence, a jacket for the evenings, and an appetite. We'll handle the rest.