Destination Management Company - Tuscany
What we arrange
Our services
Three ways we get involved – from the first villa key to the last skip-the-line ticket.
Stay.
More than a place to sleep.
Villas with pools, farmhouse agriturismi, apartments in Cortona’s old town, hand-picked hotels and resorts. But staying here means more: coffee in the piazza, neighbours who wave, the Saturday market. We put you inside Tuscan life, not next to it.
Taste.
Tuscany, one plate at a time.
Tomatoes and basil picked from the villa garden an hour before lunch. Pecorino from the farm down the road, wine poured straight from the barrel, a gin tonic with local herbs at sunset. Cooking classes, private chefs and the tables where locals eat.
Explore.
Don’t just see it. Live it.
Join the olive harvest and taste oil minutes after it is pressed. Sip Syrah in a family cellar, walk the paths of St Francis, touch stones the Etruscans laid 2,500 years ago. Private guides, no crowds, at your own pace.
Eighteen ways to spend an afternoon.
A running list of the experiences we curate – filter by what you're in the mood for.
STAY
Villa Santa Maria Nuova
From €4,500 / week
Saltwater infinity pool, sauna and a terrace over the Valdichiana – an uphill walk to Cortona's old town.
Up to 10 guests
STAY
Villa Tiberini Wine Relais
From €180 / night · min. 3 nights
Sleep at a family winery near Montepulciano: breakfast included, pool, and the cellar a few steps away.
2–8 guests
STAY
Villa Monte Bianco
From €2,800 / week
Sea-view villa in Castiglione della Pescaia, 1 km from the beach, with a terrace along the whole house.
Up to 6 guests
STAY
Villa & Organic Farm
From €7,500 / week
Eight bedrooms on a working organic farm near Monteriggioni – dinner for eighteen under the pergola.
Up to 18 guests
STAY
Cortona Charme
From €160 / night · min. 3 nights
A two-bedroom flat on Via Nazionale with a private rooftop terrace over Cortona and the valley.
Up to 4 guests
STAY
Villa Erbolino
From €3,200 / week
Stone villa among Chianti vineyards: panoramic terrace, hot tub in the garden, and pets welcome.
Up to 8 guests
TASTE
Vino Nobile tasting
From €110 pp · half day
Private visit and tasting at a family winery in Montepulciano – cellar, vineyard and five wines.
2–8 guests
TASTE
Fresh pasta class
From €56 pp · half day
Roll pici and tagliatelle with a local cook, then sit down to eat what you made, with wine.
2–10 guests
TASTE
Private chef at your villa
From €85 pp · evening
The chef shops at the market, cooks in your kitchen and serves a four-course Tuscan dinner.
2–18 guests
TASTE
Truffle hunt & lunch
From €120 pp · half day
Walk the woods with a truffle hunter and his dog, then taste the finds over a farmhouse lunch.
2–8 guests
TASTE
Frantoio & new olive oil
From €45 pp · 2 hours
October to December: watch the olives pressed and taste the new oil on warm bruschetta.
2–10 guests
TASTE
Pizza night at the villa
From €55 pp · evening
A wood-fired pizza evening in your garden – dough, toppings and a pizzaiolo who does the work.
6–18 guests
EXPLORE
Val d'Orcia by private driver
From €280 pp · full day
Pienza, Montalcino and the Vitaleta chapel in one day, with lunch and a tasting along the way.
2+ guests
EXPLORE
Siena & Chianti
From €275 pp · full day
The Campo and the Duomo with a licensed guide, then a Chianti Classico estate on the way home.
2+ guests
EXPLORE
Florence with a private guide
From €295 pp · full day
Skip-the-line Uffizi and the Duomo with a licensed guide, door-to-door from your villa.
2+ guests
EXPLORE
Saturnia hot springs
From €225 pp · full day
Warm thermal cascades in the Maremma, a slow lunch in a hill town, and back by sunset.
2+ guests
EXPLORE
Lake Trasimeno & islands
From €175 pp · half day
Ferry to Isola Maggiore, lakeside walk and a fish lunch – twenty minutes from Cortona.
2+ guests
EXPLORE
Cortona walking tour
From €180 / group · 2–3 hours
Etruscan walls, hidden lanes and the best view in town with a guide who lives here.
Up to 6 guests
What we believe
Premium doesn't mean polished flat. We keep the imperfect edges - because that's where a place actually lives.
We work with a handful of families, growers and hosts across Tuscany - people who were already living this life before it had a name. Our job is to open the door, not to stage the room.
Every stay, tasting and walk is chosen for what it feels like at 6pm, not how it photographs at noon. The warmth of old stone, the weight of good olive oil, the slow light before dinner - that's the Once Italy standard.
Get in touch.
Contact or visit us
Contact us by email, phone or through our web form below.
A small, careful map of Tuscany – hosted, tasted and walked by people who live here.
Visit
Once Italy SRL
Tour Operator & Property Management Company
info@onceitaly.com
Address
Piazza Signorelli 7
52044 Cortona
Italy
www.onceitaly.com