It begins quietly at Lupaia, tucked between Montepulciano and Pienza—where the cypress trees point skyward like exclamation marks and the olive leaves whisper in the breeze. This boutique hideaway is a sensorial map of everything Tuscany does best.
You arrive and inhale thyme, warm stone, and distant smoke. The hills blush under the setting sun. The stone walls have stories; the wines have intent. And the food? It’s a love letter written with truffles and Pecorino.
At Lupaia, spring is crafted. And you don’t just stay here—you taste, feel, sip, and hear the land breathe.
Here’s how to do it right.
Lupaia’s Private Wine Tastings
Forget the big-bus vineyard tours. Lupaia brings Tuscany’s wine soul into a candlelit room, just you, your glass, and a sommelier who knows the land like an old friend.
You’ve got two ways to play:
🍷 I Nostri Favoriti
A five-glass deep dive into Tuscany’s richness—each bottle paired with dishes from Lupaia’s chef. Not snacks. Compositions. The kind of food that amplifies a wine’s texture, not just its taste.
✨ Le Stelle della Toscana
This is the deep end. A four-wine flight that reads like a sommelier’s bucket list:
Brunello Le Potazzine: dark velvet in a glass
50&50 Avignonesi: bold, elegant rebellion
Nobile Riserva Montemercurio: historic harmony
Tignanello Antinori: the godfather of Super Tuscans
Each pour lands with a custom dish designed to echo its notes. The entire experience stretches across 90 golden-lit minutes in the late afternoon—unhurried, immersive, and wildly intimate.
The Sunset Negroni Ritual
This is Tuscany’s magic hour, and Lupaia owns it.
Follow a quiet path lined with century-old olive trees. At the end: a private pergola facing a postcard-perfect valley. The air goes amber. The hills hum in silence.
Then comes the ritual. A dedicated barman steps up, stirring your Sunset Negroni just so. Want champagne instead? Say the word. Everything is custom. Everything is yours.
Need a spot for a proposal? This is the one. A ring, a sky on fire, and the kind of hush that only exists in places made for memory.
The Negroni isn’t just a drink here. It’s a ceremony. A bridge between Italian history and Lupaia’s signature understated luxury.
The Art of Doing Nothing
This picnic is an edible love letter to Tuscany.
Lupaia packs it all:
🥖 Artisanal panini
🥬 Garden-fresh crudités
🍓 Just-picked fruit
🍰 Housemade pastries
🥂 Prosecco, naturally
They’ll hand you a hand-illustrated map—yes, really—so you can pick your own secret spot on the property. A cypress-lined nook, a hilltop view, or under the olive trees. It’s spontaneous, slow, and stupidly romantic!
Ready to Book? Here’s How.
