
A curated guide to genuinely romantic experiences in Tuscany — beyond the tourist clichés, for couples who want something that actually creates memories
Tuscany has a near-universal reputation for romance. The rolling hills, the medieval towns, the wine, the food — the ingredients for a romantic trip are all present. But the most genuinely romantic experiences in Tuscany are rarely the ones in the tourism brochures. Here's what actually creates lasting memories.
Tuscany is romantic not because of the clichés (though the clichés are based on something real) but because the region is built around sensory pleasure, slow time and shared discovery. Wine and food experienced together create emotional bonds that sightseeing doesn't. A sunset shared from a private terrace with a great wine in hand is not comparable to watching the same sunset from a crowded viewpoint.
The key word is shared — and the most romantic Tuscan experiences are always those that invite discovery rather than passive consumption.
1. Sunset Wine Tasting at Eramo — Montepulciano
Our Sunset Wine Tasting is, in the experience of everyone who has done it with a partner, one of the most romantic evenings in Tuscany. A private garden, panoramic views over the Val d'Orcia, a dedicated sommelier who explains each wine with genuine passion, and chef-prepared pairings — all experienced at golden hour. Maximum 18 guests ensures intimacy.
2. Private Terrace Dinner
For complete privacy: exclusive use of our terrace, a personalised menu built around your preferences, full wine pairing, candles and the silence of the Tuscan hills at night. Ideal for proposals, anniversaries and celebrations. From €140 per person.
3. The Drive from Montepulciano to Pienza at Dusk
The road between Montepulciano and Pienza at dusk — past the cypress trees, the vineyards and the farmhouses — is one of the most beautiful drives in Europe. Stop at the belvedere (viewpoint) between the two towns and watch the light fade. No entrance fee, no reservations. Just a car, a partner and the most beautiful road in Italy.
4. Thermal Baths at Bagno Vignoni
The historic thermal piazza of Bagno Vignoni (30km from Montepulciano) — a medieval square filled with thermal water instead of a fountain — is one of Tuscany's great curiosities. The adjacent spa hotel uses the same thermal waters. A morning at the baths followed by an afternoon in Montepulciano and an evening at Eramo is a perfect day.
5. A Picnic in the Vineyard
Buy pecorino di Pienza, salumi, a bottle of Rosso di Montepulciano and bread from the Saturday market. Drive to one of the vineyard viewpoints south of Montepulciano. Find a bench or a stone wall with a view. This costs very little and creates the kind of memory that expensive hotels can't manufacture.
Montepulciano is one of the finest proposal locations in Europe. The combination of private setting, panoramic view and the emotional charge of a great wine tasting creates exactly the right atmosphere. Our Private Terrace Dinner can be arranged specifically for proposals — with champagne, flowers and a photographer if desired. Contact us via WhatsApp at least one week in advance.
Private sunset wine tasting, AIS-certified sommelier, exclusive hilltop garden in Montepulciano. Maximum 18 guests.