Woman dressed in white overlooking a vineyard in Montalcino, with rows of vines stretching across the hillside

Swirl & Swing: A Day Among Wines and Views

Follow the arc of southern Tuscany through vineyards, Romanesque silence, and panoramic backroads where wine is landscape before it is flavor. This is a day of depth and rhythm—where territory, history, and craft unfold gradually, never in a hurry.

Map of the Brunello and Orcia wine tour itinerary

  • You’ll step into Montalcino and, when available, visit the Brunello Museum—where the identity, legends, and evolution of Italy’s most celebrated red take shape before your first tasting.
  • You’ll reach a panoramic estate overlooking the Orcia valley, visit the working cellar where Sangiovese rests in oak and concrete, and enjoy a guided tasting paired with a light lunch rooted in the territory.
  • You’ll pause at the Abbey of Sant’Antimo, immersed in Romanesque architecture and the enduring legend of Charlemagne, where stone, light, and silence create one of Tuscany’s most atmospheric settings.
  • You’ll continue along scenic backroads and stretches of the Via Francigena before a second tasting of Orcia DOC wines and expressive sparkling selections in a setting that fully embraces the surrounding hills.

Vineyards, abbey stones, thermal landscapes glimpsed along the way, and roads that rise and fall between Val d’Orcia and Crete Senesi—one glass at a time, with the countryside doing half the storytelling

Montalcino & Brunello Heritage

After a scenic drive through open countryside, the itinerary reaches Montalcino, a hilltop town long associated with one of Italy’s most renowned red wines. When accessible, the visit includes the Brunello Museum, offering historical context, production insights and cultural background behind the denomination. The stop remains subject to availability, as the museum is not open year-round.

Montalcino hilltop town with its medieval fortress and surrounding vineyards in southern Tuscany
View of the main square of Sant’Angelo in Colle (also known as Piazza Castello), a medieval village square in Tuscany, framed by the church of Chiesa di San Michele Arcangelo and lined with wine bars and restaurants overlooking vineyards
Sant’Angelo in Colle

The route continues toward Sant’Angelo in Colle, a lesser-known hilltop settlement overlooking wide stretches of vineyards and valley. When timing allows, a short walk through the compact historic center offers a closer look at its quiet stone architecture and remarkably panoramic position. Small in scale yet expansive in view, the village unfolds as one of those discreet places that rarely appear on standard itineraries.

Panoramic Backroad to the Vineyard

Leaving the main route behind, the drive follows a panoramic backroad where cultivated hills descend toward the valley floor. The landscape gradually narrows into vineyard rows that lead directly to the estate. The approach itself becomes part of the experience, shifting from open horizon to the measured geometry of vines before entering the working heart of the property.

A white gravel road passing through Sangiovese vineyards, home to Brunello di Montalcino
Rows of Brunello di Montalcino barrels aging in an underground cellar with soft warm light and oak aromas in the air
Panoramic Winery Visit with Tasting

The stop takes place at a remarkably panoramic estate overlooking the valley below. The visit unfolds through the working cellar, introducing production and aging processes within their territorial context, before moving into a guided tasting. A light countryside lunch accompanies the wines, allowing landscape, craftsmanship and horizon to align in one continuous experience.

Romanesque Silence & the Legend of Charlemagne

The road leads to the Abbey of Sant’Antimo, rising in pale stone among olive groves and rolling hills. According to tradition, its origins are linked to Charlemagne, whose passage through the region is said to have inspired the foundation of the early monastic settlement. Whether legend or layered memory, the atmosphere remains unmistakably contemplative: sculpted capitals, rhythmic arches and filtered light shaping one of Tuscany’s most refined Romanesque spaces.

View of the Abbey of Sant’Antimo with its Romanesque bell tower and a tall cypress rising beside it in the Montalcino countryside
Along the Via Francigena & Orcia in the Glass

The route briefly reconnects with the historic Via Francigena, tracing the path once walked by pilgrims heading toward Rome. The landscape shifts once more before arriving at a second estate for a focused tasting. Here, wines under the Orcia DOC designation take center stage, alongside vibrant sparkling expressions that interpret the territory with freshness and precision. The experience balances heritage and experimentation, rooted firmly in this quietly expressive corner of Tuscany.

Bagno Vignoni – Stone, Water & Steam

The route passes through Bagno Vignoni, where thermal waters occupy the central square in the form of a vast Roman basin. Unlike most Tuscan villages, the heart of the settlement is defined not by a piazza but by water — gently steaming, reflective and structural. The surrounding buildings frame this singular composition, where geology and architecture meet without spectacle.

Thermal basin of Bagno Vignoni in spring, surrounded by blooming flowers and soft seasonal colors
Sant'Angelo in Colle
Sant'Angelo in Colle: A Hidden Gem Among Brunello Vineyards
Countryside below Sant’Angelo in Colle along the Strada di Sesta, with vineyards of Brunello di Montalcino stretching across the hills
Brunello country at its best — gentle hills, neat vineyard rows, and the quiet perfection of Sant’Angelo in Colle in the distance
Abbey of Sant'Antimo & Castelnuovo dell'Abate
The Abbey of Sant'Antimo: a peaceful corner immersed in the beauty of the Val d'Orcia
Thermal basin of Bagno Vignoni framed by blooming caper plants along the stone edges
Steam rising, capers blooming — Bagno Vignoni’s ancient basin dressed in delicate summer details
What's included
Licensed tour leader, Transportation as per itinerary, Pick-up and drop-off at the agreed location, visits as per itinerary, Cellar visit, Wine tasting, Lunch as specified in the itinerary
What's not included
Gratuities / tips; Personal purchases of any kind; Extra tastings; Personal travel insurance; Anything not expressly indicated in “What’s included”
Guests Total price Per person
2 €600 €300
3 €690 €230
4 €800 €200
5 €900 €180
6 €1,020 €170
7+ Available on request
What to bring
Comfortable walking shoes, Water bottle, Comfortable clothing, Rain jacket / umbrella
Notes
Stops may vary depending on availability and seasonal conditions.