Choose Val d’Orcia tours by departure point
Val d’Orcia tours on this page range from a four-hour Vespa outing starting in San Quirico d’Orcia to a 12.5-hour wine and lunch trip from Scandicci. The departure point makes a practical difference: a local activity requires you to reach the valley first, while a return day trip combines the journey with its sightseeing programme.
Siena has two distinct options here. The station departure combines town stops with a winery visit; the central pickup focuses on Brunello wineries. Villa Costanza is in Scandicci near Florence, rather than in Florence’s historic centre. If you are staying in central Florence and want to compare city meeting points, use our day trips from Florence page.
Val d’Orcia tours
From Siena, choose a wine-focused outing with city-centre pickup or a day trip from the station with lunch. The Vespa ride starts in San Quirico, while the Scandicci trip combines lunch and six wines.
Hand-picked tours, booked through GetYourGuide. Prices are indicative starting prices in euros (as of November 2026). Tap a tour for live availability and the current price in your currency.
Brunello estates from Siena
- Visit to 2 Brunello wineries
- Tasting of over 10 wines
- Lunch with local products
An English-speaking driver-guide accompanies the wine-focused outing; olive oil and balsamic vinegar are also tasted.
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Val d’Orcia by Vespa
- Vespa with gas
- Helmet and liability insurance
- Tuscan light lunch
A local guide accompanies the ride, with a map and phone holder provided.
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Val d’Orcia with lunch from Scandicci
- Round-trip transportation
- Guided tasting of 6 wines
- Tuscan lunch with water
The itinerary includes free time in Pienza and Montalcino and a scenic drive through Val d’Orcia.
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Val d’Orcia day trip from Siena
- Round-trip transportation from Siena
- Guided tasting of 6 wines
- Tuscan lunch with water
A tour leader accompanies the trip, with free time in Pienza, Montepulciano and Montalcino.
Check availability →Siena wine days, Scandicci departures and Vespa rides
Compare a station-based town circuit, a Brunello-focused day with central Siena pickup, lunch from Scandicci and a local Vespa experience.
Day trips from Siena station and city centre
The Siena station outing lasts 10 hours and combines return transport, a multilingual tour leader, a local winery visit and free time in Pienza, Montepulciano and Montalcino. Its meeting point is Stazione FS di Siena on Piazzale Carlo Rosselli. This is an organised return excursion, rather than an airport service or one-way ride to a village.
The station-based day includes a guided tasting of six wines, including Brunello, Nobile di Montepulciano and Riserva, alongside cold cuts, cheeses, pasta or lasagna with Tuscan ragù, water and coffee. A vegetarian menu is also described. Free time lets you choose how to use the town stops; it should not be read as an included guided visit inside every church or museum.
The seven-hour Brunello outing collects participants in Siena city centre and visits two Brunello wineries. More than ten wines, balsamic vinegar, extra virgin olive oil and lunch with local products are included, together with an English-speaking driver-guide. Choose this format when the wineries are your main reason for travelling, rather than expecting the same three-town programme as the station departure.
For a shorter local activity, choose the four-hour Vespa outing; for a wine-focused day with transport from Siena, choose the central pickup with two Brunello wineries. The distinction is the experience and start point, rather than a promise that one itinerary can substitute for every other journey.
Wine tastings and lunch in the landscape
Montalcino gives Val d’Orcia wine outings their Brunello focus, while neighbouring Montepulciano brings Vino Nobile into some tastings. Both Brunello and Rosso di Montalcino are Sangiovese wines. A tasting programme and a town visit serve different purposes, so compare the actual inclusions if cellar time matters more to you than shopping or architecture.
The Siena station trip and the Scandicci trip include a meal as part of their programmes, while the central Siena outing includes lunch with local products and olive oil. Meal formats belong to the individual excursion. For a visit beginning at a winery near Montalcino, see the local wine-tasting comparison and arrange the journey separately from the tasting.
Vespa outing from San Quirico d’Orcia
The Vespa outing starts at Via G. Matteotti in San Quirico d’Orcia and lasts four hours. The package includes the Vespa with fuel, a helmet, liability insurance, a local guide, a Val d’Orcia map, a phone holder and a typical Tuscan light lunch. Arrange your arrival in San Quirico before treating this as part of a wider driving day.
San Quirico has historic walls, the Collegiata and the Horti Leonini, but a town’s sights are separate from the Vespa package’s stated services. Choose the ride for its vehicle-based landscape experience. If you prefer pedal assistance, the E-bike page compares a guided ride near Pienza with a self-guided smartphone route.
Departure from Scandicci near Florence
The Villa Costanza departure in Scandicci lasts 12.5 hours in total and includes return transport in an air-conditioned vehicle, winery visits, six wines, lunch and free time in Pienza and Montalcino. The wine selection includes Nobile di Montepulciano, Riserva and Brunello di Montalcino. The stated town time is in Pienza and Montalcino; a wine’s origin does not add another town stop.
Villa Costanza is the meeting point, so allow separately for reaching Scandicci from your accommodation. The total tour duration covers the excursion as sold and is not a driving-time estimate from your hotel. Use the independent arrival guide if you are comparing the organised day with driving or scheduled buses.
Organised departure or independent arrival?
Val d’Orcia sightseeing works differently when you join a return excursion and when you arrange your own transport. A return trip brings its meeting point, route and shared schedule; an independent journey requires decisions about parking, restricted traffic zones and the return after wine. Pienza lists paid parking at Via degli Archi and Via Mario Mencattelli, with spaces along the old walls reserved for residents.
Private land remains private even when it appears in a landscape photograph. Do not build an itinerary around crossing fields or stopping beside the cypress grove without a permitted place to do so. If your departure base calls for a different format, compare the private options and their actual starting points rather than expecting hotel pickup from a shared excursion.
Questions about Val d’Orcia excursions
Where do the Siena trips start?
The 10-hour Val d’Orcia excursion starts at Siena railway station on Piazzale Carlo Rosselli. The seven-hour Brunello-focused outing instead includes pickup in Siena city centre. Choose between the town-and-wine circuit and the two-winery programme, then arrange your arrival or pickup around the departure point of that specific experience.
Does the Scandicci trip include lunch?
Yes, the 12.5-hour Villa Costanza outing includes lunch, six wines and free time in Pienza and Montalcino. Its meal description includes cold cuts, cheese, pasta or lasagna, water and coffee, with a vegetarian menu also offered. The departure is in Scandicci, so organise your journey to Villa Costanza separately.
How long is the Vespa outing?
Four hours is the stated duration of the Vespa outing from San Quirico d’Orcia. The package supplies the Vespa, fuel, helmet, liability insurance, guide, map, phone holder and light lunch. Your journey to its Via G. Matteotti meeting point is a separate part of planning the day.