Day Trips from Siena
The best excursions and trips you can do in a day
Full-Day Trips
Worth dedicating a whole day to explore.
San Gimignano
25 USD (bus 16 USD return, tower 10 USD, wine tasting optional)Medieval Manhattan is the lazy nickname. Yet the fourteen tower houses still slice the skyline exactly as they did in 1300. Arrive early to walk the walls before the souvenir stalls wake up.
Pienza & Val d'Orcia
30 USD (bus day pass 18 USD, cheese tasting 10 USD)UNESCO rebuilt this village as the 'ideal Renaissance city'; the surrounding wheat fields and cypress lanes are the desktop wallpaper you've seen a thousand times.
Montalcino & Brunello Vineyards
45 USD (bus 18 USD, tasting flights 25 USD)The hill town itself is a fortress of wine bars. The surrounding estates pour Brunello straight from the barrel on request.
Monteriggioni & Chianti Loop
35 USD (fuel, tower entry, lunch)A well round 13th-century walled village you can walk in fifteen minutes, followed by vineyard country backroads that feel like a film set.
Bagno Vignoni Hot Springs
20 USD (fuel or bus 12 USD, lunch 15 USD)A medieval pool the size of a football field, fed by 49°C volcanic water, no entry fee if you soak your feet at the free canal instead.
Abbey of San Galgano & Sword in the Stone
15 USD (fuel, abbey donation 2 USD)A Gothic abbey without a roof where swallows dive through empty arches. Next door, a chapel preserves the actual sword in the stone of medieval legend.
Crete Senesi Loop (Asciano & Monte Oliveto Maggiore)
25 USD (bus 12 USD, taxi split 10 USD, abbey donation 5 USD)Bleached clay hills like lunar dunes, interrupted by solitary cypress and Benedictine frescoes that deserve more fame.
Half-Day Options
Shorter excursions when time is limited.
Elsa River Walk to San Quirico d'Orcia
5 USD (bus ticket and picnic supplies)A gravel riverside path from Siena's Porta Romana to the old mills, shaded by poplars and good for a picnic without leaving the province.
Certosa di Maggiano Carthusian Monastery
8 USD (bus 3 USD, donation 5 USD)Five minutes south of the walls, a still-active charterhouse with a frescoed refectory open on Sunday mornings only.
Chianti Rufina Wine Tasting at Villa di Geggiano
20 USD (bus 6 USD, tasting 15 USD)A 1700s villa estate on the city's northern edge. Book ahead for a 90-minute tasting that ends in their lemon-scented garden.
Fortezza Medicea Park & Enoteca
12 USD (park free, three-glass tasting 12 USD)Use the fortress ramparts as a viewing platform over Siena's rooftops, then descend to the state-run wine shop for a guided tasting flight.
Day Trip Tips
Make the most of your excursions.
- ✓ Buy Tiemme bus tickets at Siena's train station or any tabacchi, onboard purchase costs €1 extra and drivers rarely have change.
- ✓ Most buses leave from Piazza Gramsci. The information office inside the bus station posts updated timetables every Sunday for the week ahead.
- ✓ If you rent a car, fill up before 18:00, gas stations in hill towns close early and weekend pumps switch to self-service credit card only.
- ✓ Restaurants in Chianti villages stop serving lunch at 14:30; aim to arrive by 13:00 or pack a picnic.
- ✓ Wednesday is market day in Asciano, Friday in Pienza, Saturday in Montalcino, plan around crowds and parking.
- ✓ Check abbey and monastery websites for Gregorian chant times. They change with the liturgical calendar.
- ✓ Bring a reusable water bottle, many hill towns have public springs with drinkable mountain water posted 'acqua potabile'.
Book These Day Trips
Top-rated excursions you can book now.
Guided Winery Tour and Wine Tasting in Siena
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Chianti Classico E-Bike Tour
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Highlights & Hidden Gems of Siena Private Tour - Duomo Included
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