Siena Day Trips 5 options
Siena: Pienza & Montepulciano Day Trip with Farm LunchSmall-group tour from Siena through Val d'Orcia to Pienza and Montepulciano with minivan transport, farm lunch, wine, and winery tasting. Max 8 passengers.Mon, Thu, Fri and Sat · 09:30 · All ages★ 4.90 (345)8hEN✓ Free cancellationfrom€ 190per person
San Gimignano & Volterra Day Trip from Siena with Farm LunchFeel the medieval spirit of Tuscany on a small-group day trip from Siena to San Gimignano, Volterra & Monteriggioni. Includes farm lunch, local guide & transport.Tue and Fri · 09:30 · From age 3★ 4.93 (208)8hEN✓ Free cancellationfrom€ 190per person
San Gimignano, Chianti & Montalcino day trip from SienaDay trip from Siena through three Tuscan hill-towns with wine tastings at two estates, lunch and samples of local olive oil and balsamic vinegar in a small group.Mon, Thu and Sun · 08:30 · All ages★ 4.29 (156)11hEN · IT · ES✓ Free cancellationfrom€ 155per person
Chianti Castles & Wine Tasting Day Trip from SienaFeel the Tuscan hills on a small-group Chianti wine tour from Siena. Explore Brolio Castle, taste Chianti Classico, enjoy a vineyard lunch, with guide & transport.Mon and Thu · 09:30 · Season until 30 Nov · All ages★ 4.96 (83)8hEN✓ Free cancellationfrom€ 190per person
Arezzo and Cortona Day Trip: Medieval Towns & Tuscan LunchVisit three medieval towns from Siena: Lucignano's geometric layout, Arezzo's Renaissance art and piazzas.Wed · 09:30 · All ages★ 5.00 (6)8hEN✓ Free cancellationfrom€ 190per person
All 5 options, side by side
✓ 2026-10-29| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Siena: Pienza & Montepulciano Day Trip with Farm LunchOur pick | € 190 per person | 8h | 4.90★ · 345 | Mon, Thu, Fri and Sat · 09:30 | English |
| San Gimignano, Chianti & Montalcino day trip from SienaBest value | € 155 per person | 11h | 4.29★ · 156 | Mon, Thu and Sun · 08:30 | English, Spanish, Italian |
| San Gimignano & Volterra Day Trip from Siena with Farm LunchTop rated | € 190 per person | 8h | 4.93★ · 208 | Tue and Fri · 09:30 | English |
| Chianti Castles & Wine Tasting Day Trip from Siena | € 190 per person | 8h | 4.96★ · 83 | Mon and Thu · 09:30 · Season until 30 Nov | English |
| Arezzo and Cortona Day Trip: Medieval Towns & Tuscan Lunch | € 190 per person | 8h | 5.00★ only 6 reviews | Wed · 09:30 | English |
Siena Day Trips at a glance
- Our pick: Siena: Pienza & Montepulciano Day Trip with Farm Lunch, € 190 (8h, 4.90★ · 345).
- Best value: San Gimignano, Chianti & Montalcino day trip from Siena, € 155 (11h, 4.29★ · 156).
- Top rated: San Gimignano & Volterra Day Trip from Siena with Farm Lunch, € 190 (8h, 4.93★ · 208).
Real price per person across the 5 options: € 155–€ 190 (median € 190). With 100+ reviews: 3 of 5.
Of the 5 options: 5 with free cancellation, 1 with instant confirmation, 5 kid-friendly and 1 bookable last-minute.
How we rank: quality, number of reviews and relevance to the topic. In the comparison table, our top 3 comes first. Price per person.