Which day trips from Siena offer free cancellation?

Almost every experience listed here includes free cancellation, so you can reserve a place and adjust plans if needed. Look for the free cancellation label on each tour card — it appears on the Brunello di Montalcino wine tour, the Montepulciano and Pienza small-group trip, the San Gimignano and Volterra day trip and most others.

Do Siena day trips include wine tastings and lunch?

Many do. The Montalcino and Montepulciano wine tours typically visit two wineries with tastings and a Tuscan lunch, and the Pienza and Montepulciano tour includes Nobile wine tastings alongside local cheese. Others, such as the Arezzo and Cortona minivan tour, include lunch with a local guide.

LivingLocal

Every bookable experience in Italy, in one place — compared across GetYourGuide, Headout and Viator, ranked on reviews, booked on their site at their price.

Destinations

Explore

Company

About

Legal

Siena · Tuscany

Day Trips from Siena

Average rating4.2Median price$258

Top experiences in Siena

45 experiencesranked by rating and review volume

About Siena

Siena sits at the heart of Tuscany, which makes it an ideal base for exploring the countryside beyond its medieval walls — the vineyards of Montalcino and Montepulciano, the hill towns of Pienza and San Gimignano, and the quieter corners of Arezzo and Cortona. Wine is the thread that runs through many of these outings, as in the Brunello di Montalcino Wine Tour: 2 Wineries & Pairing Lunch, which pairs two estates with a sit-down lunch. For a broader sweep of the region, the Small-Group Montepulciano & Pienza Day Trip from Siena: Tuscany's Heart combines two of the area's most distinctive towns

Quick match

Find the right experience in Siena — in 30 seconds

I only have 2 hours I want food, not another queue

Frequently asked questions

Day trips from Siena generally sit at the premium end of the market, reflecting full-day itineraries, small groups, local guides and included tastings or lunches. Wine-focused tours with multiple wineries and a pairing meal tend to be the most substantial, while shorter city-and-countryside outings are somewhat lighter on the budget.