Hiking Tours in Montepulciano

Compare 23 hiking tours in Montepulciano, with prices from €24. Free cancellation on most bookings.

Loading experiences…

Sort by

What travellers say

Recent reviews of tours and tickets on this page.

Erin_M·2026-09-16· ★ 5.0

Private Tour Siena San Gimignano and Chianti from Cortona

Spectacular.

This trip was incredible. Luca was a stellar driver, knows everything about the area. The winery is fantastic and worth every penny and more. This was a day we will never forget. If you do nothing else, do this!

S6064VZmarcoc·2026-06-29· ★ 5.0

Excursion on the Perugia Mountain with Guide

I rated the driver 10 ⛰️

Simply fantastic hiking experience. The tour and route were studied in great detail, striking the right balance between physical effort and the pleasure of enjoying the wonderful scenery. The guide, named Roberto, demonstrated extreme knowledge of the route, the history of the place, and the ability to engage all participants. I rated the driver 10!!! (Quote) recommended, we will definitely return!!!

Frequently asked questions

How much should I budget for hiking tours in Montepulciano?
Plan on €109 to €437 per adult, which covers half of the 23 options on this page. The cheapest is the Excursion on the Hill of Belcaro a stone's throw from Siena at €24.
Which languages are the tours in?
English is the most common, offered by 22 experiences, followed by Italian, Spanish; Castilian, Portuguese and French. Use the Language filter to narrow the list.
Do hiking tours in Montepulciano have free cancellation?
Almost all do. 91% of the options on this page can be cancelled for a full refund, and each experience page shows the exact deadline.
How long do hiking tours in Montepulciano last?
Most last about 5 hours. Six options take 2 hours or less, and the longest lasts 4 days.
Will I be picked up from my accommodation?
Eight experiences on this page include pickup, such as the Private Tour Siena San Gimignano and Chianti from Cortona. For the rest, the meeting point is in your booking confirmation.
Will my booking be confirmed straight away?
For 15 of the 23 experiences, yes: you get an instant confirmation and a mobile voucher. The rest are confirmed by the operator, usually within 48 hours.
Which option has the best reviews?
The Tuscany Hiking Tour from Siena Including Wine Tasting is rated 4.9 from 122 reviews, the highest on this page among experiences with at least 50 reviews.

More things to do in Montepulciano

The Evendo app on two phones

Evendo: Your Ultimate Travel Guide to Montepulciano

Discover Montepulciano with Evendo – a 100% free app-based travel guide covering attractions, landmarks, shops, bars, restaurants, hotels, tours, and more.

Download on the App Store Get it on Google Play

Get the latest from Evendo

Hand-picked travel deals, new destination guides and trip ideas, straight to your inbox.

Select Currency

Choose the currency you want prices to display in.