Siena Nature & adventure

Our most recommended Siena Nature & adventure

Horseback Riding from Siena

1. Horseback Riding from Siena

Visit an old riding school situated in a tranquil and peaceful area of Castellina in Chianti immersed between the rolling hills of the Tuscan countryside. Discover the tranquility of this area on a guided horseback riding tour. After a short journey on a private air-conditioned minivan, the horses will be there waiting for you. Don’t worry if you haven’t ridden a horse before, the experienced staff will make sure you feel confident before leaving for a ride. Ride through lush vineyards, native woods, olive groves, and rolling hills for a collection of breath taking and unforgettable views. Return to your meeting point in Siena at the end of your tour.

Total Immersion Wine Tour in Chianti

2. Total Immersion Wine Tour in Chianti

All the guests will be welcomed at the estate and brought to the roof of the cellar to see the most breathtaking views of the rolling hills at 600 meters above sea level. Here one of the passionate members of the team will provide an introduction to a history of the estate and a small general explanation of what guests will see and what they will be doing in the next one and a half hours of their time. Clients will be able to visit one of the vineyards followed by an explanation of the working process and of organic agriculture with some additional biodynamic techniqes that are often used and practised at the estate. If the weather permits, guests would be offered a glass of sparkling wine or a fresh wine of their choice at the small adjecent terrace built under an oak tree.  The tour will then take everyone to a visit through the gardens of the villa and include a visit of the vegetable garden. The cellar is the next stop, where detailed explanation follows about the harvest and selection of the grapes during the harvest, fermantation, and further aging of the wines. Each step of the viniticulture process is explained in great detail and guests would learn a lot of new and exciting things about how to make wines in the Chianti Classico area. The last stop is a tasting room, where guests will be able to try all 5 products of the estate with the selection of various local cured meats and/or cheeses with bread and olive oil. Guests will also learn particular details about the history of each wine, will learn how to smell and taste it, and what to look for when opening a new bottle of wine. The last exciting detail is the grappa, for those who would like to learn about its production and unique and delicate taste.

Siena: Balloon Flight Over Tuscany with a Glass of Wine

3. Siena: Balloon Flight Over Tuscany with a Glass of Wine

You will sail at a height varying from 500 feet to 3000 feet, depending on the wind of that day. All this will allow you to admire the breathtaking landscape of Tuscany. You will see all that nature will show you. It will be a real adventure. You will receive the meeting point in the afternoon before your flight, or you can request a pick-up service, we will take you to the hotel, make sure you reserve it, this is not included. After being greeted by your captain and crews, you will receive a safety briefing before taking off. If you wish, you can help with aeration of the balloon before getting into the basket for your flight. The flight will last circ an hour, you will then be able to savor the excitement while you get up and stand gently up and over the Tuscan countryside. See gentle hills dotted with pretty Italian villages, cypress trees, dominant castles and abundant vineyards, olive groves and orchards. Upon landing, we will toast this experience with a glass of sparkling wine! You will then be taken back to the launch site for drop-off.

Siena: Half-day Guided Hike to Monteriggioni

4. Siena: Half-day Guided Hike to Monteriggioni

Give your mind a rest from the noise of the crowded towns, follow your expert guide on a pleasant walk along the Via Francigena, an ancient pilgrim route for the first time plotted down by the Arcbishop ‘Sigeric the serious’ of Cantebury on his return from Rome in the 9th century and considered the main artery to Rome throughout the middle ages. This route, that has for centuries been a highway of men and emotions, a spiritual pilgrimage and a wealthy trade route, has been forgotten and almost entirely relegated to history by the modern paved car roads. Only recently the route has been brought back from the grip of modernity and is today enjoyed by many pilgrims and hikers alike. Experience the beauty of the mixture between the Tuscan countryside and the glory of its medieval past, still present in it's wonderfully preserved castles, villages and ruins.  See the Tuscany you would never want to miss before returning home, pass through forests and fields, vineyards and olive groves from Siena to the imposing fortress of Monteriggioni. A medieval walled town located on a natural hillock, built by the Sienese in the thirteenth century as a bastion of defense in their wars against Florence.  Once in Monteriggioni, enjoy a guided tasting of local organic wines before saying goodbye to your guide for the end of the tour. Feel free to explore the village and the surrounding area at your own pace. You will be given a bus ticket to return to Siena.

From San Gimignano: Chianti by E-Bike with Wine Tasting

5. From San Gimignano: Chianti by E-Bike with Wine Tasting

There is no better way than by bicycle to discover the beauty and richness of this part of Italy, sharing in the passion for cycling, art, food and wine. The tour takes place in Tuscany, more specifically, in the magnificent landscapes surrounding Siena. There are, in fact, the most beautiful areas and also the most suitable for a cycling trip through Tuscany. From the seat of your electric bike, you will discover how Tuscany life flow slowly yet incessantly, creating a natural equilibrium among art, culture, and nature. Tuscany is paradise for a cycling tourist, who will be greeted by gently rolling hills embellished with winding dirt roads, curving pathways, vineyards, and shaded country roads. All of these splendors are framed by a surprisingly varied landscape where you will be able to discover abbeys, rural churches and castles. The landscape is characterized by the deep red earth, and alternates between fields of sunflowers and vineyards, and is punctuated by ancient castles and medieval hamlets. Many panoramic views allow you to see all the way to San Gimignano, overlooking forests of beautiful Italian oak and corbezzoli. The tour is crowned with a visit to the splendid medieval for tress of Monteriggioni. 

From Florence: Val d’Orcia Full-Day Wine Tasting Tour

6. From Florence: Val d’Orcia Full-Day Wine Tasting Tour

Meet your guide in Florence and drive in total comfort amongst beautiful countryside, to reach the heart of the southern province of Siena and its marvelous wine regions Orcia and Montepulciano. Start by visiting Montepulciano, then head towards the first winery of the day. You will explore the vineyards, enjoy a private tour of the cellars, receive a full explanation of the wines and get to taste different DOC Val d’Orcia wines. Savour the famous Nobile di Montepulciano wine, one of the most important wines in Tuscany. Enjoy lunch at the second winery, which is also an organic agricultural farm located in the countryside surrounding Pienza. Admire the panoramic views of the Val d'Orcia valley from their farm to table restaurant, while eating authentic Italian dishes. Sample some sheep and goat cheeses made from raw milk, paired with home-made wood-oven baked bread, jam and honey. Learn about the entire process of cheese production from hand milking to the final product. Continue your tour in the afternoon with a visit to the famous town of Pienza. At the end of the day, return to Florence through the Tuscan countryside.

Frequently asked questions about Siena

What top attractions are a must-see in Siena?

What are the best day trips and excursions from Siena?

The best day trips and excursions from Siena are:

San Gimignano

Other Sightseeing Options in Siena

Want to discover all there is to do in Siena? Click here for a full list.

What people are saying about Siena

Overall rating

4.5 / 5

based on 4,162 reviews

Francesco was a great guide and answered all the questions we had about the wine making process. We tasted a large variety of wines and even ordered some to be shipped back home!! The trek to the winery is a bit unpaved at the end so just be prepared when driving. All in all, I would recommend this tour for anybody interested in wine!!

Leisurely walk to the small fortified town of Monteriggioni imcluded information on local plants and a wine tasting at the end. Back in Siena by late afternoon on local bus.

Best ever tour! Our guide was very knowledgeable, passionate and very interesting. Nest year i will take his tour again!

Very nice people, welcoming host, lots of animals to see, beautiful horses etc. overall recommend. Great time spent

Fun time. Too much time spent in the wineries we visited.