Top Siena Outdoor Activities
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55 results | All Siena Tours
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Tuscany Hiking Tour from Siena Including Wine Tasting
26
Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.
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From
$49.20
From
$49.20

Tuscan Hills Horseback Riding Tour from Siena
34
Giddy up! Traverse the hills of Tuscany via a unique mode of transportation with this guided horseback tour from Siena. Roam the rolling hills, some clad in grapevines, others blanketed with olive groves, as you and your horse calmly explore the region. Pass through rustic villages, all while learning about the history of the place from your guide. See stunning scenery that you would not have had the chance to encounter.
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From
$82.00
From
$82.00

Wine Tour with Wine Tasting in Siena
58
Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group limited to 12 as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier. Plus, a choice of morning or afternoon departure means you can slot this tour into even the busiest of sightseeing schedules.
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From
$82.00
From
$82.00

Hot Air Balloon Flight Over Tuscany from Siena
38
There’s only one way to see Tuscany: from above. And the best way to do that is via hot air balloon. This 1-hour hot air balloon flight from Siena takes you above Tuscany to get a breathtaking view of the low-rolling hills, some clad in grape vines, others crowned by a rustic ancient villa. Ascend as high as 2,000 feet (609 meters) as you get a commanding view of the countryside and surrounding ancient villages and towns. Upon landing, enjoy a nice glass of sparkling wine to celebrate the amazing trip through the Tuscan heavens.
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From
$317.07
Price varies by group size
From
$317.07
Price varies by group size

Exciting ATV tour in the Tuscan countryside
18
Immerse yourself in the Tuscan countryside on a two-hour ATV excursion. Select a start time that works for you and get a briefing from your private guide. Test out the ATV until you feel comfortable. Then, enjoy the adrenaline rush as you discover the UNESCO listed Crete Senesi area from Chianti to Val d’Orcia by ATV. Your guide is on hand at all times to offer assistance or answer questions.
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From
$164.00
From
$164.00

Skip the Line: Siena Duomo and City Walking Tour
239
Indulge in one of Italy's most beautiful cities, Siena, during this sightseeing tour. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket.
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From
$38.27
From
$38.27

San Gimignano, Chianti, and Montalcino Day Trip from Siena
37
Visit San Gimignano, Monteriggioni, and Montalcino on a day trip from Siena, and discover medieval architecture, wine, and stunning views of Tuscany. With ample free time in each of the hill towns, the tour also includes lunch at a Monteriggioni winery plus samples of Chianti and Brunello di Montalcino wine.
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From
$109.33
From
$109.33

Best of Siena Guided Walking Tour
16
Maximize time in Siena with a guided walking tour through the medieval city streets. See local landmarks including Piazza del Campo and the Siena Cathedral while hearing stories about the city’s history and architecture from a local guide. Explore a local district, called a Contrada, and learn about Siena’s famous Palio horse races.
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From
$22.96
From
$22.96

Private Tour: Siena Walking Tour
35
Stroll the charming Medieval streets of a Tuscan hill town with this 2-hour private tour of Siena. Learn about Siena's hidden gems from a knowledgeable guide in between visits to its most popular sights.
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From
$153.07
per group
From
$153.07
per group

Chianti and Castle Tour from Siena
61
Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.
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From
$92.93
From
$92.93

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
360
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this day trip from Siena. Led by an expert guide, travel to the cellars to learn about the production process and meet the locals behind the delicious red wine. Then, pause at a family-run winery for an authentic Tuscan lunch before exploring the village of Montalcino and the abbey of Sant'Antimo. Stop for additional tastings along the way and conclude with transportation back to Siena. Group size is reserved to eight people for a more intimate experience.
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From
$174.93
From
$174.93

Half-Day Brunello di Montalcino Wine Tour from Siena
18
Spend an afternoon in the wine town of Montalcino, tasting the prestigious Brunello di Montalcino and learning about wine production. This tour from Siena that tasting of local wine paired with salami and cured meat. Admire views of the Tuscan countryside from the pretty hill town and discover the region’s generations-old winemaking traditions.
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From
$87.47
From
$87.47

Small-Group San Gimignano and Volterra Day Trip from Siena
52
Get medieval on this guided tour from Sienna to San Gimignano and Volterra. Head to the marvelously diminutive hilltop town of Monteriggioni and then stop for a while in UNESCO world Heritage-listed San Gimignano with its plethora of medieval towers and commanding views over the Tuscan countryside. Finally, spend some time in an alabaster workshop in Volterra before indulging in a rustic lunch at a Tuscan farm. This small-group tour is limited to just eight people, ensuring plenty of personalized attention from the guide.
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From
$174.93
From
$174.93

Tuscan Cooking Class in Central Siena
73
Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.
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From
$120.27
From
$120.27

Siena Top 10 Pula Tour
16
Our Polaguides will allow you to discover the most hidden places, but no less fascinating than Siena and instant photography will allow you to appreciate the beauty of the city from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be personalized, to browse whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.
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From
$60.13
per group
From
$60.13
per group

Hunt for the 10 Treasures of Siena
14
If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden, but no less fascinating places in Siena, you cannot fail to try our Treasure Hunt! Furthermore, instant photography will allow you to appreciate the beauties of the city from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Find out all the details, solve the puzzles and answer the quizzes to transform your visit to Siena into a unique memory to share with the whole family, young and old, and with friends.
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From
$61.23
per group
From
$61.23
per group

Off-Road Tuscan Wine Tour from Castellina
12
Travel off-road through the Chianti valley on this day-long Tuscan wine tour. As your guide drives a vintage SUV, you'll gaze out at the gentle green hills and grapevine groves that typify the landscape. Stop at three wineries to sample several varietals of wine along with local products such as honey and olive oil, then relax over a traditional Tuscan picnic for lunch at your final stop. The tour starts and ends in the village of Castellina in Chianti.
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From
$278.80
Price varies by group size
From
$278.80
Price varies by group size

Truffle Hunting Experience in Siena Tartufi
10
Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 22 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo and Pepita, a black Labrador. I really love going outside with my dogs looking for truffles . In every season there are different types of truffle that will be collected and you can do it with us... My hobby is my job and my passion!
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From
$120.27
From
$120.27

Chianti Classico E-Bike Tour
9
Get an extra boost from your electric bike on a half-day bike tour of the Chianti region. Follow your guide through a picturesque landscape of gentle hills with vineyards, olive groves, and small villages, stopping at a 12th-century castle and a winery. Your tour includes a wine tasting, bottled water, and use of all necessary equipment.
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From
$240.53
Price varies by group size
From
$240.53
Price varies by group size

Exciting Wine Tasting ATV tour in the Tuscan countryside
6
ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia
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From
$240.53
From
$240.53

PolaTour The 17 Fountains of the Contradas of Siena
6
Our Polaguides will allow you to discover the most hidden places, but no less fascinating than Siena and its districts and instant photography will allow you to appreciate the beauties of each district from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be personalized, to browse whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.
…More
From
$60.13
per group
From
$60.13
per group

Private Tour: Guided Hike in Tuscany with Transport from Siena
5
Drench yourself in the fabled Tuscan countryside on this private, day-long hiking tour from Siena. Meet your expert guide in Siena and then drive in a comfortable minivan to the trail where you perambulate through verdant vineyards, rustic villages, and over the classic rolling hills of Tuscany. Stop halfway along the hike to indulge in a classic lunch of Tuscan treats and then travel via minivan to the town of San Gimignano, known as the ‘medieval Manhattan’ for its many gothic towers that form a medieval skyline in the 21st century.
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From
$262.40
Price varies by group size
From
$262.40
Price varies by group size

Visit to the Bufale and Dairy farm with cheese tasting
4
Visiting our farm means exploring a historical reality of the Tuscan Maremma, a traditional family farm - which today has been able to transform itself into a 4.0 company based on the concept of circular economy. A journey between tradition and innovation.
The route of the guided tour shows the entire sustainable supply chain of the company: from agriculture for the production of buffalo feed to cattle breeding in large outdoor fenced areas; from the production of milk to its transformation into cheese in the company dairy; from the use of agricultural waste to produce renewable energy in a biogas plant to reuse the process residue as an organic fertilizer.
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From
$71.07
Price varies by group size
From
$71.07
Price varies by group size

E-Bike Tour and Wine Tasting from San Gimignano
3
Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.
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From
$366.27
Price varies by group size
From
$366.27
Price varies by group size
- Art & Culture
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- In the Air
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- Nature and Wildlife
- On the Ground
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- Tickets & Passes
- Tours, Sightseeing & Cruises
- Travel & Transportation Services
- Unique Experiences
- Montalcino Fortress (Fortezza di Montalcino) Tours & Tickets
- National Art Gallery of Siena (Pinacoteca Nazionale Siena) Tours & Tickets
- Fonte Gaia (Gaia Fountain) Tours & Tickets
- Baptistery of San Giovanni (Battistero di San Giovanni) Tours & Tickets
- Mangia Tower (Torre del Mangia) Tours & Tickets
- Santa Maria della Scala Tours & Tickets
- Piccolomini Library (Libreria Piccolomini) Tours & Tickets
- Siena Cathedral Museum (Museo dell’Opera Metropolitana) Tours & Tickets
- Siena Historic Center (Siena Centro Storico) Tours & Tickets
- Palio of Siena (Palio di Siena) Tours & Tickets
- Things to do in Tuscany
- Things to do in San Gimignano
- Things to do in Chianti
- Things to do in Florence
- Things to do in Livorno
- Things to do in Pisa
- Things to do in Lake Bolsena
- Things to do in Assisi
- Things to do in Bologna
- Things to do in Ravenna
- Things to do in Rome
- Things to do in Genoa
- Things to do in Venice
- Things to do in Umbria
- Things to do in Emilia-Romagna