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112 results | All Siena Tours

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From Siena: Pienza and Montepulciano Wine Tour
Likely to Sell OutLikely to Sell Out

From Siena: Pienza and Montepulciano Wine Tour

star-4.5
34
Taste your way through Tuscany with this full-day wine tour of Montalcino, Pienza, and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano and Montalcino.
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  • 9 hours
  • Free Cancellation
From
$82.51
From
$82.51

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

star-4.5
27
See Tuscany in classic Italian style by exploring the rustic region via a vintage Fiat 500, the classic, beloved and diminutive Italian automobile. Get picked up at your hotel in Siena and then ride to the stunning hilltop town of Monteriggioni, cruising through the rolling hills of Chianti along the way. Stop at a local vineyard and sample some delicious Italian wines with a hearty lunch of local fare. Follow the guide in a caravan. The number of participants on this small-group tour is limited to just ten, so you’re sure to get plenty of personalized attention from the guide.
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  • 8 hours
  • Free Cancellation
From
$176.80
From
$176.80

Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour

star-5
24
Discover the medieval streets of Siena with a personal guide at your side, and find hidden-away corners far from the tourist crowds. Create a personalized itinerary on this private 3-hour tour, departing from Piazza del Campo in the morning or afternoon. Walk past major monuments as you explore on foot.
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  • 3 hours
  • Free Cancellation
From
$247.52
per group
From
$247.52
per group

Small-Group Chianti and San Gimignano Sunset Trip from Siena

Small-Group Chianti and San Gimignano Sunset Trip from Siena

star-4.5
24
Sip world-class wine and watch the sunset on this day trip to Chianti and San Gimignano from Siena. Led by an expert guide, explore the medieval town of Monteriggioni and visit Chianti wineries for tastings. Then, head to the UNESCO-listed San Gimignano to see the sunset as you savor a traditional Tuscan dinner in a farmhouse overlooking the hills. Group size is reserved for eight people to keep the experience as intimate as possible. 
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  • 8 to 9 hours
  • Free Cancellation
From
$176.80
From
$176.80

Chianti and San Gimignano - 3 Wineries and Lunch

Chianti and San Gimignano - 3 Wineries and Lunch

star-5
23
When visiting Florence, spend a delicious day winery hopping in the renowned Chianti wine region. Visit three of the best estates for tastings of Chianti Classico and other top varietals, plus a gourmet lunch of Tuscan specialties. There's also time to soak up countryside culture and history with a stop in San Gimignano or Monteriggioni, two of Tuscany’s best-preserved medieval towns.
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  • 8 hours
  • Free Cancellation
From
$234.55
Price varies by group size
From
$234.55
Price varies by group size

500 Vintage Tour: Chianti Roads Experience with Lunch from Florence

500 Vintage Tour: Chianti Roads Experience with Lunch from Florence

star-4.5
17
For a classic Italian experience, cruise through Tuscany’s famous Chianti wine region in a restored vintage Fiat 500! Take the wheel on this self-drive, tag-along adventure from Florence, and feel the freedom of the open road as you wind through a landscape of medieval villas, olive groves and rolling vineyards. Midday, stop at a local winery for an authentic Tuscan lunch and a chance to taste the region’s famous bounty.
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  • 5 to 6 hours
  • Free Cancellation
From
$176.80
From
$176.80

Off-Road Tuscan Wine Tour from Castellina
Likely to Sell OutLikely to Sell Out

Off-Road Tuscan Wine Tour from Castellina

star-5
11
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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  • 4 hours
  • Free Cancellation
From
$300.56
Price varies by group size
From
$300.56
Price varies by group size

Chianti Classico E-Bike Tour

Chianti Classico E-Bike Tour

star-5
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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  • 6 to 7 hours
  • Free Cancellation
From
$259.30
Price varies by group size
From
$259.30
Price varies by group size

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

star-5
7
Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.
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  • 8 hours
  • Free Cancellation
From
$266.41
Price varies by group size
From
$266.41
Price varies by group size

Full-Day Chianti Tour by Vespa Scooter

Full-Day Chianti Tour by Vespa Scooter

star-3.5
6
Hop on a scooter to explore the rolling landscapes of Chianti on this 7.5-hour Vespa tour from San Gimignano. Settle on a Vespa and ride around vine-coated hills, cypress groves and old villages, soaking in the views of this famous wine producing region. Your tour includes a wine tasting and lunch, plus the option to ride as a passenger with an escort driver or to upgrade to drive your Vespa.
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  • 7 hours 30 minutes
  • Free Cancellation
From
$152.05
From
$152.05

Small Group E-Bike Tour from Siena with Wine Tasting and Lunch
Likely to Sell OutLikely to Sell Out

Small Group E-Bike Tour from Siena with Wine Tasting and Lunch

star-5
6
Get up close and personal with Tuscany’s ineffable scenery, and explore with ease, on a full-day tour by electric bike. Meet your guide in Siena and travel by van into the Chianti hills, where you’ll receive your bike and helmet and will get familiar with the gear. With just a small group for company, set off on a tour of the countryside, visit a restored monastery, and head to a local winery, where you can enjoy a traditional meal and generous wine tasting.
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  • 6 hours
  • Free Cancellation
From
$176.80
From
$176.80

Dinner in the Vineyards from Siena

Dinner in the Vineyards from Siena

star-5
5
Spend an enchanted evening at a winery estate in Chianti on this half-day tour from Siena. Travel through the scenic landscape of Tuscany to reach the winery estate, then take a tour of the winery, capped off by wine tasting. Afterward, find your seat at a festively decorated table situated in the vineyards for a barbecue dinner accompanied by wine and music.
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  • 5 hours
  • Free Cancellation
From
$106.08
From
$106.08

Private Tour: Guided Hike in Tuscany with Transport from Siena

Private Tour: Guided Hike in Tuscany with Transport from Siena

star-5
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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  • 7 hours
  • Free Cancellation
From
$282.88
Price varies by group size
From
$282.88
Price varies by group size

Exciting Wine Tasting ATV tour in the Tuscan countryside

Exciting Wine Tasting ATV tour in the Tuscan countryside

star-4.5
4
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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  • 4 hours
  • Free Cancellation
From
$259.30
From
$259.30

Tarot Garden and Maremma Park

Tarot Garden and Maremma Park

star-4
4
Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or bookings within the park system, we could change with Easy Nature Walk with narratives of legends, pirate stories, kidnapped girls and sea monsters. The duration is approximately 1 hour and a half. The Tarot Garden is, together with the Park Guell in Barcelona, the only splendid example of artistic architecture that the whole world envies us!
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  • 6 to 7 hours
  • Free Cancellation
From
$447.28
per group
From
$447.28
per group

VESPA Tour in Tuscany

VESPA Tour in Tuscany

star-5
4
Experience the Tuscan countryside from a perspective rare to visitors on a private Vespa tour with round–trip transport from your Siena hotel. In addition to navigating for you, your guide ensures the best views and stops for photo opportunities along the way. The day includes a Tuscan–style lunch and complimentary wine tasting with vineyard views.
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  • 5 hours
  • Free Cancellation
From
$271.09
Price varies by group size
From
$271.09
Price varies by group size

Bike Tour and Wine Tasting from San Gimignano

Bike Tour and Wine Tasting from San Gimignano

star-5
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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  • 6 hours
  • Free Cancellation
From
$318.23
Price varies by group size
From
$318.23
Price varies by group size

Private Siena to Florence Chianti and San Gimignano Transfer Tour

Private Siena to Florence Chianti and San Gimignano Transfer Tour

star-5
3
Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of San Gimignano browsing the many stores or savouring the rich cuisine in one of its many restaurants (not included). In the afternoon visit the Chianti town of Greve in Chianti and the picturesque hamlet of  Montefioralle before having your Private driver drop you off at your Florence destination.
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  • 7 hours
  • Free Cancellation
From
$707.19
per group
From
$707.19
per group

Have you ever taken a guided tour of Siena?

Have you ever taken a guided tour of Siena?

star-5
3
First time in Siena? If you are not so familiar with the city, I recommend this tour: a 3-hour walk through the main streets and hidden alleys, to understand Siena, its birth, its golden age and its traditions. During the walk, we will learn about the incredible personality of Santa Caterina, we will talk about the deep roots of the Palio and the districts and we will dwell on the never-finished history of the Cathedral. This and much more awaits you on the tour of "Siena: a story of pride" A journey to introduce you to the unesco heritage city since 1995!
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  • 3 hours
  • Free Cancellation
From
$200.37
per group
From
$200.37
per group

Tuscany by Electric Bike

Tuscany by Electric Bike

star-2.5
3
Get out of Florence and zip through the Tuscan countryside on an electric bike during this guided tour. See the scenic Chianti region, including olive groves and vineyards, on two wheels without the hassle of navigating. The itinerary includes a stop at a local winery for lunch and a tasting of several wines.
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  • 8 to 9 hours
  • Free Cancellation
From
$153.22
From
$153.22

CSTRents - Siena Segway PT Authorized Tour

CSTRents - Siena Segway PT Authorized Tour

star-2.5
3
Mix medieval times with the 21st century on this small-group or private 3-hour tour of Siena via Segway. Gliding around town on two wheels, follow your guide while learning about the history of the town and each place you visit. See this Tuscan town’s main attractions from a Segway, including Piazza del Campo, Piazza del Duomo and Basilica of San Domenico. Get a killer view from the imposing Fortezza Medicea. Opt to take the tour in the morning, afternoon or in the evening to better suit your time in Siena. The number of participants on this small-group tour is limited to just eight, so you’re sure to get plenty of personalized attention from the guide.
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  • 3 hours
  • Free Cancellation
From
$175.59
Price varies by group size
From
$175.59
Price varies by group size

First Time Siena Medieval Tuscany Private Half Day Tour

First Time Siena Medieval Tuscany Private Half Day Tour

star-5
3
This is the perfect half day walking tour for first time travelers to Siena who would like to get a great introduction to this Medieval town with a fun and friendly Tuscan local! I am a professional tour guide with twenty years of experience showing travelers the beauty of Tuscany and introducing people of all ages (couples, families, groups) to the history and culture of Italy. My background is in foreign languages, art history and history, but I am also passionate about wine, food, culture, and above all sharing my region with visitors from around the world. This totally private tour can be fully customized to fit your needs and level of knowledge, please feel free to send me any information about you and your group before arrival.
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  • 3 hours
  • Free Cancellation
From
$302.74
per group
From
$302.74
per group

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from Florence

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from Florence

star-5
3
This customized day trip pairs the otherworldly landscapes of southern Tuscany with the region’s frozen-in-time villages and prized flavors. Relax and take in the views from a luxury vehicle while a private guide and driver handles the country roads. Taste famed Brunello wine in Montalcino and Pecorino cheese in lovely Pienza, visit a medieval monastery, and get hand-picked recommendations for an authentic Tuscan lunch.
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  • 8 hours
  • Free Cancellation
From
$327.86
Price varies by group size
From
$327.86
Price varies by group size

The Maremma

The Maremma

star-5
2
Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of Maremma are the most outspoken in Italy. History will take us back in time to the Etruscans.
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  • 8 hours
  • Free Cancellation
From
$453.33
per group
From
$453.33
per group

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