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61 results | All Siena Tours

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Vespa Tour Including Lunch at a Chianti Winery from Siena
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Vespa Tour Including Lunch at a Chianti Winery from Siena

star-5
63
See the hills of Tuscany in true Italian style with this action-packed day trip on a Vespa scooter from Siena. Set off on your scooter through the Tuscan countryside, your guide leading the way, as you and other scooter-riding participants make your way to a Chianti winery for lunch. Tour the vineyards and cellars, sample some wine and indulge in an antipasto lunch before heading back to Siena.
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  • 8 hours
  • Free Cancellation
From
$138.11
From
$138.11

Chianti and Castle Tour from Siena
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Chianti and Castle Tour from Siena

star-4.5
59
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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  • 5 hours
  • Free Cancellation
From
$91.00
From
$91.00

Full-Day Winery Tour in Montepulciano with Tasting and Lunch
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Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
45
Explore Tuscany beyond Florence or Siena with a full-day wine tour. Get picked up at your hotel for a small-group tour to visit local wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Brunello. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.
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  • 8 hours
  • Free Cancellation
From
$245.17
Price varies by group size
From
$245.17
Price varies by group size

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
$96.36
From
$96.36

San Gimignano, Chianti, and Montalcino Day Trip from Siena
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San Gimignano, Chianti, and Montalcino Day Trip from Siena

star-4.5
35
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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  • 11 hours
  • Free Cancellation
From
$107.06
From
$107.06

Half-Day Brunello di Montalcino Wine Tour from Siena
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Half-Day Brunello di Montalcino Wine Tour from Siena

star-4
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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  • 5 hours
  • Free Cancellation
From
$85.65
From
$85.65

Private Chianti Tour from Siena

Private Chianti Tour from Siena

star-5
6
This is a private tour so you will have a private vehicle and all the attention you need to enjoy your trip with a five-star service. A private tours will give you the advantages to enjoy truly the experience instead of the big bus tours where you have to follow a strict schedule. So relax while we discover the history of the Chianti region, visit the Fortress of Monteriggioni and the beautiful Winery. All the tour is performed by a licensed tour guide that will make you feel like a local.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$74.94
From
$74.94

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
41
Leave the planning and driving to someone else on this daylong winery tour specializing in Brunello di Montalcino—a wine produced in the vineyards around the town of Montalcino. Visit historic wine cellars and vineyards, have lunch in a winery in the hill town of Montalcino itself, and visit a winery in the nearby Nobile di Montepulciano area for good measure.
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  • 8 hours
  • Free Cancellation
From
$245.17
Price varies by group size
From
$245.17
Price varies by group size

Small-Group San Gimignano and Volterra Day Trip from Siena
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Small-Group San Gimignano and Volterra Day Trip from Siena

star-5
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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  • 8 hours
  • Free Cancellation
From
$171.30
From
$171.30

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
$244.58
Price varies by group size
From
$244.58
Price varies by group size

Small-Group Montepulciano and Pienza Day Trip from Siena
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Small-Group Montepulciano and Pienza Day Trip from Siena

star-5
84
Discover Tuscany's stunning landscape, culinary delights and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Led by a local guide, admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with an optional visit to a winery. Group size is limited to eight people, ensuring personalized attention from your guide.
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  • 8 hours
  • Free Cancellation
From
$171.30
From
$171.30

From Siena: Pienza and Montepulciano Wine Tour
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From Siena: Pienza and Montepulciano Wine Tour

star-4.5
38
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
$91.00
From
$91.00

Fiat 500 Tour of the Chianti Roads from San Gimignano
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Fiat 500 Tour of the Chianti Roads from San Gimignano

star-5
3
Bus tours can make many stops in a short amount of time, but they can be plodding affairs and leave travelers feeling out of touch with the landscapes they drive through. This tour—which takes to the roads of the Chianti region on vintage Fiat 500s—allows visitors more fun and the chance to drive themselves while they follow a guide. Pass medieval villages, rolling countryside, and wineries, and stop for a Tuscan lunch and wine tasting.
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  • 7 hours 30 minutes
  • Free Cancellation
From
$160.59
From
$160.59

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
11
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
$353.30
Price varies by group size
From
$353.30
Price varies by group size

Monteriggioni, San Gimignano and Chianti - Day Tour from Siena

Monteriggioni, San Gimignano and Chianti - Day Tour from Siena

star-4.5
2
See more of Tuscany with a private guide, and book a day trip to Monteriggioni, San Gimignano, and Chianti for your personal group of family or friends. After a pickup direct from your Siena hotel, you’ll travel by private vehicle into Tuscany to spend free time in the hill towns of Monteriggioni and San Gimignano. Hear tales of Tuscany’s history as you travel, and then return to Siena via Chianti, where a stop can be made for lunch or even a wine tasting (both own expense).
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  • 8 to 9 hours
  • Free Cancellation
From
$503.19
per group
From
$503.19
per group

Small-Group Chianti Wine-Tasting and Castles Trip from Siena
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Small-Group Chianti Wine-Tasting and Castles Trip from Siena

star-5
38
Discover the fine wines and rich historical heritage of Chianti on a full-day trip from Siena. With a knowledgeable guide, travel through the sublime Tuscan countryside and visit castles cradled by rolling green hills and sprawling vineyards. Visit Castello di Brolio, the esteemed birthplace of Chianti wine, and delve into the opulent chambers of Castello di Ama. Pleasure your palate with fine samples of Chianti Classico wine during tasting sessions and feast on a traditional Italian lunch during your tour. Enjoy an intimate atmosphere on this small-group tour, limited to only eight people.
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  • 8 hours
  • Free Cancellation
From
$171.30
From
$171.30

Small-Group Chianti and San Gimignano Sunset Trip from Siena
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Small-Group Chianti and San Gimignano Sunset Trip from Siena

star-4.5
28
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
$171.30
From
$171.30

Ramble Through The Rolling Hills Of Chianti with Lunch & Wine Tastings
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Ramble Through The Rolling Hills Of Chianti with Lunch & Wine Tastings

Spend a day in the iconic landscape of the "Chianti Hills", among cypress avenues, vineyards, sunflowers and medieval villages. Visit the historic village of San Gimignano and admire its ancient towers, enjoy homemade lasagna and savour 8 of the best wines of the Tuscan countryside on a typical farm. Itinerary: • Our driver will pick you up at your hotel, B&B or private flat and take you on a journey through the rolling hills of Tuscany. • Later we will move among olive groves, cypresses and vineyards. You will see the magnificent towers of San Gimignano and the typical old town. San Gimignano is known for its famous white wine Vernaccia, produced by the ancient grape variety Vernaccia. You will go up to the highest tower-museum (Torre Rognosa) where you will see an incredible tuscan panorama. • Then we will move to a typical Tuscan farm, to understand the secrets of wine production and enjoy a lunch with lasagna or homemade pasta, bruschetta, percorino cheese and 8 wine tastings.
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  • 6 hours
  • Free Cancellation
From
$267.65
Price varies by group size
From
$267.65
Price varies by group size

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

star-5
2
Experience the best of Tuscany—cheese and wine, of course!—on this private tour from Siena. You’ll admire fabulous scenery in the Val d’Orcia, learn about cheese making during a tour at an organic dairy farm, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine during a cellar tour at a winery in the hilltop town of Montalcino. With a privately guided tour, enjoy a more personalized experience.
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  • 8 hours
  • Free Cancellation
From
$749.43
per group
From
$749.43
per group

Montalcino and Montepulciano Wine Tour from Siena
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Montalcino and Montepulciano Wine Tour from Siena

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.
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  • 6 hours
  • Free Cancellation
From
$481.78
Price varies by group size
From
$481.78
Price varies by group size

Grape stomping in Tuscan farmhouse from Siena

Grape stomping in Tuscan farmhouse from Siena

star-5
1
Take off your shoes and - literally - immerse yourself into ancient Tuscan culture on a grape stomping excursion to the Chianti hills.  In addition to grinding grapes into juice with your bare feet, you’ll also get an up close look at life at a Tuscan winery. A visit to the wine cellar and tasting is also included. After you’ve stomped to your heart’s content, replenish your strength with a homemade lunch.
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  • 4 hours
  • Free Cancellation
From
$353.30
Price varies by group size
From
$353.30
Price varies by group size

Private wine tour of Chianti or Montalcino

Private wine tour of Chianti or Montalcino

star-4
4
Avoid the hassle of navigating the rural roads and trying to locate the small cellars in Tuscany’s wine country with this wine tour that includes round-trip transportation. Stop for a tour and tasting at one or two scenic wineries near Siena before a lunch break. In the afternoon, visit cellars in Montalcino or the Val d’Arno to sample some of Tuscany’s most historic labels.
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  • 6 to 8 hours
  • Free Cancellation
From
$208.77
Price varies by group size
From
$208.77
Price varies by group size

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
$471.07
Price varies by group size
From
$471.07
Price varies by group size

Truffle Hunting with Wine Tasting in Chianti

Truffle Hunting with Wine Tasting in Chianti

star-5
3
Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.
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  • 4 hours
  • Free Cancellation
From
$299.77
Price varies by group size
From
$299.77
Price varies by group size

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