Recent Searches
Clear

Siena to Chianti

Saved to wishlist!
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Siena. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Select Dates
Dates

55 results | All Siena Tours

Sort by: Featured

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

star-5
329
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.
More
  • 9 hours
  • Free Cancellation
From
$178.04
From
$178.04

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
37
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.
More
  • 8 hours
  • Free Cancellation
From
$241.35
Price varies by group size
From
$241.35
Price varies by group size

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.
More
  • 8 hours
  • Free Cancellation
From
$236.20
Price varies by group size
From
$236.20
Price varies by group size

San Gimignano, Chianti, and Montalcino Day Trip from Siena
Likely to Sell OutLikely to Sell Out

San Gimignano, Chianti, and Montalcino Day Trip from Siena

star-4.5
32
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.
More
  • 11 hours
  • Free Cancellation
From
$118.70
From
$118.70

Vespa Tour in Chianti with Lunch from Florence

Vespa Tour in Chianti with Lunch from Florence

star-4.5
35
Explore the beautiful Tuscan countryside in Italian style on an authentic Vespa scooter! Zip along hillside roads past historic villas, medieval villages, olive groves and vineyards. Stop at a local farm and winery for a fresh Tuscan lunch and tasting of Chianti wines. Drive your own Vespa, or ride with an experienced guide if you prefer.
More
  • 6 hours
  • Free Cancellation
From
$153.12
From
$153.12

Siena Vespa Tour Including Lunch at a Chianti Winery

Siena Vespa Tour Including Lunch at a Chianti Winery

star-5
60
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.
More
  • 8 hours
  • Free Cancellation
From
$153.12
From
$153.12

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.
More
  • 9 hours
  • Free Cancellation
From
$83.09
From
$83.09

Half-Day Brunello di Montalcino Wine Tour from Siena

Half-Day Brunello di Montalcino Wine Tour from Siena

star-4
16
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.
More
  • 5 hours
  • Free Cancellation
From
$83.09
From
$83.09

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.
More
  • 8 hours
  • Free Cancellation
From
$178.04
From
$178.04

Montalcino Castle and Vineyards tour with tasting

Montalcino Castle and Vineyards tour with tasting

star-4
11
Combine three of Italy’s most vital delights—wine, landscapes, and history—on this tour of the 15th-century Castello Tricerchi Montalcino wine estate. Exploring in a group no larger than 15, discover 600 years of history, including the chapel, the vineyards, and the cellars. Round off your visit with a tasting of three signature wines—Brunello di Montalcino, Rosso di Montalcino, and a Toscana IGP—paired with delicious local nibbles.
More
  • 1 hour
  • Free Cancellation
From
$32.62
From
$32.62

Tuscan Hills Horseback Riding Tour from Siena

Tuscan Hills Horseback Riding Tour from Siena

star-4
30
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.
More
  • 2 hours 30 minutes
  • Free Cancellation
From
$83.09
From
$83.09

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
38
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.
More
  • 8 hours
  • Free Cancellation
From
$236.20
Price varies by group size
From
$236.20
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
1
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).
More
  • 8 to 9 hours
  • Free Cancellation
From
$557.87
per group
From
$557.87
per group

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.
More
  • 8 hours
  • Free Cancellation
From
$268.29
Price varies by group size
From
$268.29
Price varies by group size

Savour Exquisite Wines, Brunello of Montalcino & Nobile Wine Tour (3 Wineries)

Savour Exquisite Wines, Brunello of Montalcino & Nobile Wine Tour (3 Wineries)

The hills south of Siena are home to some of Tuscany’s most prestigious wines, but navigating the country roads to visit the local wineries on your own can be a challenge. With this tour, leave the driving to a professional and visit three historic wineries in Montepulciano and Montalcino for tours, tastings, and lunch. Break up your cellar visits with a stop in Pienza for a pecorino cheese experience.
More
  • 8 hours
  • Free Cancellation
From
$336.36
Price varies by group size
From
$336.36
Price varies by group size

Montalcino: Brunello Wine Tasting Experience

Montalcino: Brunello Wine Tasting Experience

star-5
3
Enjoy 1.5 hour wine tasting experience in an elegant medieval Castle in the heart of Montalcino. Together with an expert sommelier, don't miss the chance to discover and taste some of the best Tuscan wines in an exclusive location.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$29.67
From
$29.67

Small-Group Chianti Wine-Tasting and Castles Trip from Siena
Likely to Sell OutLikely to Sell Out

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.
More
  • 8 hours
  • Free Cancellation
From
$178.04
From
$178.04

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.
More
  • 7 hours 30 minutes
  • Free Cancellation
From
$153.12
From
$153.12

Montalcino and Montepulciano Wine Tour from Siena
Likely to Sell OutLikely to Sell Out

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.
More
  • 6 hours
  • Free Cancellation
From
$451.04
Price varies by group size
From
$451.04
Price varies by group size

Montalcino and Montepulciano Private Tour
Likely to Sell OutLikely to Sell Out

Montalcino and Montepulciano Private Tour

star-5
1
Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.
More
  • 6 hours
  • Free Cancellation
From
$451.04
Price varies by group size
From
$451.04
Price varies by group size

VESPA Tour in Tuscany

VESPA Tour in Tuscany

star-5
5
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.
More
  • 5 hours
  • Free Cancellation
From
$273.00
Price varies by group size
From
$273.00
Price varies by group size

Private Tour: Montalcino Wine Tasting Experience

Private Tour: Montalcino Wine Tasting Experience

star-5
2
Sip some of Italy's best vino with a private full-day wine tour in Montalcino from Cortona. Visit two wineries to taste the famous Brunello wines produced in this part of Tuscany. Learn what makes Brunello so special from sommeliers and wine experts. Sample a selection of Tuscan meats and cheeses with the wine. Have lunch in a winery and visit either Montalcino or the Sant'Antimo Abbey before the end of the tour.
More
  • 8 hours
  • Free Cancellation
From
$325.25
Price varies by group size
From
$325.25
Price varies by group size

Exciting ATV tour in the Tuscan countryside

Exciting ATV tour in the Tuscan countryside

star-5
16
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.
More
  • 2 hours
  • Free Cancellation
From
$178.04
From
$178.04

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.
More
  • 5 to 6 hours
  • Free Cancellation
From
$178.04
From
$178.04

Filters