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976 Tuscany Wine Tastings

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

Aperitivo Tour of FlorenceWine Tastings

Aperitivo Tour of Florence

star-5
Get a taste of aperitivo, Italy’s popular happy hour tradition, on a 2.5-hour tour in Florence. Begin the evening at a typical Florentine-style wine bar to indulge in Tuscan cheeses and salami while sipping some regional vino. Then, head out to explore some of Florence's most charming neighborhoods, before stopping off at a cocktail bar for a true Italian aperitif. Numbers are limited to 12 people to ensure an intimate experience.
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  • 2 hours 30 minutes
From  
$99.90 
From  
$99.90 
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  • 2 hours 30 minutes

Tuscan Food and Wine Tour of Val d'Orcia from FlorenceDay Trips

Tuscan Food and Wine Tour of Val d'Orcia from Florence

star-4
Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to the elegant Renaissance architecture of Montepulciano. Explore the history of Montalcino’s imposing fortress and the jewel-box village of Pienza, savoring the bounty of the Val d’Orcia region with tastings of local wines and specialty foods along the way.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From  
$84.25 
From  
$84.25 
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  • 12 hours
  • Free Cancellation
  • Taking safety measures

Private VIP Exclusive Tour to Siena and San Gimignano with Wine Tasting & LunchDay Trips

Private VIP Exclusive Tour to Siena and San Gimignano with Wine Tasting & Lunch

star-5
Visit two of the most picturesque towns in Tuscany and taste authentic Chianti wine on this private day trip from Florence. Travel through a landscape of rolling hills, olive groves, and ancient villas on the way to Siena, known for its remarkable cathedral and the famous Palio horse race. After a delicious Tuscan lunch and wine tasting at a hand-picked estate, continue on to the medieval hilltop village of San Gimignano, where more than a dozen surviving towers stand sentinel over the beautiful countryside below.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From  
$385.43 
From  
$385.43 
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  • 8 hours
  • Free Cancellation
  • Taking safety measures

Brunello Vineyards Bus TourWine Tastings

Brunello Vineyards Bus Tour

star-5
Discover the wines of Montalcino on a 3-hour wine tour that visits two wineries in the region. Enjoy wine tastings and tours of the vineyards, gaining insight into the history of the famous Brunello di Montalcino wine. Travel with a small group limited to eight people and enjoy viewing the picturesque countryside along the way.
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  • 3 hours
  • Taking safety measures
From  
$117.11 
Price varies by group size
From  
$117.11 
Price varies by group size
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  • 3 hours
  • Taking safety measures

Tuscany Vespa Tours: one day vespa tour through the hills of ChiantiWine Tastings

Tuscany Vespa Tours: one day vespa tour through the hills of Chianti

star-5
Take a joy ride through the famous Chianti wine country, traveling in true Italian style on a classic Vespa scooter. Instead of being stuck in a van, feel the Tuscan sun and breeze as you zip around hills and vineyards, stopping to tour a medieval castle and taste Chianti wine and olive oil. Recharge for the road with included lunch at a family-run restaurant nestled in the Florentine hills.
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From  
$135.40 
From  
$135.40 
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  • 7 hours
  • Free Cancellation
  • Taking safety measures

Private Chianti Tuscany Wine Tasting Tour from FlorenceDay Trips

Private Chianti Tuscany Wine Tasting Tour from Florence

star-5
Explore the Tuscan countryside on this private day trip from Florence. With a wine expert as your personal guide, you’ll travel by minivan through the landscape of the Chianti region, with stops in Greve, Panzano, and Montefioralle. Learn the secrets behind the winemaking process as you go, and visit a winery for tastings plus lunch. You’ll have time to browse traditional artisan workshops, too. Please note: pricing is per group, limited to seven people.
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From  
$373.11 
Price varies by group size
From  
$373.11 
Price varies by group size
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  • 7 hours
  • Free Cancellation
  • Taking safety measures

Siena Vespa Tour Including Lunch at a Chianti WineryDay Trips

Siena Vespa Tour Including Lunch at a Chianti Winery

star-5
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  
$155.26 
From  
$155.26 
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  • 8 hours
  • Free Cancellation

Tuscany Bike Tour from Florence with typical lunchDay Trips

Tuscany Bike Tour from Florence with typical lunch

star-4.5
Take in the postcard-perfect beauty of Tuscany on this small-group full-day bike tour from Florence. Ride through the Tuscan hills with the wind in your hair and the sun on your face. Keep a relaxed pace to fully enjoy the scenery, and visit two wineries along the way.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From  
$136.85 
Price varies by group size
From  
$136.85 
Price varies by group size
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  • 6 hours
  • Free Cancellation
  • Taking safety measures

Truffle Hunting Experience with Wine and Lunch in TuscanyWine Tastings

Truffle Hunting Experience with Wine and Lunch in Tuscany

star-4.5
Get out of restaurants and cooking classes and into the outdoors for a truffle hunt. With this tour, a guide and truffle-hunting dogs take you to look for white and black truffles while teaching you to identify the trees they grow on. After the hunt is complete, have a lunch of traditional Tuscan food products, and taste local wine, olive oils, vinegar, and truffle oil.
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  • 2 hours 30 minutes
  • Free Cancellation
From  
$157.67 
From  
$157.67 
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  • 2 hours 30 minutes
  • Free Cancellation

Self-Drive Vintage Fiat 500 Tour from Florence: Sunset Tuscan Villa and AperitivoDining Experiences

Self-Drive Vintage Fiat 500 Tour from Florence: Sunset Tuscan Villa and Aperitivo

star-4.5
Make like a true Tuscan with an Italian ‘aperitivo’— drinks and snacks before dinner — and a self-drive journey in a vintage Fiat 500 on this 3-hour sunset tour from Florence. Hop inside a 1960s Fiat and drive in convoy through the enchanting Tuscan landscapes of rolling hills and cypress groves. Arrive at a beautiful villa and enjoy a spritzer cocktail and local snacks beside the swimming pool. Finish with Tuscany’s emblematic wine — some delicious Chianti. A return bus or car transfer lets you enjoy the wine without worrying about driving.
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  • 3 hours
  • Free Cancellation
From  
$129.00 
From  
$129.00 
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  • 3 hours
  • Free Cancellation

Private Wine Tasting & Tuscan Lunch - Food and Drinks includedDining Experiences

Private Wine Tasting & Tuscan Lunch - Food and Drinks included

star-5
Treat yourself to a Tuscan dining experience with lunch and wine at Bottega Torciano in San Gimignano. You'll enjoy foods such as cheese, salami, and lasagna and try several varietals of Tuscan wine, from Chianti Classico to Brunello di Montalcino.
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  • 2 hours
  • Free Cancellation
From  
$36.75 
From  
$36.75 
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  • 2 hours
  • Free Cancellation

Organic Winery Tour and Tasting in Tuscany Chianti hills Dining Experiences

Organic Winery Tour and Tasting in Tuscany Chianti hills

star-5
Enjoy a tour and tasting at Fattoria Lavacchio, an ancient Tuscan farm known for its production of low-sulphite wines as well as olive oil. Meet your guide and learn about the property's different types of vineyards before visiting both the old and new wine cellars. Then practice your tasting skills by sampling 4 Chianti Rufina organic wines paired with an array of locally produced meats and cheeses. You may also choose to follow your tasting with a wine-pairing lunch or dinner.
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  • 2 hours
  • Free Cancellation
From  
$30.09 
From  
$30.09 
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  • 2 hours
  • Free Cancellation

E-Bike Florence Tuscany Ride with Vineyard VisitDay Trips

E-Bike Florence Tuscany Ride with Vineyard Visit

star-5
Get a taste of Chianti without a long day trip or drive using an e-bike to visit a vineyard on the outskirts of Florence. Easily scale the lovely Florentine hills with a battery-assisted boost and directions on an included GPS device. Sample Chianti-style wine and other Tuscan products at a vineyard in the ancient Etruscan town of Fiesole, and enjoy inspiring views of Florence on the ride back down.
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  • 4 to 7 hours
  • Free Cancellation
  • Taking safety measures
From  
$66.20 
From  
$66.20 
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  • 4 to 7 hours
  • Free Cancellation
  • Taking safety measures

Vegan, Vegetarian or Gluten Free Lunch and Wine in TuscanyDining Experiences

Vegan, Vegetarian or Gluten Free Lunch and Wine in Tuscany

star-5
Tuscany is home to some of Italy’s most renowned cuisine and this tour is adapted for those with special dietary requirements. Enjoy a guided tour of the Tenuta Torciano Vineyards in San Gimignano, then visit the winery restaurant for a delicious 4-course lunch, accompanied by a wine tasting. Choose from a vegan, vegetarian, or gluten-free menu, depending on your preferences.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
$55.65 
From  
$55.65 
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  • 1 hour 30 minutes
  • Free Cancellation

Private Horseback Riding and wine Exp in TuscanyDay Trips

Private Horseback Riding and wine Exp in Tuscany

star-5
Explore the Tuscan countryside during a full-day tour from Florence with horseback riding. Your guide provides a gentle horse and riding gear, then leads you through the vineyards, olive groves, and rolling hills of the Chianti region. Afterward, visit the medieval town of San Gimignano, and enjoy a 3-course Tuscan lunch with wine tasting lesson. Option available to substitute a farm tour for the horseback ride if desired.
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  • 7 to 8 hours
  • Free Cancellation
From  
$228.68 
From  
$228.68 
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  • 7 to 8 hours
  • Free Cancellation

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery LunchDay Trips

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

star-4.5
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
  • Taking safety measures
From  
$180.54 
From  
$180.54 
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  • 8 hours
  • Free Cancellation
  • Taking safety measures

Hike & Chianti Wine TourDining Experiences

Hike & Chianti Wine Tour

star-5
An authentic experience into the Tuscan countryside that combine active hiking with great food and wines. Enjoy a scenic active hike along the secret trails of the vineyards, in the Tuscan countryside, a little slice of heaven a few step out of Florence and into Mugello area. Visit a family-run organic farm and experience the Chianti Rufina wine and the extra-virgin olive oil. Nature lovers can get out and spend some hours hiking the Tuscan hills along silent country roads, through vineyard, olive groves and medieval villages, immersed in a land rich in history, where the Etruscan and Roman people lived in the past. Visit the agricultural estate, the cellar and and sit enjoying the Chianti Rufina wine tasting and the typical Tuscan light lunch.
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  • 4 hours
  • Free Cancellation
From  
$80.24 
From  
$80.24 
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  • 4 hours
  • Free Cancellation

Siena, San Gimignano and Chianti Wine Small Group from LuccaDay Trips

Siena, San Gimignano and Chianti Wine Small Group from Lucca

star-4.5
Explore Tuscany on a food tour of Siena and San Gimignano from Lucca. See panoramic vineyard views, and stop to try Chianti Classico and Vernaccia wines amongst the vines. Then sample local products like Extra Virgin Olive Oil, bruschetta, and Pecorino cheese. Enjoy the world-renowned beauty and culture of Tuscany with a walking tour of medieval villages with narrow streets, historic cathedrals, and beautiful ancient theaters like Piazza del Campo in Siena.
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  • 11 hours
  • Free Cancellation
  • Taking safety measures
From  
$131.19 
From  
$131.19 
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  • 11 hours
  • Free Cancellation
  • Taking safety measures

A taste of Cinque Terre from FlorenceWine Tastings

A taste of Cinque Terre from Florence

star-4.5
Explore the beautiful villages of Cinque Terre during this full-day tour from Florence. With round-trip transportation included, you can skip the hassle of renting a car for travel to and between Manarola, Monterosso, and Vernazza, nestled on cliffs by the sea. Coach transportation to and from Florence and train tickets in between the villages are included.
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  • 12 to 13 hours
  • Free Cancellation
From  
$96.29 
From  
$96.29 
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  • 12 to 13 hours
  • Free Cancellation

Full-Day Tuscan Countryside Bike TourDay Trips

Full-Day Tuscan Countryside Bike Tour

star-5
Explore the beauty and flavors of Tuscany on this full-day bike tour from Florence. Travel by van to the heart of the famous Chianti wine region and cycle through the picturesque landscape along bike-friendly country roads. Visit one of the only remaining private Tuscan castles in the region, where you have the chance to tour the grounds and learn how they make their wine and olive oil. A traditional Tuscan lunch with wine is included.
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  • 5 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From  
$144.43 
From  
$144.43 
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  • 5 hours 30 minutes
  • Free Cancellation
  • Taking safety measures

Self-Drive Vintage Vespa Tour with Wine Tasting from FlorenceDining Experiences

Self-Drive Vintage Vespa Tour with Wine Tasting from Florence

star-5
Cruise through the Tuscan countryside on a vintage Vespa for the ultimate Italian experience from Florence. Following a guide, drive a scooter along open roads, soaking up the fresh air and views of rolling hills, villas, cypress trees and endless vineyards and olive groves. When you arrive at a 15th-century villa, enjoy a tasting of Chianti wines.
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  • 4 hours 30 minutes
  • Free Cancellation
From  
$129.00 
From  
$129.00 
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  • 4 hours 30 minutes
  • Free Cancellation

Montepulciano, Montalcino, Pienza from FlorenceWine Tastings

Montepulciano, Montalcino, Pienza from Florence

star-5
With ancient vineyards, Renaissance architecture, and colorful local culture, the UNESCO–listed Val d'Orcia is considered among Tuscany’s must-see attractions—but arranging travel independently from Florence is a challenge. With this tour, begin at your Florence hotel and head into the Tuscan countryside by comfortable minivan with your guide. Reach the ancient settlements of Montepulciano and Pienza with ease, and admire beautiful vineyard views in Montalcino.
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  • 9 hours
  • Free Cancellation
  • Taking safety measures
From  
$349.04 
Price varies by group size
From  
$349.04 
Price varies by group size
Learn More
  • 9 hours
  • Free Cancellation
  • Taking safety measures

Semi-Private Horses and Vineyards - Horseback Riding in TuscanyDay Trips

Semi-Private Horses and Vineyards - Horseback Riding in Tuscany

star-4.5
Treat yourself to a winemaking tour and horseback riding in Tuscany on this 6-hour experience from Florence. Led by an expert guide, ride through Tuscany’s Chianti wine region by horseback, admiring the scenic landscape of vineyards and olive trees as you go. Stop to visit 2 local wine cellar and hear about the region’s winemaking tradition. Afterward, sit down to a flavorful meal of Tuscan dishes, complemented by smooth Chianti wines. Numbers are limited to eight people to keep the experience as intimate as possible.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From  
$187.07 
From  
$187.07 
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  • 6 hours
  • Free Cancellation
  • Taking safety measures

Rosso and Brunello di Montalcino Wine Tour Including Lunch and Visit to 2 Local WineriesDay Trips

Rosso and Brunello di Montalcino Wine Tour Including Lunch and Visit to 2 Local Wineries

star-5
Discover the history and flavor of Italy’s famous Brunello di Montalcino wine on a full-day tour from Florence. Travel through the gorgeous Tuscan countryside to the Brunello region and the charming village of Montalcino. Visit a small, family-run winery to learn about traditional production methods and taste renowned varietals like Brunello DOCG and Rosso di Montalcino DOC straight from the cask. Savor a farm-fresh lunch of Tuscan specialties at the estate, and finish the day with more tastings at another local winery.
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  • 8 hours
  • Free Cancellation
From  
$227.48 
From  
$227.48 
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  • 8 hours
  • Free Cancellation

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