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22 Chianti Private Day Trips

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Did you know?You can reserve your spot today and pay when you're ready.
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Did you know?
You can reserve your spot today and pay when you're ready.Learn more

Luxury Maremma wine tour

Luxury Maremma wine tour

Get to know the off-the-beaten-path wine region of Maremma, in coastal Tuscany, during this private tour. Round-trip private transportation is convenient and means that you can taste as much wine as you wish. Visit two wineries, both known for their modern architecture, to taste samples and learn about wine production. You'll also enjoy a 3-course lunch and wine pairing.
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  • 6 hours
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  • Free Cancellation
From  
US$643
From  
US$643
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  • 6 hours
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  • Free Cancellation

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

star-5
Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied by one of our expert English speaking drivers born and raised in Tuscany.-During the 8/9hr tour you will explore the Gothic city of Siena with its famous shell-shaped Piazza del Campo and the gorgeous cathedral, followed step by step by a licensed TOUR GUIDE!-In the afternoon you will have the opportunity to visit some of the most famous vineyards, or unknown small family businesses, see their cellars and taste their excellent wines and food.-Then explore the wonderful medieval city of San Gimignano.Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
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  • 9 hours
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  • Free Cancellation
From  
US$813
From  
US$813
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  • 9 hours
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  • Free Cancellation

Wine tour with a Sommelier

Wine tour with a Sommelier

Take an in-depth tour of the Tuscan wine regions with a certified expert. Your private guide on this journey is a sommelier who is very familiar with the wines and wineries of the area. Spend the day touring two or three wineries, with samplings at each. A delicious Italian lunch at an organic farm is also included. No need to worry about a designated driver, as pickup and drop-off can be included.
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  • 5 hours
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  • Free Cancellation
From  
US$266
From  
US$266
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  • 5 hours
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  • Free Cancellation

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Private Truffle hunt in Tuscany from Florence

Private Truffle hunt in Tuscany from Florence

star-5
Set out on a hunt for the elusive truffle on this 6-hour private tour from Florence. Traverse the forest with an official truffle hunter and his dog to learn everything there is to know about this delicacy. After you work up an appetite, sit down to a delicious 3-course truffle lunch accompanied with four wines from a local farm to complete your truffle experience.
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  • 6 hours
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  • Free Cancellation
From  
US$271
From  
US$271
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  • 6 hours
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  • Free Cancellation

Bike tour with wine tasting

Bike tour with wine tasting

Bus tours of Tuscany can feel out of touch with the beautiful, rolling countryside that travelers love. This tour allows you to get out of the bus and into the landscapes of the Tuscan countryside on a bike, following routes designed for casual cyclists or professionals. It’s a small-group affair, includes hotel pickup and drop-off, and finishes with a lunch of Tuscan dishes and wine.
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  • 6 hours
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  • Free Cancellation
From  
US$226
From  
US$226
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  • 6 hours
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  • Free Cancellation

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
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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  • 1 to 8 hours
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  • Free Cancellation
From  
US$259
From  
US$259
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  • 1 to 8 hours
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  • Free Cancellation

Montalcino and Montepulciano Wine Tour from Siena

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
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  • Free Cancellation
From  
US$463
From  
US$463
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  • 6 hours
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  • Free Cancellation

Montalcino and Montepulciano Private Tour

Montalcino and Montepulciano Private Tour

star-5
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.
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  • 6 hours
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  • Free Cancellation
From  
US$429
From  
US$429
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  • 6 hours
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  • Free Cancellation

Private VESPA Tour in Tuscany

Private VESPA Tour in Tuscany

star-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.
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  • 6 hours
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  • Free Cancellation
From  
US$339
From  
US$339
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  • 6 hours
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  • Free Cancellation

Private Tour in Val d'Orcia

Private Tour in Val d'Orcia

Discover the natural beauty of Italy's Val d'Orcia on this private tour that introduces you to the postcard-perfect scenery of rolling hills and vineyards. You'll visit the towns of Montepulciano, Pienza, and Montalcino; tour a winery; and enjoy included wine tastings and a Tuscan lunch for a well-rounded experience in this UNESCO World Heritage–listed valley.
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  • 6 hours
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  • Free Cancellation
From  
US$452
From  
US$452
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  • 6 hours
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  • Free Cancellation

Luxury Montalcino wine tour

Luxury Montalcino wine tour

Discover the fine wines of Montalcino, a small town nestled in the hills of Tuscany. After pick-up from the doorstep of your Florence accommodation, your private driver transports you to a vineyard that uses music to age their natural wines. Continue on to Castel Giocondo for a second tasting, followed by a 3-course lunch prepared by Michelin-rated chef Massimo Rossi. Enjoy the meal against a backdrop of the Tuscan countryside.
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  • 6 hours
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  • Free Cancellation
From  
US$621
From  
US$621
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  • 6 hours
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  • Free Cancellation

Private Montalcino and Montepulciano Tour from Siena

Private Montalcino and Montepulciano Tour from Siena

Travelling in Val d'Orcia is an unforgettable experience. Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site. This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montepulciano to Montalcino through Pienza, considered one of the most amazing routes of Italy.
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  • 6 hours
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  • Free Cancellation
From  
US$429
From  
US$429
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  • 6 hours
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  • Free Cancellation

Bike tour and wine tasting from San Gimignano

Bike tour and wine tasting from San Gimignano

star-5
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
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  • Free Cancellation
From  
US$305
From  
US$305
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  • 6 hours
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  • Free Cancellation

Luxury Chianti Classico Experience

Luxury Chianti Classico Experience

star-5
Delve into the heart of Tuscany’s Chianti wine region—and enjoy an indulgent meal plus wine tastings—when you book this private, half-day tour. Following pickup at your area hotel, set off with just a private guide for company. Venture first to the Antinori nel Chianti Classico winery, where you’ll tour the striking facilities and enjoy a tutored tasting. Then, transfer to the regal Villa Le Corti for further wine and olive oil tastings, plus a gourmet, 3-course lunch.
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  • 6 hours
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  • Free Cancellation
From  
US$621
From  
US$621
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  • 6 hours
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  • Free Cancellation

CHIANTI CLASSICO ORGANIC WINE TOUR

CHIANTI CLASSICO ORGANIC WINE TOUR

star-5
Oenophiles will appreciate this tour through Tuscany, which is known for its outstanding Chianti wine. Visit a working vineyard to learn about and sample Chianti Classico, Chianti Riserva and Super Tuscan wines. Take a break to explore a nearby Medieval village, then visit a second farmhouse-style winery to sample more wines and local olive oils.
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  • 7 to 8 hours
  • Free Cancellation
From  
US$485
From  
US$485
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  • 7 to 8 hours
  • Free Cancellation

Montalcino and Pienza, The Dream land

Montalcino and Pienza, The Dream land

Experience the real Tuscan essence by visiting the Orcia Valley and its beautiful villages! Meet you guide in Montalcino, where the world-famous Brunello wine is produced! Wonder through the Medieval twisty streets and explore the Fortress, whose design became a model for all the Tuscan cities, the “Chiesa dei Senesi” and then head to the square housing the “Palazzo Comunale”; learn about the history of the village and its importance. Take a walk to the Cathedral for an amazing view on the valley surrounding Montalcino and stop for a glass of the celebrated Brunello before heading to Pienza! After a scenic drive through the vineyards, you will arrive in the heart of the Orcia! Pienza it’s a real and unexpected Renaissance jewel. Enjoy the artistic beauty by discovering the Cathedral as well as the Piccolomini Palace, once home to the Pope Pius II, among many other architectural jewels. Walk along the city walls for a breathtaking view and a tasting of the famous pecorino cheese.
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  • 6 hours
From  
US$564
From  
US$564
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  • 6 hours

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Grand tour of the Val D'Orcia allows you to discover the most beautiful Tuscan countryside with a Professional Tour Guide-SommelierThe small towns of Montalcino, Pienza and Montepulciano are the essence of this region, the dream of every curious traveler and lover of art, good food and great wines.Discover the splendid Renaissance town of Montepulciano, its splendid square, surrounded by magnificent palaces from the 1500s, its extraordinary underground medieval cellars, the elegant streets with small shops and artisan shops and wine bars. Be in love with Pienza, a UNESCO site, the charming village created by Pope Pius II, the extraordinary Renaissance cathedral, and the incredible view over the valley. Tasting of the delicious pecorino cheese.Visit the famous wine town of Montalcino and taste the celebrated Brunello di Montalcino wine in a winery. *** Trasportation is not included *you need of your own car for this tour. *I have my car I dont need to travel with you
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  • 8 hours
  • Free Cancellation
From  
US$395
From  
US$395
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  • 8 hours
  • Free Cancellation

Pasta and Wine tasting experience in Tuscany

Pasta and Wine tasting experience in Tuscany

Pasta and wine: the things you think about when it comes to Tuscany. What’s behind? Do you know how wheat becomes pasta and grapes turn into wine? Now you have the chance to learn about it. First  you will visit a pasta factory in Chianti, owned for more than 100 years by the same family then a beautiful winery, visiting the celler and enjoy a great lunch paired with top wine selection of the Cantina!
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  • 5 hours
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  • Free Cancellation
From  
US$381
From  
US$381
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  • 5 hours
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  • Free Cancellation

Vintage Spider tour in Tuscany

Vintage Spider tour in Tuscany

The Spider Tour experience is especially designed for those who want to enjoy the treasures of Chianti on a vintage roadster, a car for true connoisseurs. The car is compact, stylish and extremely comfortable, a model still used in many films and television commercials, which in the 60s was at the height of its success.- Private Tour for couples and small groups- Departure from your location on request- Third-part Insurance- Visit of a typical village + Visit to a winery- Typical tuscan lunch + 3 wine tastings- Return to an agreed meeting point- About 6 hours tour- Languages: Italian, English and Spanish 
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  • 6 hours
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  • Free Cancellation
From  
US$610
From  
US$610
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  • 6 hours
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  • Free Cancellation

Private Tour of Siena and San Gimignano

Private Tour of Siena and San Gimignano

Discover the beauty and culture of Tuscany on this full-day private tour to Siena and San Gimignano. Learn about the rich history of each city from your guide as you stroll around and visit key landmarks like the Piazza del Duomo of San Gimignano. Then sit down to a delicious and traditional Tuscan lunch overlooking the beautiful Val d’Elsa and take in the views of the picturesque countryside.
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  • 6 hours
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  • Free Cancellation
From  
US$418
From  
US$418
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  • 6 hours
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  • Free Cancellation

Chianti wine tour

Chianti wine tour

The ultimate wine tour take you in the best area for wine production in Tuscany.We are certified sommeliers and we offer an amazing learning and discovery experience.
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  • 6 hours
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  • Free Cancellation
From  
US$395
From  
US$395
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  • 6 hours
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  • Free Cancellation

Bike tour and wine tasting from Florence

Bike tour and wine tasting from Florence

Discover the Tuscan countryside and cuisine on a private 6-hour bike tour from Florence. After transfer from your hotel, hop on a provided bicycle and follow your guide through the world-famous Tuscan landscape. The scenic journey takes you to a family farm where you enjoy a gourmet lunch prepared using local ingredients. The culinary experience continues with wine and olive oil tastings, before a leisurely ride back to the starting point.
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  • 6 hours
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  • Free Cancellation
From  
US$271
From  
US$271
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  • 6 hours
  • Reserve Now & Pay Later
  • Free Cancellation


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