Top Chianti Half-day Tours

Booking a private wine-tasting tour in Tuscany means personalized attention and a flexible itinerary. With a dedicated guide, you'll go in-depth to understand Italian wine production on two winery visits and a total of six tastings. Round-trip transportation means no need to worry about who will be the sober driver; you'll round out the day with a typical Tuscan lunch.

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.

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.

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.

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.

Participate in the Tuscan tradition of grape stomping on a private four-hour tour in the Chianti hills.  Explore a local vinyard with your private guide and discover the wine making process. In addition to living out your Italian dreams of crushing grapes with your bare feet, you’ll also enjoy a wine tasting, along with a homemade lunch.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Go off-road in a vintage SUV on this Chianti Valley tour from Greve. With a small group of just eight people or fewer, travel through the famous wine-producing region to learn the vintners' secrets. Stop at three cellars for 15 tastings of different varietals as well as local products (olive oil, honey) and a traditional Italian lunch.

This private tour allows you to visit Castellina, a medieval village in the Chianti region and do a wine tasting at a local winery. You can also upgrade your experience to include a stop in Greve, the birthplace of the navigator Giovanni da Verrazzano, and a second winery tasting. Get personalized attention and a flexible itinerary on this private tour for just you and your party of up to eight people.

This personalized wine tour of Tuscany takes you off-road through the scenic landscapes outside Florence. Set off with your own private party into the Chianti wine region aboard a 4WD vehicle, and indulge in the ultimate wine-and-dine experience. You’ll visit two prominent wineries for seven wine tastings, food pairings, and lunch.

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.

Visiting the estate you will feel the deep history of the family. Taste the Chianti wine and typical product of tuscany

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.

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.

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!

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.