Top Experiences in Chianti

Unique things to do, curated by kimkim specialists
Chianti, a beautiful region in Tuscany famous for its wine, offers a range of activities to enjoy during your stay. If you're a wine enthusiast, consider an experience like this Val D' Orcia wine tasting, where you'll visit a Brunello winery in Montalcino and enjoy lunch on a local farm near Pienza. For those interested in seeing the hilltop town of San Gimignano and the Fortress of Monteriggioni, followed by a vineyard visit and tasting, you might opt for an outing like this Val D' Elsa wine tasting. If you want to take to the sky for an aerial view of the region, something similar to this sunrise hot-air balloon ride with breakfast might be the perfect choice. 
Old homes in Montepulciano
Val D’ Orcia Wine Tasting in Tuscany
5.0
(2)
9 hours
·
Private
Enjoy a wine-tasting tour in the Tuscan countryside, vising the picturesque hilltop town of Montalcino. You’ll also taste local Nobile wines in historical cellars in Montepulciano and savor a full farm-to-table lunch near Pienza.You’ll start by touring the cellars and tasting the wines at a...
A typical Tuscan vineyard in the Chianti region.
Val D’ Elsa Wine Tasting in Tuscany
5.0
(1)
8 hours
·
Private
Enjoy a wine-tasting tour in the Tuscan countryside, vising the picturesque hilltop town of San Gimignano and the Fortress of Monteriggioni. At the end of the day, you’ll tour vineyards and cellars, taste Chianti Classico varietals, and savor a fresh farm-to-table lunch with local Vernaccia...
Ballooning Over Chianti from Siena
4 hours
·
Small group
Enjoy the incredible scenery of the Tuscan countryside from a unique vantage point with a sunrise hot-air balloon ride. Starting early, you'll ascend into the air and enjoy the colorful views of the Chianti region as the first rays of sunlight crest over the horizon. Your journey above the...
Chianti Evening Tour & Wine Tasting
4 hours
·
Private
Explore the magic of the Chianti countryside and taste its famous wine varietals. As you zip through scenic Tuscany, with its rolling hills, tall cypress trees, and endless vineyards, you’ll stop to visit two of the best local wineries in the region. Sit back and relax as you make your way...
Landscape in Chianti region, near Siena
Horse-Drawn Wagon Ride & Picnic in Chianti
3.5 hours
·
Private
Explore the Tuscan scenery at a peaceful, relaxed pace. Your guide will lead you through the picturesque and aromatic Chianti region on a horse-drawn wagon. You’ll end your tour with a fresh picnic lunch and panoramic views, enjoying a truly unique way to experience Tuscany.As you make your way...
The perfect glass of Chianti
Chianti Wine Tasting & Farm Lunch
8 hours
·
Private
Absorb Chianti’s scenic countryside with a driving and winetasting tour. You’ll twist and turn along panoramic roads, tour wine cellars, learn about the history of growing Chianti grapes, and savor a traditional lunch of local products on a family farm. As you set off for Chianti, enjoy the...
Piena
Day Trip to the Villages of Tuscany
5 hours
·
Private
Enjoy a guided exploration of Italy’s famed Tuscan villages. You’ll choose two towns to visit amongst the following: San Gimignano, Montalcino, Pienza, and Montepulciano. San Gimignano: One of the best-preserved medieval towns in Italy, San Gimignano sits perched atop an iconic hill. Located in...
The village of Pienza in the Val d'Orcia.
Explore Tuscany with Kids
5 hours
·
Self guided
Tuscany is vastly known for its vineyards and wineries, but it has so much more to offer. If you’re not fond of winery visits, you’ll still enjoy the castles, small towns, and villages as you drive through magnificent nature and countryside. The landscape is famous as a setting for many iconic...
Day Trip to San Gimignano & Monteriggioni in Tuscany
Self guided
Enjoy a day exploring the scenic countryside and picturesque villages north of Siena. Start with a leisurely walk around San Gimignano, a quintessentially Tuscan town comprised of medieval buildings perched atop one of the region’s iconic hills. Located in the Elsa Valley, San Gimignano is most...
Day Trip to the Villages of Chianti
Self guided
Chianti Valley is known for its food, wine, and historic architecture, and you’ll have plenty of opportunities to experience all three as you meander along the Chiantigiana road. Visit the charming villages of Castellina in Chianti and Greve in Chianti and a local family-run winery. The route...
Day Trip to Volterra in Tuscany
6 hours
·
Self guided
Explore the Tuscan countryside by venturing into the town of Volterra. Weave through scenic countryside and reach the hilltop town and its incredible views. This walled town has deep roots in Etruscan history, and to this day, visitors can still see parts of its protective walls and ancient...

Experiences in Chianti, Italy

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Learn more about Chianti : Best of Chianti · Top Hotels in Chianti
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