Top Florence Wine Tastings

Art, history, countryside, food. Tuscany has it all. If you only have one day free, book this Tuscany day trip from Florence to discover the region’s highlights with a local guide. Explore the city of Siena and the cathedral, and then take to the Chianti hills for a Tuscan lunch and wine tasting. Roam the streets of San Gimignano, and travel to Pisa to admire the architectural drama of Cathedral Square — home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include skip-the-line entry, if you wish.

Discover the many delights of Tuscany’s wine country on this small-group tasting tour from Florence. Travel along beautiful hillside roads through vineyards, olive groves and cypress trees. Visit 2 top-rated wineries in the famed Chianti Classico region, tour the cellars and learn how wine is produced using traditional methods. Taste different wines, along with olive oil and Tuscan specialties like fresh cheeses and bruschetta. Group size is limited to sixteen participants for a more personalized experience.

Get a true taste of Italy's famous Chianti region on this full-day wine and food tour departing from Florence. Led by a guide, travel through the Tuscan hills by a 4x4 off-road vehicle, stopping to visit a wine estate and historic villa, and a cellar specializing in bottles of Chianti Classico. Sample the finest specialties at each stop, and save room for a 3-course meal in the Chianti countryside before making the return trip to Florence.

See all that Tuscany has to offer on this day trip to Pisa, Siena, and San Gimignano from Florence. Led by an expert guide, explore the main square and Gothic cathedral in Siena, followed by a traditional, 3-course lunch with wine. Afterward, enjoy free time to stroll the medieval streets of San Gimignano independently, as well as the city of Pisa, famous for its UNESCO-listed Leaning Tower. Your full day of sightseeing concludes with transportation back to Florence.

Combine medieval gems, fine wines, and UNESCO-listed monuments on this full-day tour of central Tuscany from Florence. Marvel over the medieval castle of Monteriggioni; explore the architectural wonders of historic Siena; and admire the striking skyline of hilltop San Gimignano. Enjoy a light lunch in Siena and finish your tour with a wine tasting at a local winery in the Chianti region.

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.

The guests will have the chance to escape from the city crowd and experience the authentic Florence life style held on the worldwide known Chianti region A one-of-a-kind approach to our horses will allow even the novice riders to naturally enjoy the rolling hills near Florence and after the ride the wine and gourmet tour at the historic winery will make the fully relax while surrounded by the breathtaking beauty of our landscape.

Drinking wine and driving do not mix so join this guided tour that takes you on an off-road adventure through the Chianti Valley while leaving the driving to your guide. In a vintage SUV, travel to three different wine cellars to indulge in 15 wine tastings, as well as tastings of honey and olive oil, and a typical Tuscan picnic lunch.

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.

Saddle up for a scenic ride through the Tuscan countryside on this half-day bike tour departing from Florence. Led by a local guide, leave the city streets behind and pedal out toward the country hills, as the landscape changes to scenic vineyards and olive groves. Hop off at a winery located in a Renaissance villa for a delicious tasting of wine, olive oil and other Tuscan specialties. After satiating your palette, travel back on your bike to Florence.

Take a break from Florence’s museums and escape to a trio of the most charming towns in Tuscany’s UNESCO-listed Val d’Orcia region. Taste prized red wine varietals like Nobile di Montepulciano and Brunello di Montalcino, stroll through medieval squares in Pienza, and sample authentic Tuscan fare on this all-inclusive tour that takes the planning and guesswork out of a day in wine country.

Saddle up and see Florence and Fiesole on an electric bike tour. Led by a local guide, head first to the hilltop town of Fiesole to admire panoramic views of Tuscany. Then cycle through Florence to pass top sites like Piazzale Michelangelo, the Ponte Vecchio, and the iconic Duomo, as your guide provides commentary along the way. Take a break at a Florentine wine bar to sample some snacks and local Chianti blend. The electric bike motor will start as soon as you pedal so you can enjoy a leisurely trip.

Explore the Tuscan countryside in true Italian style — on a Vespa! After a short van ride from Florence and a riding lesson, spend a full day zipping along scenic country roads from the seat of your own personal Vespa. Pass by historic vineyards, villas and olive groves while your guide shares insight into local history and culture. Tour an organic farm and winery in the famed Chianti Rufina region, where you’ll enjoy a traditional Tuscan lunch and wine tastings.

Visit a 900-year-old Tuscan castle, where you can learn how to make pasta and taste wine from the historic cellars, on this half-day tour. With a small group, eat a lunch of pasta you made by hand and taste three wines. After lunch, enjoy free time to explore the vineyards and wander the castle's grounds.

Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable private driver, travel through the renowned Chianti wine region to visit the towns of Siena and San Gimignano. See famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.

Experience the history and beauty of the Italian countryside on a private horseback riding and wine tasting tour of the Chianti region of Tuscany. Start with an overview of the area and get to know your horse. Then spend the day riding through medieval villages, and stopping at olive groves to learn about olive oil production, and picturesque vineyards where you stop and taste wines at well-known wine cellars and wineries.

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.

Lose yourself in the luscious scenery and flavors of Italy’s most famous wine region on this half-day sunset tour of Chianti. Travel from Florence through the rolling hills and vineyards of the Tuscan countryside, stopping at the charming medieval village of Greve-in-Chianti and a local vineyard for a cellar tour and tasting of Chianti Classico and Super Tuscan wines. Sip the wines and enjoy a typical Tuscan snack as the landscape is washed in the golden hues of sunset.

Treat your taste buds to the flavors of Italy’s famous Chianti wine region on a half-day tour through the Tuscan countryside from Florence. Visit a local winery and vineyards to learn about traditional production methods, and taste different regional varietals along with Tuscan specialties like salami and cheese. Visit the well-preserved medieval village of Monteriggioni, where you’ll learn about the town’s historic fortress and taste more wine at another authentic estate.

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.

Experience the best that Italy has to offer with this excursion that combines wine tasting and a Fiat 500 tour. Departing from Florence, hop behind the wheel of a gorgeous 1960s model and journey into the Tuscan hills with your convoy. Then, park your classic ride at a 15th-century wine estate and villa.

Experience Tuscany at sunset on a Vespa tour from Florence. Following a guide, drive a vintage Italian scooter out of the city and into the hills, where you can soak up endless views of vineyards, olive groves and cypress trees. Arrive at a 15th-century villa for a wine tasting that includes Tuscan cheese and meats.

See the Tuscan gems of San Gimignano, Siena, and Chianti on a day trip from Florence. Stop first in the city the medieval hilltop town of San Gimignano. Then it's off to the village of Chianti for a tasting of local blends and delicious lunch at a winery. Top off your trip in Siena to explore its historic city center with a stop at the Duomo.

Escape the hustle and bustle of Florence on a day trip to the Chianti wine region, with round-trip transport from a convenient Florence location. In addition to navigating for you, your guide provides insight into the winemaking process at vineyards often missed by visitors to Tuscany. The day’s itinerary includes wine tastings, an authentic Tuscan lunch, and frame-worthy photo opportunities along the way.