Top Florence Wine Tastings

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 twenty-five participants for a more personalized experience.

Experience the famous beauty and flavor of Italy’s Chianti wine region on this half-day tour from Florence. Travel through the rolling hills and vineyards of the Tuscan countryside, stopping at two estate wineries to taste authentic Chianti wines and snack on regional specialties like bruschetta and cheese.

Art, history, countryside, food. Tuscany has it all. If you only have one day free, venture into Tuscany on this day trip from Florence and discover the region's highlights with a local guide. Explore the medieval city of Siena and its cathedral before heading to the hills of Chianti for a 3-course 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.

Experience the true flavor of the Tuscan countryside on this Chianti wine tour from Florence. Led by a professional tour escort, the tour includes visits local wineries set in scenic villages. Sample the most revered Tuscan wines, learn the characteristics of each blend and hear the winemakers’ secrets.

Leave the crowds of Florence behind and explore the peaceful hills of Chianti hassle-free with this wine tour that includes transportation directly from the city. Take in views over the rolling vineyards during the drive and stop for tastings at two different independent wineries. Connect with the winemakers as you stroll through the estates and sample a number of Tuscany wines paired with local nibbles while relaxing on panoramic terraces.

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 Siena and finish your tour with a wine tasting at a local winery in the Chianti region.

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.

The Chianti hills are home to some of Italy’s most picturesque villages and prestigious wines. Experience both with this tour that stops in the town of Radda in Chianti for free time to explore and shop plus a tasting in a local wine shop. Then you’ll head to a small farm and winery in the nearby countryside for a tour and sample both wines and delicacies like salami and olive oil.

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.

Chianti is home to Italy’s most scenic wine country and top cellars, but exploring the rural roads on your own can be frustrating. With this wine tour, set off directly from Florence and visit two different wineries in the Tuscan hills to tour the vineyards, visit the cellars, and relax over guided tastings. Sip local reds and whites plus sample balsamic vinegar and extra-virgin olive oil while enjoying views over the Chianti countryside.

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.

Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.

Spend a day in the beautiful Tuscan countryside sipping wine and making new friends. Visit authentic wineries for tours and generous tastings of world-famous varietals like Chianti Classico and Super Tuscan. Learn about the wines’ production and flavor profiles from a sommelier guide, and round out your palate with samplings of high-quality balsamic vinegar and olive and truffle oils. Also, visit the charming medieval village of San Gimignano for free time to explore the winding streets and artisan shops.

Soak up a unique view of Tuscany on this Vespa tour departing from Florence. Led by an expert guide, journey out of the city and hop onto your scooter once you reach the beautiful country roads of Chianti. Stop for a traditional Tuscan meal at a Farmhouse, you’ll enjoy a tasting of local olive oils and prominent Chianti wines while visiting a famous winery. Your Vespa tour will conclude back at your original departure point in Florence.

Experience Siena and the Chianti region on this evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, return to central Florence.

Explore Florence with your taste buds on a walking food tour that showcases the flavors of three distinct neighborhoods. Learn how to steer clear of tourist traps as you sample authentic Tuscan cuisine in the medieval city center, the elegant and artistic Oltrarno district, and the Sant’Ambrogio market area — a favorite among locals. From gourmet fare to street vendors and wine bars, savor the best of the city’s food and drink like a true Florentine.

Experience Florence's secrets and rich culinary heritage including historic wine windows and the finest Tuscan specialties. Indulge in fresh pasta cooked by a local chef, traditional Tuscan zero-waste soup, and other local delicacies, all while exploring Florence's vibrant nightlife and tasting its rich culture and flavors. Plus, visit a centuries-old wine cellar and sip on innovative Super Tuscan wines.

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.

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.

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 is time for a stop at a Chianti winery for a typical lunch which includes guided wine tasting and “vin santo." Top off your trip in Siena to explore its historic city center with a stop at the Duomo.

Taste the true essence of the renowned Chianti wine region on a small-group tour from Florence. Visit three hand-picked wineries to tour the wine cellars and taste different varietals like Chianti Classico. Midday, treat your senses to a lunch of fresh regional products like bruschetta, cheese and salami. Finally, travel through the Tuscan countryside dotted with vineyards, olive groves and villas, stopping to explore the traditional village of Greve. Group size is limited to 25 for a more personalized experience.

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.

Learn to eat and drink like a local Florentine on this tasting tour through Tuscany’s most famous city. Sample Italian wine straight from the barrel at an ‘enoteca,’ and snack on favorite regional products like olives, crostini, cured meats and cheeses. You'll taste authentic Tuscan soup before indulging in a decadent first and second course. Finish on a sweet note with Italian coffee and gelato on this small-group tour limited to 12 people.

The Florence Tipsy Tour is the perfect way to meet other like-minded travelers, sip the finest Italian drinks and explore Florence nightlife. Forget the standard boring city tours, and live your best life on your florentine holiday.