Top Tuscany 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 sixteen participants for a more personalized experience.

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. Later, stop for a look at the fortress of Castellina before your return to Florence.

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.

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.

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.

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. Visit the picturesque village of Greve for a sense of true country life, and enjoy leisure time to explore the winding medieval streets and artisan shops.

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.

Soak up the flavor of Italy on a wine tasting tour in Tuscany. Departing from Florence, a sommelier guide will lead the way to the heart of the Chianti region, beloved for its deep-red wines and breathtaking scenery. Visit two wineries, sipping and swirling six local blends. Afterward, enjoy a traditional Tuscan lunch and a stop at a charming Italian village before returning to Florence. Numbers are limited to 16 to keep this experience as intimate as possible.

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.

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.

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.

Experience the famous flavors and beauty of Chianti on a half-day wine tasting tour from Florence. Visit three different wineries, where you’ll learn to sample varietals such as Chianti Classico and Sangiovese like a true Italian, and savor typical Tuscan products like olive oil, pecorino cheese, and prosciutto during an included lunch or dinner. A wine-loving guide arranges all transport and logistics for a delicious, carefree day in wine country.

Discover the long winemaking conditions of Tuscany on this half-day tasting tour from Florence. Travel to a privately owned 12th-century winery in Chianti for a tour of the estate, vineyards, and family cellars. Learn about the region's distinctive and famous varietals from expert guides, and then savor the excellence for yourself with a guided tasting of estate wines, paired with a delicious Tuscan lunch.

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.

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.

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.

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.

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.

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.

Spend a delightful day exploring the hills and vineyards of Tuscany of a full-day tour from Florence. Stroll through the medieval streets of UNESCO-listed San Gimignano, learn the history of Monteriggioni’s imposing fortress and see highlights of Siena including the impressive cathedral and Piazza del Campo. Midday, stop at a winery in the famed Chianto Classico region for a lunch of Tuscan specialties and tasting of regional wine and olive oil.

Spend a day in the Tuscan countryside with this day trip from Florence to San Gimignano and the Chianti area, including a wine tasting. Enjoy a stroll in the charming town of San Gimignano before trying wine at a local farmhouse. Then, explore Greve in Chianti and visit some local food shops.

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.

Experience the magic of a Tuscan sunset in Florence with a traditional Italian aperitivo on this evening tour. Soak up the atmosphere of the Renaissance capital after dark as you follow your guide on a walking tour around the historic center and the districts of Oltrarno and San Frediano. Admire illuminated landmarks like the Ponte Vecchio, Santo Spirito church, and the Duomo as you explore the city, and stop along the way to sip Chianti wine and nibble on delicious Tuscan ‘crostini’.

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.