Top Tuscany Day Trips

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 to local wineries set in scenic villages. Sample the most revered Tuscan wines, learn the characteristics of each blend and hear the winemakers’ secrets

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 pairing. 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. Finish your tour with a wine tasting at a local winery in the Chianti region.

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.

Explore the Italian Riviera on this day trip to the Cinque Terre from Florence, with optional transport between each small town (added cost). After arriving at La Spezia, follow your guide to each fishing village by coach, train, and boat, from the beaches of Monterosso to the charming streets of Riomaggiore. Stop to swim in the turquoise waters and upgrade to include a traditional Italian lunch. Soak up all the character of this UNESCO-listed region before heading back to Florence.

Embark on a journey through the Tuscan countryside to explore Pisa, Chianti, and San Gimignano on a full-day tour from Florence. First, head to the town of Pisa to see the iconic Leaning Tower and its cathedral. Continue to the UNESCO-listed medieval town of San Gimignano for a tour and a typical Tuscan lunch with wine tasting. Conclude with a walking tour of the historic center of Siena and a visit to its cathedral (if the option is selected).

Experience the UNESCO-listed Cinque Terre in one day with a guided tour through the five idyllic fishing villages of old-world Italy. Following the walking trails along the cliffs of the national park, you will see glorious views of this unspoiled stretch of the Italian Riviera. Check out the highlights and learn about the area as you complete a 3.4-mile (5.5-km) route with your guide. If you choose the tour option without hiking, the train will be used instead to move between villages.

Ride a Vespa through Tuscany on this tour from Florence. A local guide leads the way up through the scenic hills, where you pass the famous Piazzale Michelangelo and the Church of San Miniato al Monte. Afterward, head back to our country estate for a traditional Italian meal to top off your journey. To ensure an intimate experience, this tour is limited to a small group.

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 the Tuscan gems of San Gimignano, Siena, and Monteriggioni on a day trip from Florence. Stop first in the medieval hilltop town of San Gimignano before seeing the intact walls of Monteriggioni. 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.

Small Group day tour to Unesco world heritage Cinque terre national park very early departure is to guarantee a better experience in an area that year after year has seen a growing number of visitors . Leaving early will allow us to beat the crowds and enjoy an overall more rewarding experience Fall for the charm of the Cinque Terre, a coastal region of cliff-clinging villages and dramatic seaside views. On this full-day tour, experience the scenic parts of the region with a driver-tour escort and learn about the UNESCO-listed region’s history. Take a boat ride between Manarola and Vernazza Monterosso and get free time to explore both locations on foot. Enjoy a shared boat ride from Manarola to Monterosso & make stops in local wine bars and restaurants to sip some regional varietals and eat a traditional Italian lunch (both at own expense). This tour operates with a limited number of participants to ensure an intimate atmosphere. Round-trip transportation from Florence is included.

Get a taste of the Tuscan countryside on this full-day tour from Florence. Take a guided walking tour of Siena, home to the famous Palio horse race, and explore the medieval hill town of San Gimignano. Midday, visit a family-owned winery for a lunch of seasonal Tuscan delicacies paired with local wines. Tour size is limited to a maximum of 25 people.

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.

See Italy from behind the wheel of a retro Fiat 500 on this full-day tour through Tuscany. Take a spin around the countryside, enjoying panoramic views of Florence and a stop at the Church of San Miniato al Monte. Your guide will lead the way to a private terrace, where you’ll enjoy a delicious Tuscan lunch before cruising back to your original departure point in Florence.

This Siena and San Gimignano day trip from Florence allows you to explore the two towns in Tuscany easily without having to drive yourself or rent a car. Plus, along with round-trip transport from Florence, this day trip also provides lunch and wine tastings at a Chianti winery, as well as a guide who gives you insight into each stop. Learn about the history and must-see things in Siena and San Gimignano, while also getting free time, too.

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.

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 wine production and flavor profiles, 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.

Discover three of Tuscany’s most iconic destinations on a full-day tour from Florence by coach. Snap photos of the famous Leaning Tower and Piazza dei Miracoli in Pisa, stroll through the UNESCO-listed hill town of San Gimignano, and step inside Siena’s cathedral. Enjoy a traditional Tuscan lunch in Piazza del Campo.

Visit two of the most popular day trip destinations from Florence in one tour on this small-group trip to the Cinque Terre and the Leaning Tower of Pisa. Enjoy a boat ride along the enchanting coastline of the Cinque Terre, then choose between a hike or train trip to another village. Stop in Pisa on the way back to Florence to see the famous leaning tower.

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 light lunch of fresh regional products like bruschetta, handmade pasta, cheese, and salami. You'll also travel through the Tuscan countryside dotted with vineyards, olive groves and villas, stopping to explore the traditional village of Greve.

See the iconic Leaning Tower on this half-day trip to Pisa from Florence. An expert guide will take you on a walking tour of Piazza dei Miracoli and its monuments .After posing with the UNESCO-listed Leaning Tower of Pisa, some time to explore the area independently. Your trip concludes with transportation back to Florence.

Leave behind the Renaissance treasures of Florence for the day to discover the rugged beauty of the Ligurian coastline on this fully guided small-group tour. Travel by coach through the rolling vineyards of the Tuscan countryside, and ride a train along stunning sea cliffs to the coastal village of Portovenere. Continue on by train to the famously picturesque fishing villages of Cinque Terre, where you’ll enjoy free time to explore the colorful towns of Monterosso, Vernazza and Manarola. Take an optional hike among terraced hillsides and olive groves, and soak up the views with a scenic train ride along the rocky shore to cap off this full-day adventure.

This flexible tour has options and upgrades that make visiting the main highlights of Pisa from Florence as easy as possible. After getting dropped off right at the Square of Miracles in Pisa, you can choose to explore on your own or upgrade to explore with a guid and get skip-the-line admission tickets to the Pisa Cathedral and the famous Leaning Tower.