Top Tuscany Day Trips

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.

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 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.

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.

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 16 people.

Explore the Italian Riviera on this day trip to the beautiful Cinque Terre from Florence, with transport between each small town provided. Led by a tour guide, discover each fishing village by coach, train, and boat, from the beaches of Monterosso to the charming streets of Riomaggiore. Stop for a 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.

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 the countryside.

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.

See for yourself why Cinque Terre is considered one of Italy’s most beautiful destinations on a full-day tour to the UNESCO World Heritage Site from Florence. Journey north to the rugged Ligurian coastline, and travel by train to visit the picturesque fishing villages that make up this colorful community. Stroll through the winding terraced streets, relax by the beach, shop for unique souvenirs, or grab a bite to eat while a guide shares insight into local culture and history.

Skip the line to see the famous Leaning Tower and other top attractions on this day trip to Pisa from Florence. Led by an expert guide, travel through the Tuscan hills to explore Pisa, visiting the Cathedral Square, where the impressive Baptistery sits. Then soak up incredible views with priority access to the top of the Leaning Tower before making your way back to Florence.

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.

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.

Fall for the charm of the Cinque Terre, a coastal region of cliff-clinging villages and dramatic seaside views. On this full-day small-group 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 and get free time to explore both locations on foot. 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.

Discover the charming seaside villages of the Ligurian coast on this full-day tour to Cinque Terre from Florence. Travel through the rolling hills of Tuscany to arrive at the dramatic rocky coastline, and take the train to visit the villages of Riomaggiore, Vernazza, Monterosso, and Manarola as well as Porto Venere. Enjoy free time to stroll through the winding streets, swim at picturesque beaches, and or upgrade to include lunch.

Visit the highlights of Tuscany in a single day on a tour from Florence. Explore Pisa, Chianti, San Gimignano, and enjoy a guided walking tour and entrance ticket to the cathedral Siena. Then visit a family-run Chianti winery for a traditional Italian lunch accompanied by a Chianti tasting. 

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.

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, visit the remarkably well-preserved medieval town of Siena, home to a magnificent cathedral and the famous Palio horse race. Indulge your taste buds with a seasonal lunch and wine tastings at a family-run farm in the Chianti region, and wander the storybook streets of the UNESCO-listed village San Gimignano. Group size is limited to 14 for a more personalized experience.

See the iconic Leaning Tower on this half-day trip to Pisa from Florence. Admire Cathedral Square and the Pisa Baptistery as you follow an expert guide past the city’s main attractions. 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.

Ride a vintage 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 Florence for a traditional Italian meal to top off your journey. To ensure an intimate experience, this tour is limited to 10 travelers.

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.

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.

Leave behind the Renaissance treasures of Florence for the day to discover the rugged beauty of the Ligurian coastline. 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.

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.

See Italy from behind the wheel of a retro Fiat 500 on this half-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.