Top Tuscany Tours, Sightseeing & Cruises

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 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.

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.

Discover Italian art, history and culture on a hop-on hop-off bus tour of Florence. Select a 1-, 2- or 3-day pass and travel around the city’s top attractions, hopping on and off as you like. See the panoramic views from Piazzale Michelangelo, the burial spot of Galileo and Machiavelli at Santa Croce church and more. Your pass includes unlimited rides for the duration selected and 360-degree views from the open air of the upper deck.

Skip the line to see two of Florence’s top museums, the Accademia Gallery and the Uffizi Gallery. Led by an expert guide, first pay homage to Michelangelo’s 'David' at the Accademia, heading straight inside with your priority access ticket. Roam the impressive collection of art and opt for an included lunch, if you wish, before heading to the Uffizi Gallery. There, avoid the crowds again with your skip-the-line ticket and enjoy a guided walking tour, pausing at Botticelli’s 'Birth of Venus' and other Renaissance masterpieces.

Enjoy direct access to Florence’s Accademia Gallery with this skip-the-line admission ticket. Explore the home of Michelangelo’s Renaissance masterpiece, the ‘David,’ and see the renowned sculpture up close. Get the chance to admire some of Michelangelo’s unfinished works, including ‘Prigioni,’ along with paintings by Sandro Botticelli and more.

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.

Make the most of your time in Florence with this combination tour covering all of the city’s iconic sights in one half day. Skip the line at the Accademia Gallery to marvel at Michelangelo’s 'David'; gaze up in wonder at the great red dome of Florence's Duomo from the outside; and explore the streets of the historic city center with insights from an expert guide. Then, skip another line to end the day with a visit of the immense Uffizi Gallery.

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.

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 and wine tasting in the countryside.

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.

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.

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.

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.

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.

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.

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.

Take a day trip to Assisi and Cortona and discover these charming hilltop towns alongside a guide. Departing from Florence, travel first to Assisi, where you visit the Convent of Santa Chiara, the Basilica of San Francesco, and hear about the life of St. Francis of Assisi. Pause for a peek inside Santa Maria degli Angeli church, believed to be a favorite spot of St. Francis. Then head to Cortona for some time to explore independently before returning to Florence.

See the world-class treasures of the Ufizzi Gallery in Florence without waiting in the long entrance lines. Bypass the queues with a skip-the-line ticket, and explore the historic galleries hosting works by Renaissance masters like Botticelli, Michelangelo, Caravaggio and Leonardo da Vinci. Your ticket also includes access to the museum’s rotating special exhibits, so you won’t miss a thing.

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.

Get outside Florence and explore the famous Chianti countryside on a top-rated bike tour that pairs spectacular scenery, medieval history, and Tuscan flavors in a fun and athletic way. Pedal through fertile valleys and over hills dotted with olive trees and vines, making pit stops at a 12th-century villa and traditional Italian restaurant for lunch. Chianti wine and olive oil tasting help fuel the adventure.

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.

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.