Top Tuscany Private and Luxury

Get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a guide, travel through the Tuscan hills in a 4WD vehicle, stopping to visit historic wine estates and cellars along the way. Sample specialities at each stop, and enjoy a 3-course meal in the Tuscan countryside before returning to Florence. With several touring options available, find one that'll suit your schedule and budget.

Venture into Tuscany on this day trip from Florence and discover the region's highlights with the help of a local guide. Explore the medieval city of Siena and its cathedral before heading to the hills of Chianti for a Tuscan lunch and wine tasting (optional). 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 admission to climb the tower.

Immerse yourself in Tuscan culture, cuisine, and history on a full-day group shore excursion from Livorno. This comfortable and efficient transfer by coach ensures you maximize your day on dry land and return to port with time to spare before your ship’s departure. Florence highlights include the San Lorenzo Market, Ponte Vecchio, and multiple iconic piazzas. Round out your Italian adventure with a visit to the Piazza dei Miracoli in Pisa.

Experience the heart of Tuscany with ease on a guided tour from Florence to Siena, San Gimignano, and a charming Chianti winery for lunch. Enjoy the convenience of round-trip transportation as a knowledgeable tour leader showcases the region’s must-see sights. Begin in Siena, where you’ll explore the historical Piazza del Campo. Next, indulge in a delightful 3-course lunch and 6 local wines at a traditional winery, savoring the authentic flavors of Tuscany and stroll its vineyards. Finally, take in the stunning views of San Gimignano, renowned for its striking medieval towers and nickname, the "Medieval Manhattan."

Discover the best of Florence, learn all about the Medici family and their role in shaping the Renaissance, and see the city’s hidden corners on this immersive, pay-what-you-want tour. Set off on foot to see highlights like the Duomo, Giotto’s Campanile, and Palazzo Vecchio, and learn the stories behind the sights.

Immerse yourself in Florence’s food and wine scene on this tasting tour. Uncover the city's culinary scene without having to plan a thing yourself. Enjoy carefully selected Tuscan specialities and expertly paired wines, including the city’s notable Negroni cocktail. Dine in comfort at sit-down stops, experience the atmosphere of a centuries-old wine cellar, and learn about the history of Florence’s wine windows.

The Tuscan region of Chianti is known for its wine, but sussing out the best wineries on your own can take hours of research. Skip the hassle and head straight to three hand-picked wineries to tour the wine cellars and taste different varietals on this group wine tour from Florence. 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.

Combine two of the most popular day trip destinations from Florence in one convenient tour on this small-group tour to the Cinque Terre and the Leaning Tower of Pisa. Visit three of the five villages of Cinque Terre, traveling by car, boat (or optional hike), and train. Then stop in Pisa on the way back to Florence to see the famous leaning tower.

Embark on a charming small-group day trip to Siena and San Gimignano from Florence. Explore medieval landmarks, enjoy a guided walking tour of Siena, and savor a delightful Tuscan lunch at a winery. Visit the iconic Piazza del Campo, Siena Cathedral, and the historic center of San Gimignano. Relax and soak in the stunning countryside views, with ample free time for exploration and gelato.

Seeing the sights of Florence can involve a lot of walking. Cover the ground, including hidden lanes that traditional cars can’t enter, without wearing out your shoe leather on this private tour. Open sides offer wraparound views of the city’s UNESCO World Heritage–listed historic center. Upgrade to the panoramic tour to include a stop at a romantic fountain and Piazzale Michelangelo for sweeping rooftop vistas.

Ride your own Vespa through Tuscany on this group 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 a country estate for a traditional Italian meal to top off your journey.

Pisa is a top destination in Tuscany, but reaching the home of the famed Leaning Tower via public transportation can be tedious. Save hours with this shore excursion that includes pickup directly at the Livorno port and transport by coach to Pisa. Follow your tour leader through historic Porta Santa Maria to Piazza dei Miracoli and enjoy free time to visit the iconic bell tower or explore the city.

Combine medieval gems, fine wines, and UNESCO-listed monuments on this full-day tour from Florence. This is an ideal choice for anyone who wants to experience wine tasting without getting behind the wheel afterwards. Visit Monteriggioni's medieval castle, explore Siena's historic architecture, and admire San Gimignano's striking skyline. End with a tasting of three Chianti wines in an opportunity to savor authentic, local flavors.

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.

If you've only got limited time in Siena, make sure you maximize your experience of the Tuscan hot spot on a sightseeing tour that includes skip-the-line entry. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo and stroll the streets with your guide, learning about the history of the place and leaving the navigating to someone else. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket.

Come face to face with one of the world’s most iconic sculptures—and enjoy a streamlined, time-saving experience—on this skip-the-line tour of Florence’s Accademia, home of Michelangelo’s "David." Choose from several convenient start times and bypass the long lines with priority tickets (additional cash expense). Once inside, discover the masterpiece and other highlights, and learn more from your guide’s narration.

Experience the Tuscan capital's top attractions on this walking tour through Florence. Begin with skip-the-line access to view Michelangelo's 'David' in the Accademia Gallery, and learn how the House of Medici shaped Florence into a helm of arts and humanities. You'll also skip the lines at the Duomo, the city's iconic, Gothic-style cathedral. Afterward, stroll the local streets, taking in landmarks like the Piazza della Signoria and Ponte Vecchio bridge.

Tick off several of Tuscany's most renowned locations during this full-day Vespa tour. Enjoy some photo stops in the vineyards and take a guided stroll through the picture-perfect village of San Gimignano, with free time to explore. The tour includes a typical Tuscan light lunch paired with a tasting of some local wines and olive oils.

Home to masterworks from Botticelli and Michelangelo (including the iconic *David* sculpture), the Accademia Gallery in Florence draws huge crowds. That's not a problem on this tour, however: You'll beat the crowds with skip-the-line admission, maximizing your time to explore. Plus, you’ll tour the gallery with a guide—audio headset included—and learn insights about the masterpieces that you'd never get on your own.

Get a comprehensive tour of Miracle Square on this walking excursion in Pisa. With a guide leading the way, you'll follow a carefully curated itinerary that ensures you hit all the landmarks, such as the Cathedral and the Baptistery. This tour includes the option to enter the Leaning Tower (added cost), and admission to the Campo Santo Cemetery and the OPA and Sinopie museums.

Embark on a delightful day trip through Tuscany's iconic Val d'Orcia, a UNESCO World Heritage Site. Visit Montalcino, home of Brunello wine, Pienza, famed for Pecorino cheese, and Montepulciano, celebrated for Nobile wine. Enjoy breathtaking views, rich culture, and mouthwatering food. Travel in comfort aboard a premium minivan with an English-speaking driver. Indulge in wine tastings, a superior lunch with a view (seasonal), and guided vineyard and cellar tours.

Get familiar with the ins and outs of Florence on this small-group walking tour of the city. Your local guide leads you through town, taking you past landmarks such as the Church of Santa Maria Novella, the Medici Chapels, the Duomo, and the Uffizi Gallery, sharing the history and culture of the city as you go.

Make the most of your time ashore—and comfortably experience the best of Florence and Pisa—on this full-day shore excursion from Livorno. Beginning with pickup at the Livorno city center, travel in a comfort, climate-controlled vehicle. Enjoy free time for independent sightseeing, or upgrade for bonus perks from a walking tour in Florence and visit to the Accademia Gallery (home to Michelangelo's "David") to Leaning Tower of Pisa tickets.