Top Tuscany Private and Luxury

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.

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.

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.

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."

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.

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.

Soak up the flavors of Italy on an olive oil- and wine-tasting tour in Tuscany. Depart from Florence to the heart of the Chianti Classico region, known for its red wines, flavorful olive oil, and scenic medieval villages. Visit two to three wineries and an olive oil mill to learn about production with your guide and relax over tastings. Enjoy a gourmet 3-course Tuscan lunch at a boutique estate before returning to Florence.

Uncover Florence's rich history and iconic landmarks on a private walking tour that brings the “Cradle of the Renaissance” to life. Stroll from the Basilica di San Lorenzo to the Ponte Vecchio, explore historic piazzas, and admire Medici splendor. Hear captivating tales of Dante's neighborhood, lively stories, and fascinating insights from your guide. Admissions are optional, and you can tip your guide for their exceptional storytelling to show appreciation.

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.

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.

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.

Make the most of your precious vacation time in Florence on a 1.5-hour tour of the Duomo. Some tourists spend up to an hour waiting outside the city’s most famous attraction. However, with special skip-the-line tickets you enjoy immediate entrance. Once inside, listen to your enthusiastic guide through a provided headset and enjoy live commentary on the cathedral. Feel free to ask questions for a more immersive tour experience.

Make your experience of Florence’s Duomo one to remember with skip-the-line tickets and the opportunity to climb Brunelleschi's grand dome. You’ll ascend the steps into the famous dome to immerse yourself in its history and see its frescoes up close, while enjoying panoramic views of the city.

Savor Florence's celebrated cuisine on an evening food tour featuring Florentine steak and Tuscan wine. Explore the vibrant districts of Oltrarno and Santo Spirito, making stops at five carefully selected foodie hotspots. With 14 delicious tastings—including tomato bruschetta, two paccheri pasta dishes, and a sit-down Tuscan dinner—this experience offers a flavorful escape from typical tourist traps.

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.

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.

Avoid wasting time in the notoriously long lines at Florence’s Accademia Gallery and spend more time in the home of Michelangelo’s David. Navigate the museum’s vast halls under the guidance of an expert guide, who will provide richness to your experience through informative narration. After your tour, feel free to stay on as long as you want to explore independently.

Enjoy the benefits of a small-group tour on this best-of-Florence half-day highlights tour limited to a small group. Hear the stories behind Michelangelo’s “David” at the Accademia, marvel at the massive Duomo, and step inside the palatial Uffizi Galleries, all without getting lost or overwhelmed. Headsets and a smaller group size mean you won't miss a word of your guide’s insightful commentary.

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.

Immerse yourself in Florence’s rich history, art, and architecture on this comprehensive small-group walking tour. Gain access to the Uffizi Gallery and skip-the-line tickets to the Accademia Gallery to marvel at masterpieces like Michelangelo’s "David" and Renaissance paintings. Stroll through Florence’s historic streets with your guide, visiting landmarks like the Duomo, Ponte Vecchio, and Piazza della Signoria, while uncovering the stories that make the city unforgettable.

Plan ahead and make the most of your visit to Florence’s world-famous Uffizi Galleries with a small-group guided tour. Head inside the historic galleries with a guide who leads you straight to must-see highlights, such as Botticelli's “Birth of Venus” and Caravaggio’s “Medusa,” plus hidden treasures you might miss on your own. After this insightful art history tour, continue exploring the museum at your leisure.

Cinque Terre and Pisa are true wonders, usually requiring several days or more to explore. Ideal for travelers short on time, this one-day extravaganza covers both on an excursion from Florence. Travel by coach through the Tuscan countryside, then ride a train across sea cliffs. You'll get to walk the Ligurian Coast, stroll Fegina Beach, see the Leaning Tower, and feel like you're inside a Renaissance painting.