Top Tuscany Private and Luxury

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 twenty-five participants for a more personalized experience.

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."

Skip the hassle of renting a car and explore Tuscany on a day trip from Florence. 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.

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.

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.

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.

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.

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.

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.

Make the most of your time in Florence on a small-group tour with skip-the-line admission to the Accademia Gallery and optional skip-the-line access to the Uffizi Gallery. Visit Michelangelo’s David, the colorful Duomo of Florence (outside only), and masterpieces by Leonardo da Vinci. Stroll through Piazza della Signoria, cross the historic Ponte Vecchio, and enjoy free time for lunch.

Discover three of Tuscany’s most iconic destinations all in one day—and benefit from hassle-free transit—on this time-saving four from Florence. 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. This tour also includes bonus experiences, such a wine tasting in Chianti and a traditional Tuscan lunch.

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.

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.

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.

Avoid spending hours on a tour bus and instead see Italy from behind the wheel of a retro Fiat 500 on this small-group, self-drive tour through Tuscany. Take a spin around the countryside—staying in touch with your guide via 2-way radio— and enjoy panoramic views of Florence and a stop at the Church of San Miniato al Monte. Your guide leads the way to a private terrace for a delicious Tuscan lunch before returning to Florence.

Avoid waiting in long lines at one of Florence's top attractions when you book this priority access tour to the Duomo. On this express tour, you can maximize your time while seeing much of the architectural masterpiece with a guide. This tour includes admission to the Museum of Mercy and an upgrade option to climb Brunelleschi’s dome to admire Florence from its best viewpoint.

Escape the crowds and discover the inspiring landscapes and famous flavors of the Chianti wine region on a small-group tour from Florence. Enjoy leisure time to explore the charming medieval town of San Gimignano with helpful pointers from your guide. Visit local wineries for tours, followed by a tasting of renowned Chianti varietals along with a traditional Tuscan lunch.

Get more familiar with the Chianti wine region, without the hassle of figuring out how to visit it from Florence, on this group tour. Well-suited for travelers looking for a streamlined experience, relax knowing your transportation and activities are all pre-arranged. Enjoy visiting two winery estates and their vineyards, local wine tastings, and the opportunity to try regional snacks including bruschetta and cheese.

Skip the long lines and join your private guide for a master class on Italian Renaissance art on this half-day tour, perfect for travelers with limited time. First, travel through the history of art from the Middle Ages to the Renaissance at the Uffizi Gallery, which includes works by Caravaggio and Leonardo da Vinci. Next, head to the Accademia Gallery to see Michelangelo's iconic David sculpture and learn about the artist's life.

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, enjoy a scenic train ride along the spectacular Cinque Terre coastline, explore colorful seaside villages, and see the world-famous Leaning Tower of Pisa.

Avoid the challenge of navigating Tuscany’s rural roads and finding hidden countryside trails on your own with a guided horseback ride from Siena. This gentle journey carries you through rolling hills, vineyards, and olive groves, reaching quiet landscapes that cars can’t access. Ride at a relaxed pace while taking in the region’s natural beauty and rural charm without any planning or navigation stress.

Explore the traditional Tuscan town of Lucca on a walking tour of the historic center. Stroll the cobblestone streets, bustling piazzas and old Renaissance walls; trace the city’s Roman past along Via San Paolino and Piazza San Michele; and see the birthplace of local composer Giacomo Puccini. Keep your camera poised as you admire the medieval buildings along Via Fillungo, peek inside San Frediano church and visit landmarks like the Cathedral of San Martino, Piazza Anfiteatro and Torre delle Ore.

Experience the beauty of one of Italy’s most famous and photographed destinations without having to rent a car on a small-group tour from Lucca to Cinque Terre. Admire the dramatic contours of the Ligurian coastline as you travel by minivan, train, and boat (depending on the weather) between terraced fishing towns that spill down the rocky hillside to the shore. See why the entire area is a UNESCO World Heritage.