Florence to Arezzo

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.

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.

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino for a gourmet lunch and tasting of famed Brunello di Montalcino wine. Continue through Tuscany’s World Heritage-listed Val d’Orcia region to reach Montepulciano, known for its Nobile di Montepulciano wine, and taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide, and meet local producers for an immersive tasting experience. Price is per group, with a maximum of either three or eight passengers, depending on season and vehicle type.

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.

Discover Tuscany’s renowned wine country on a day trip from Florence with a small group. Led by a driver-tour escort, venture to the town of Montepulciano by minivan and stop at a rustic wine cellar to taste the area’s vino di nobile blends. Then head to Montalcino area to sample three Brunello di Montalcino wines. Top off your day with a stroll to Pienza, a beautiful Renaissance hill town and home to the famous Pienza Pecorino cheese. Numbers are limited to eight people to keep this experience as intimate as possible.

Experience the world-famous wine and scenery of Tuscany on this full-day tasting tour from Florence. Travel along ancient roads through a landscape of vineyards and olive groves, stopping at the charming village of Montalcino, located in the renowned Brunello wine region. Learn about the origins and characteristics of Brunello wine with a cellar tour and tastings at two different wineries, and savor regional cuisine with a traditional Tuscan lunch. 

Following the scent of the Great Wines through the most stunning landscapes of Chianti, Val d’Orcia and Val di Chiana

Feast your senses on the palatal pleasures and verdant beauty of the Tuscan Brunello vineyards on private full-day trip from Florence. Travel deep into the Italian countryside to discover the renowned wine-producing areas of Montalcino and Montepulciano — famed for their refined wine varietals. In Montalcino, explore the village’s historical town center and taste fine wines before you absorb stunning views from Montepulciano village’s hilltop perch. On this private tour, you’ll receive undivided attention from your guide and relish the opportunity to customize your itinerary according to your interests.

Tuscany's Val d'Orcia is famous for its postcard-perfect scenery and hill towns, but getting around by public transportation can be frustrating. With this private tour, enjoy hassle-free pickup in Florence and soak in the views while your professional driver takes on the tricky country roads. Spend time exploring the villages of Montalcino, Pienza, and Montepulciano plus stop to snap photos of the Madonna di Vitaleta Chapel.

Discover the natural beauty of Italy's Val d'Orcia on this private tour that introduces you to the postcard-perfect scenery of rolling hills and vineyards. You'll visit the towns of Montepulciano, Pienza, and Montalcino; tour a winery; and enjoy included wine tastings and a Tuscan lunch for a well-rounded experience in this UNESCO World Heritage–listed valley.

Update your wardrobe in Florence with a private, full-day shopping tour to Tuscany’s best and largest outlets. Learn how Italians keep their fashion on trend without breaking the bank, and score deep discounts on designer brands like Gucci, Prada, Valentino, and Armani. A private driver and fashion guide takes you to some of the best boutiques in Florence before heading out of town to The Mall and Spaces outlets for a totally customized shopping spree.

Home to medieval hilltop towns and fertile vineyards, Tuscany is widely considered the jewel in Italy’s crown. On this tour, visit the beautiful Tuscan towns of Pienza and Montepulciano, and enjoy a complete immersion in authentic Italian culture and cuisine. With travel from your Chianti, Florence, or Siena hotel, sample local wines in historic cellars and savor a delicious lunch in a traditional Montepulciano winery.

Discover Assisi and Cortona on a day trip from Florence, and make the most of a private driver, just for your group. First, travel to the pilgrimage town of Assisi to walk in the footsteps of St. Francis, Italy’s patron saint. Learn about his life in the town, and visit the basilicas of St. Francis and St. Claire. After a break for lunch, continue to Cortona for some sightseeing at your leisure. Entrance fees and food are at your own expense.

Two of Italy’s top designer outlets are located within striking distance of Florence, but getting there with public transportation can be time-consuming. Make the most of every minute with this private car service that includes pickup directly at your accommodation in the city and two stops: first at The Mall, Tuscany’s most famous outlet, and then at Space, the official factory outlet for the Prada lines.

This will be a wonderful day that you will remember for all your life, Val D'orcia is a magic place from a spectacular views, sitting on a confortable Mercedes E with a private driver that can help you any thing you need This is a wonderful day on one of the most exciting places in Tuscany, tasting one of the best wine of Italy Brunello di Montalcino docg, private driver and a confortable Mercedes for explore one of the most beautiful places in Tuscany, Lunch and great Brunello di Montalcino tasting all included on the price.

Spend a day in the UNESCO-listed Val d'Orcia on this 10-hour private tour from Florence. Visit Montepulciano and Pienza to admire the historic architecture. Sample some of the area's famous Noble Wines.

Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to the elegant Renaissance architecture of Montepulciano. Explore the history of Montalcino’s imposing fortress and the jewel-box village of Pienza, savoring the bounty of the Val d’Orcia region with tastings of local wines and specialty foods along the way.

Explore the scenery and culture of the Tuscan countryside on this guided all-day adventure. After meeting your guide in Florence, travel with a friendly, informative guide to the towns of Siena, Montepulciano, and Cortona. Marvel at charming medieval squares, see where the vampires of the Twilight Saga’s New Moon converge, enjoy a complimentary wine tasting in a historic cellar, and savor a delicious lunch surrounded by rolling hills.

With ancient vineyards, Renaissance architecture, and colorful local culture, the UNESCO–listed Val d'Orcia is considered among Tuscany’s must-see attractions—but arranging travel independently from Florence is a challenge. With this tour, begin at your Florence hotel and head into the Tuscan countryside by comfortable minivan with your guide. Reach the ancient settlements of Montepulciano and Pienza with ease, and admire beautiful vineyard views in Montalcino.

Indulge in wine tasting and vineyard tours in the Montalcino area, stopping at two different wineries, on this full-day tour from Florence. No need to rent a car or assign someone to be a sober driver; all transportation is provided out of Florence and between the wineries. Stop at two wineries to learn about their methods and taste Brunello wines, then explore the UNESCO-listed Val d'Orcia with engaging narrative from your guide.

Discover the medieval Tuscan hill towns of Cortona and Montepulciano, without the hassle of spending hours on trains or busses. Enjoy the luxury of a private, chauffeured drive through the Arno Valley. Explore the impressive sights and historic attractions of Cortona, then eat a light lunch before strolling through the charming streets of Montepulciano. Your guide suggests the best places to stop, and customizes the tour to your interests.

Visit three of the most captivating towns in Tuscany in a single day with this tour that includes time-saving transportation directly from Florence. Enjoy a guided tour of Siena to take in the Piazza del Campo and Duomo, then relax over a traditional Tuscan lunch with wine at a local cellar. Spend your afternoon exploring first San Gimignano and then Pisa—including the iconic Leaning Tower—at your own pace.

Travel through the Tuscan countryside with a private driver on this day trip to Assisi and Perugia. Departing from Florence, explore the medieval city of Passignano sul Trasimeno and enjoy views of the beautiful Lake Trasimeno. Then head to Perugia to see where Renaissance artist Raphael worked, before exploring the town of Assisi, once home to Italy's patron saint. While there, admire the UNESCO-listed Basilica of St. Francis.

Taste your way through some of Tuscany’s finest wine regions and most charming medieval villages on this private, full-day tour from Florence. Drive through the scenic Orcia Valley and visit the birthplaces of prized Brunello di Montalcino and Nobile di Montepulciano red wines. Whether you want to explore the medieval villages, tour historic wine cellars and vineyards or savor a farm-fresh lunch, a private driver and guide will customize the itinerary to create a perfect day in the Tuscan countryside. Price is per group, based on a maximum of 7 passengers per vehicle.