Florence to Arezzo

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.

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.

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.

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.

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.

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.

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.

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.

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

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.

Explore a region renowned internationally for its Brunello di Montalcino, a red wine hard to forget due to its precious formula! Brunello is produced with a local type of Sangiovese grape, known as Brunello or Sangiovese Grosso. Brunello di Montalcino wines are regarded as Italy’s “Noble wines". Take some time to enjoy a region rich in refined winemaking and cultural treasures alike. Escape the hustle and bustle of Florence and experience the heart of Tuscany by visiting the enchanting area of Montalcino. During the day trip, you will visit 2 family-run wineries and the medieval town of Montalcino. You will taste not only the precious Brunello, but also a vast array of regional wines, such as Rosso di Montalcino. You will have the chance of comparing different styles of winemaking, while enjoying 2 wine tastings at remarkable estates in the Montalcino wine area. In a medieval setting, you will enjoy a traditional Tuscan lunch, prepared with 0 km products and local delicacies.

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.

Seek out a bargain or max out your credit card in style on this full-day shopping tour from Florence. Peruse the shops along Via Tornabuoni and Via della Vigna Nuova; browse the designer fashions on sale at the Prada outlet in Levanelle, then head to The Mall, Tuscany’s premier outlet shopping mall, where shops include Valentino, Burberry, Gucci and Armani. With private transport for up to 8 people, insider tips on where to shop and an itinerary tailored to your interests, you’ll be all set for a fun and hassle-free day of shopping!

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.

Our years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks to our high quality state of mind we will chauffer you there from your Tuscan accommodation in a luxurious Mercedes Benz Minivan, in a completely private tour! And of course, your English speaking driver is also incredible knowledgeable about Italy and will always be ready to answer all your doubts and give you interesting tips along the way! In addition, it's also good to highlight we are always open to customize our tour according to your preferences, we know for sure this is an added value you will appreciate for making this experience a super special one!

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.

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.

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.

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.

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. 

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.

Passionate about Italy's wines and cuisine? Enjoy a private Tuscan cooking class set in a family-run boutique winery, overlooking the hills of Montalcino. One of the best ways to embrace the Italian culture is by taking a cooking class! An authentic culinary experience in Italy cannot be complete without diving into its wine culture as well. In a medieval setting, be prepared to roll up your sleeves and learn how to cook the way Tuscan grandmas and moms do. Accompanied by an expert local chef, you will prepare a 3-course menu. Discover the secrets of Italian homemade pasta by learning how to cook 3 types of pasta and 3 different pasta sauces, which are considered staples of the Italian cuisine. After this hands-on cooking lesson, you will sit down and enjoy the fruits of your labour, paired with the estate’s signature wines.

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.