Day Trips from Florence to Arezzo

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 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.

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.

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.

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.

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.

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.

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.

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 villages of Pienza and Montepulciano, 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.

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.

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.

Take a break from the crowds of Florence and discover Arezzo and Cortona on a private 9-hour. All-inclusive private transportation from your hotel allows you to comfortably see a long list of attractions in a short amount of time. Visit historical sites, including the 9th-century Etruscan Atrium, as well as filming locations for “Life is Beautiful” and “Under the Tuscan Sun”. Enjoy ample free time to explore both Tuscan towns.

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.

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.

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.

Get a taste of Tuscan scenery, wine, and food on a day trip departing from Florence. Led by an English-speaking driver, discover the regions of Chianti and Val d’Orcia, soaking up the local flavor with two wine tastings. After exploring the charming towns of Castellina and Montepulciano, top off your trip with a traditional Tuscan lunch at a farmhouse in the Val d’Orcia hills. To keep the experience as intimate as possible, numbers are limited to eight on this small-group adventure.

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We will reserve a winery for you to taste the famous Nobile and Brunello wines.A day away from big crowds, away from the noise of the city. Both Montepulciano, Pienza and Montalcino are quaint and peaceful areas that will make you fall in love of Tuscany more and more. Enjoy a day with our professional driver, exploring this amazing area. Travellers can book the wineries directly or let us choose some of our favourites for you! Get ready for an amazing and unforgettable day!

The UNESCO-listed Val d’Orcia is one of the most picturesque corners of Tuscany, but visiting by public transport is almost impossible. With this day trip, set off with a private driver from Florence and enjoy the views on the way to visit Montepulciano and Pienza. Visit a winery for a tour and tasting and an organic estate for a farm-to-table lunch featuring traditional Tuscany dishes and specialties.

This is an experience for true wine lovers, selecting the best boutique wineries and tasting Brunello di Montalcino listed as one of the best 100 wines in the world by the prestigious magazine Wine Spectator. All this while visiting 3 UNESCO's site and the famous Gladiator movies sceneries, crossing breathtaking hills and charming medieval small villages. This tour offers a small group experience for a maximum of 5 people with a private vehicle. The Tour guide will assist you during the entire day to satisfy all your request and show you the most beautiful part of Tuscany. So relax while you enter the heart of real Tuscany with medieval villages of incomparable charm, an ancient farming tradition that produces wine, cheese, cold cuts and excellent meat. This experience will give you the chance to try one of the best wines in the world like famous BRUNELLO DI MONTALCINO AND NOBILE DI MONTEPULCIANO.

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!

This full-day tour stands out by pairing wine tastings with a spa experience and a stop in Pienza. Stop at a local winery for tastings of wines from the UNESCO-listed Val D'Orcia region. After lunch, relax in the natural thermal waters of the Bagno Vignoni spa. Finish your day with a visit to the village of Pienza, known as the “king” of pecorino, a typical Tuscan cheese.

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!