Day Trips from Rome to Arezzo

Take a Tuscany tour from Rome and see the best of the captivating Val d’Orcia region, near Siena. With a local guide at your side, discover countryside where historic hilltowns perch on sun-drenched hills and Tuscan farms dot the landscape. Visit the wine towns of Montepulciano and Montalcino, and enjoy free time to explore Pienza, a UNESCO World Heritage Site.  Wine tasting and lunch at a farm is included.

Trade the crowds of the Eternal City for the countryside of Umbria on this day trip from Rome to Assisi and Orvieto. With a guide, you travel by coach first to Orvieto, a hilltop town known for its Gothic masterpiece, Orvieto Cathedral. Have lunch near Lake Trasimeno, and then visit the town of Assisi, a UNESCO World Heritage site and the home of St Francis of Assisi.

Travel to Tuscany on a day trip from Rome, and discover a region of stunning hilltop towns, farms, and wineries. With a guide, you’ll visit the UNESCO World Heritage Site of Pienza, a beautiful example of a Tuscan hill town. Continue to an organic farm for lunch, sourced straight from the field, then climb the lookout towers at nearby Montalcino. Finish on a high note with a wine tasting at a prestigious winery, then return to Rome. Numbers are limited to just 18 people for a small-group experience. 

Take a break from the relentless pace of Rome and head to the UNESCO-listed hills of the Val d’Orcia with this private tour. Enjoy hassle-free pickup at your Rome hotel and head straight to the medieval town of Montepulciano. Then stop in Pienza for free time to admire its Renaissance architecture and relax over lunch (own expense) before a final stop in Montalcino on the way back to Rome.

A wonderful experience not to be missed, among friends, for the whole family and for the great connoisseurs of DOCG wines. We invite you to visit the heart of Tuscany and enjoy an unforgettable day view, a small journey through the landscapes of the Crete Senesi, crossing the enchanting and verdant hills of Montepulciano and Pienza. In these wonderful places we will visit a prestigious local farm, with splendid vineyards and cellars, where you can taste the Nobile di Montepulciano wine and other delicious local and fruity wines, the Vin Santo, different types of cheese including the famous Pecorino and Extra Virgin Olive Oil. All these products are genuine, fresh and natural, directly from the sources of production.

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 chauffered you there from Rome 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!

Escape the bustle of Rome for a full-day tour in the southern countryside of Tuscany. Visit the historic town of Pienza and taste local flavors including pecorino cheese. Continue to the medieval town of Montepulciano and see Renaissance palaces and charming squares. Stop at a wine cellar to taste a variety of local wines including Rosso di Montepulciano.

Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza • Chianciano Included: - Wine Tasting - Pecorino Cheese - EVO Oil Tasting Local tour guide included in Private option. Pickup and dropoff your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Combine a true Tuscan slow-food experience with sights of its beautiful countryside during this Tuscany Countryside and Wine Small-Group Tour with 4-Course Lunch. Along with a tour of the medieval town of Montepulciano, go to a farmhouse in Val d’Orcia to indulge in a 4-course meal prepared from local products. Enjoy the relaxed pace of the meal while chatting with others.

Tuscany is home to some of the most spectacular landscapes and hill towns in Italy, but getting around this rural region by public transportation is a hassle. With this day trip, enjoy stress-free pickup from your hotel in Rome and a scenic drive through the Val d’Orcia countryside. Stop in the historic towns of Pienza and Montepulciano to explore on your own, with plenty of time to shop and dine.

Visit two of Tuscany’s spectacular hilltop towns on a full-day, small-group tour from Rome to Cortona and Arezzo, and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film locations from ‘Under the Tuscan Sun’ and ‘Life is Beautiful’ as you spend the day with a knowledgeable guide, exploring Tuscany at its most picturesque. This full-day tour includes pickup at centrally-located Rome hotels, and is limited to 15 people for a personalized experience.

Escape the hustle and bustle of Rome for a day, and indulge in a luxurious trip to Tuscany, when you book this private tour. Meet your guide directly at your accommodation, and travel through the scenery in a Wi-Fi-equipped Mercedes. Your first destination is the Montepulciano wine region. Visit a celebrated local winery, go for a tour of its cellars, and then taste numerous different bottles, alongside an array of snacks. Then, head for lunch in the town of Montepulciano (own expense) before continuing onward to Pienza.

Rome is just a short distance from two of Italy’s most famous foodie regions: Tuscany and Umbria. With this day trip, leave the driving to your guide and concentrate on enjoying delicacies from the Tuscan Valdorcia and Umbrian Lake Trasimeno. Sample Brunello di Montalcino wine, Cinta Senese prosciutto, and Pienza’s pecorino cheese at a farm lunch, as well as Umbrian extra-virgin olive oil at a visit to a local producer.

Take a break from the chaos of Rome with a Tuscan holiday. Customize you tour and visit what you want! If you have a taste for Tuscany but just a short time in Italy, this tour is for you! A comfortable air-conditioned car or minivan will collect you in Rome and by mid-morning, you will be in Tuscany. For example: the famous Val D’Orcia region, visiting the historic hill towns of Montepulciano, Pienza and the vineyards of Montalcino.The ancient Etruscan town of Montepulciano, Montalcino. This is where one of Italy’s best wines, Brunello di Montalcino, is produced. Tuscany’s most beautiful vineyards before heading to Sant’Antimo Abbey where, with a bit of luck, you’ll be just in time to hear the monks perform Gregorian chants. Pienza: You will hear how this World Heritage site was conceived by Pope Pius II as a “utopian village” and get information on sites you may want to visit, such as the two Renaissance palaces and the beautiful Duomo.

Our driver will pick up you in your hotel in Rome. Enjoy the ride in a comfortable car and relax while admire beutiful landscapes around you. Tour is totally customizable so you can decide where you want go. Ask us some suggestion about this! Choose if go to the nice medieval city of Orvieto along the road to Tuscany. Visit the countryside of Val D'Orcia region with his peculiar cities of Pienza and Montepulciano. Live like the locals! Relax with a glass of wine and don't forget to buy a piece of cheese. Tuscany is the place in which italian culture was born so you can visit some of the most important cities of golden italian age. After the visit come back to your hotel in Rome with your private driver.

The picturesque, well-preserved medieval town of Siena lies in scenic hill just south of Florence, between the Chianti area and Maremma. Siena is a treasure trove of art, pageantry and architecture. Visit Giovanni Pisano's wonderful black-and-white Gothic Cathedral and tour the Palazzo Pubblico; the climb up to the bell Tower - Torre del Mangia - rewards the visitor with a great view over the city. If you're there at the beginning of July or in the middle of August, try not to miss the world - famous Palio horse race, a tradition dating from the Renaissance, that takes place in the Piazza del Campo, a marvellous, sloping plaza in the shape of a half-shell whose circumference is topped on race day with a layer of dirt to create a track. Visit San Gimignano a wonderful tuscan village.

Thanks to this private experience you will enjoy real truffles hunting supported by a professional guide and his amazing Lagotto dogs. After the hunting, you will have the chance to visit Assisi according to your wishes. Assisi is famous for its ancient Basilica and its religious importance.

Dating back to the Etruscan era, the medieval settlements of Montepulciano and UNESCO–listed Pienza are considered among Tuscany’s prettiest hilltop towns—but reaching them from Rome without your own vehicle is a challenge. On this tour, visit both towns in comfort by air-conditioned minivan and enjoy free time to explore the historic streets at your leisure. Admire uninterrupted views over the Val d'Orcia, with round-trip travel from your Rome hotel included.

A visit to Cortona and Montepulciano is a special encounter with history, great food, and high quality wine. Cortona lies far atop a hillside dominating the south side of the Chiana Valley. From there you will enjoy magnificent views of Lake Trasimeno and the surrounding forests. The landscapes surrounding the area, are breathtaking. The landscapes surrounding the area, are breathtaking. Vineyards, hills, oak trees pine and cipress hills and planted fields are what is more singular and unique and famous around the world. When you look at the views, you know you're in Italy. Your journey will take you the hill town of Montepulciano, home of the famous “Vino Nobile di Montepulciano,” a wine that originated in the 1300s. Another fascinating attribute of Montepulciano is that it is one of the only places in the world where there are ancient underground cellars, right in the heart of the town, that date back to Etruscan times.

A wonderful experience not to be missed in full relax, among friends, for the family and for the great connoisseurs of DOCG wines. We invite you to visit the heart of Tuscany and enjoy an unforgettable day view, a small journey through the landscapes of the Crete Senesi, crossing the enchanting and verdant hills of Montepulciano and Pienza. In these wonderful places we will visit a prestigious local farm, with splendid vineyards and cellars, where you can taste the Nobile di Montepulciano wine and other delicious local and fruity wines, the Vin Santo, different types of cheese including the famous Pecorino and Extra Virgin Olive Oil. All these products are genuine, fresh and natural, directly from the sources of production.

Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza • Chianciano Included: - Wine Tasting - Pecorino Cheese - EVO Oil Tasting Local tour guide included in Private option. Pickup and dropoff your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Your private tour driver will whisk you away on a luxury vehicle, through the most charming and picturesque settings in Tuscany. You will reach Montalcino, Home to the World renowned red wine, the “Brunello Di Montalcino”. We always recommend a visit of the town as it hosts spectacular views and medieval features. Your private driver will suggest a fantastic restaurant for a delicious meal and extraordinary wine! Before leaving Montalcino, we can organize a visit of one of the most famous local wineries. (Wine tasting is optional for an additional cost. Contact our team for info!) After lunch, you will continue through the Tuscan hills to the next destination Pienza, another beautiful Renaissance city in Tuscany, a hilltop village famous not only for its architectures, but also for the excellent pecorino cheese production.

Enjoy this unforgettable Experience and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Montalcino • Pienza • Val D'Orcia countryside area. Included: - Montalcino with Winery visit, Wine Tasting guided tour - Pienza town with Pecorino Cheese Tasting guided tour in a farm Upgradable with licensed local tour guide in Private option. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides (when booked) • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza • Chianciano Included: - Wine Tasting - Pecorino Cheese - EVO Oil Tasting Local tour guide included in Private option. Pickup and dropoff your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles