Day Trips from Rome to Arezzo

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.

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.

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.

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.

Immerse yourself in a unique full-day tour of Italy's renowned Montepulciano wine and Pienza flavours, perfect for foodies and wine-lovers. An experienced team will chauffeur you from Rome to your destination in enviable style aboard a luxurious Mercedes Benz Minivan—this is truly Italian luxury at its finest. Not only is high-quality service with an English-speaking driver brimming with local knowledge guaranteed, but customization options allow you to make it as special or intimate as desired. Buon appetito.

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.

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.

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.

Thanks to this experience you will discover the natural and artistic treasures of Umbria, "the Green Heart of Italy". 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 and its historical and artistic masterpieces

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

The UNESCO-listed Val d’Orcia is one of the most beautiful corners of Tuscany, but exploring these rural hills with public transport or a rental car is stressful. With this private day trip, leave the driving to a professional and focus on the views, not the road. Avoid the delays of the bus and train and cover both Pienza and Montepulciano in one day, plus opt to stop for a wine tasting at a local cellar (own expense).

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.

Embark on a captivating Day Tour of Tuscany from Rome, spanning 10 enriching hours with a private cab. Begin with hotel pick-up and explore the picturesque towns of Montepulciano, Tuscanz, and Pienza. Immerse yourself in the beauty of Tuscany's landscapes and cultural heritage. Indulge in a delightful winetasting experience, savoring the region's renowned flavors. With personalized attention and the comfort of a private cab, revel in the charms of Tuscany, creating lasting memories of this enchanting region.

Get ready for a fun 10-hour adventure through Cortona and Montepulciano. This stunning tour is perfect for anyone looking to immerse themselves in rich history, indulge in delicious food, and savor fine wine. Picture yourself perched atop Cortona's lofty hillsides, gazing out at panoramic views of Lake Trasimeno and the lush forests below. With rolling vineyards, majestic hills, and fields bursting with life, it's no wonder that these vistas are legendary throughout the world.

Embark on a captivating journey through Val Di Chiana and Val D'Orcia in Tuscany. Immerse in history, culture, and Nobile wine's origins. Medieval Montepulciano and Pienza offer timeless charm. Uncover hidden gems guided by experts, revealing unique treasures and ancient stories. Explore intricate cellars, tunnels, and hidden chambers that echo centuries of winemaking. Connect with rich past, feel Nobile wine's spirit, and let Tuscany's magic enchant. It's not just a tour; it's an invitation to time travel and create lasting memories.

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.

Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza Included: - Wine Tasting - Pecorino Cheese Tasting Local tour guide included 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 • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Don’t miss the opportunity to experience the unique beauty and ambiance of Tuscany during your Italian holiday. Discover Montalcino, Pienza, and Montepulciano on a private 12-hour tour from Rome. Along with a comfortable and scenic journey, your private chauffeur also provides insider information about all three location. Each known for wine production, the towns also boast a host of scenic landmarks and distinct culture that sets them apart from one another.

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.

This is a tour immersed in the Tuscan gastronomy from the famous Montepulciano Wines, to local food and special products, to the cheese of Pienza. The Val D’Orcia is one of the most beautiful landscapes of Tuscany and it is a must for wine lovers! We will provide you with top class Mercedes Benz vehicles, to assure you a comfortable, safe and stress-free Day Tour. Furthermore, our exceptionally knowledgeable driver will assist you for every need you may have during the trip! You’ll be informed where to go to taste wines in Montepulciano and to taste cheese in Pienza. Moreover, the tour includes a wine tasting and a lunch in Montepulciano. We are proud to offer a product completely customizable, in order to make every tour a special experience for our clients.

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