Day Trips from Rome to Arezzo

Immerse yourself in the unique flavors of the renowned Montepulciano wine region and Pienza on this full-day private tour from Rome. Enjoy convenient pickup from your Rome hotel and transfers in a private vehicle. Explore the town of Montepulciano, visit a winery and farm for tastings and lunch (own expense), and visit the town of Pienza.

Indulge in the Soul of Tuscany Experience an exclusive day of relaxation and world-class flavors. Journey through the iconic Val d'Orcia (UNESCO site), where rolling green hills and cypress-lined roads create the perfect backdrop for your private escape from Rome. Montepulciano: Home of the "King of Wines" Visit a prestigious local estate for a VIP cellar tour and vineyard walk. You will taste 5 exquisite wines, including the legendary Vino Nobile di Montepulciano DOCG and sweet Vin Santo, paired with authentic extra-virgin olive oil. Pienza: The Renaissance Jewel Famous for its "ideal" architecture and world-renowned Pecorino cheese, Pienza offers breathtaking views over the Tuscan valleys. Discover genuine, farm-to-table products directly from the producers. Why choose us? Avoid the stress of driving and enjoy the wine. With a luxury vehicle, onboard WiFi, and a professional driver at your full disposal, you’ll experience Tuscany like a true connoisseur.

Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the rolling hills of Montepulciano and Pienza, where vineyards, historic villages, and breathtaking countryside create an unforgettable setting. Visit a prestigious local winery and enjoy a guided tasting of Vino Nobile di Montepulciano, regional wines, Vin Santo, artisanal Pecorino cheeses, and extra-virgin olive oil, all fresh and locally produced. Stroll through charming Pienza and immerse yourself in authentic Tuscan beauty, flavors, and relaxed elegance—perfect for couples, families, and wine lovers seeking a refined day trip from Rome.

Experience the best of Val d’Orcia on this private day trip from your hotel or cruise ship. In a region where public transport is limited, this curated journey offers a seamless way to explore its medieval villages, historic wine cellars, and hilltop views. Visit Montepulciano and Pienza, taste local wines and cheeses, and opt to end your day soaking in a natural thermal spa.

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).

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 and Pienza in Tuscany. 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.

Embark on a seamless escape from Rome to the enchanting Val d'Orcia, beginning with a comfortable pickup directly from your accommodation by our private driver. As you leave the city behind, you'll be carried through the rolling hills of Tuscany toward one of its most iconic regions. This exclusive experience immerses you in the heart of Tuscany’s wine culture, with tastings of Brunello di Montalcino and other local wines and specialties. You’ll visit two wineries, enjoying guided tastings and a traditional lunch at the second estate. Along the way, take in breathtaking views of medieval villages, vineyards, and the signature landscapes of this UNESCO World Heritage Site. With a private vehicle and driver at your disposal, you’re free to relax and savor an unforgettable journey tailored entirely to your group.

Embark on a self-guided tour from Rome to Tuscany’s beautiful towns and landscapes. Explore Montalcino, renowned for its Brunello wine, and Pienza, a Renaissance gem famous for pecorino cheese. Enjoy wine and cheese tastings while taking in the scenery of the UNESCO-listed Val d’Orcia region. Your driver assists with guidance, but you’ll explore the towns at your own pace.

Taste your way through the best of Tuscany—and make exploring beyond city limits hassle-free—on this full-day tour from Rome. Set off with just a small group for company, or upgrade for a private tour with a local guide. Whichever you choose, look forward to visiting an olive-oil producer in Chianciano Terme, a winery in Montepulciano, and a pecorino cheesemaker in Pienza, and enjoying tastings along the way.

Escape Rome for a day in the Tuscan countryside on this private full-day tour with wine tasting and lunch. Navigating Tuscany's rural towns and villages can overwhelm even the most seasoned travelers. This trip covers the Val d’Orcia, Montalcino, and Pienza with ease, granting you time to explore medieval fortresses, Renaissance towns, and sample local cuisine, all with hotel pickup and private transportation.

Trade Rome’s chaos for the calm of the countryside on this private day tour to Montepulciano and Pienza. Wind through scenic hills and vineyards, stopping for a wine tasting in Montepulciano and a pecorino cheese sampling in Pienza. Explore medieval streets, soak up UNESCO-listed views, and enjoy a stress-free escape into the heart of Tuscan culture with hotel pickup included.

Trade the crowds of the Eternal City for the countryside of Umbria without the hassle of renting a car 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.

This day trip combines Civita di Bagnoregio and Pienza with a guided winery visit, so you get iconic scenery and a full Tuscan lunch in one well-paced itinerary. Entry and the shuttle bus to Civita are included, along with four wine tastings and olive oil tasting at the winery. With round-trip coach transport from Rome and an expert guide, you can focus on the experience instead of routing, reservations, and timing. What’s included in the tour - Expert English-speaking guide - Round-trip coach transport from Rome - Visit to Civita di Bagnoregio - Entrance and shuttle bus to Civita di Bagnoregio - About 1.5 hours of free time in Civita di Bagnoregio - Guided winery visit near Montepulciano - Traditional three-course Tuscan lunch - Four wine tastings - Extra virgin olive oil tasting - Visit to Pienza - About 1.5 hours of free time in Pienza - Maximum group size of 50

Experience Arezzo, a city of Tuscany that many travelers miss, in just one day with a private full-day trip from Rome. Travel north of Rome to Arezzo, following your guide as they show you the attractions around the small city, such as the Cathedral of Arezzo and Casa Vasari. Learn the city’s history, admire its art, and walk its untouched medieval streets and squares.

Start your day with an early morning bullet train from Rome to Florence, where you’ll meet our driver just outside the station. Begin your journey through the iconic Val d’Orcia, a UNESCO World Heritage Site known for its rolling hills, historic villages, and world-class wines. Your first stop is Montepulciano, where you’ll explore an ancient underground part of the city and enjoy a wine & food tasting. Next, head to the picturesque village of Pienza, famous for its Pecorino cheese and charming alleys. Here, you’ll enjoy a seasonal lunch with a view (available April to October), surrounded by the breathtaking beauty of the Tuscan countryside. In the afternoon, visit a renowned Brunello winery in Montalcino for a guided vineyard and cellar tour, followed by a premium tasting. Travel in comfort throughout the day aboard a premium minivan with an English-speaking driver. After your final toast, you’ll be taken back to Florence train station to catch your high-speed train back to Rome.

Immerse yourself in the heart of Tuscany with this private 10-hour excursion from Rome to the Renaissance villages of Montepulciano and Pienza. Travel in a chauffeur-driven, air-conditioned vehicle through the rolling Tuscan countryside, known for its vineyards, olive groves, and breathtaking landscapes. Explore Montepulciano, famed for its Renaissance palaces and wine heritage, then continue to Pienza, a UNESCO World Heritage site celebrated for its harmonious Renaissance architecture and stunning valley views. Perfect for travelers seeking culture, scenery, and authentic Tuscan charm in one seamless day.

Swap the hustle and bustle of Rome for scenic Tuscany on this full-day private tour. Enjoy convenient pickup from your Rome hotel and travel by private vehicle to the Montepulciano wine region, where you will visit a winery and sample a variety of wines, including noble wines. Afterwards, explore the town of Montepulciano and Pienza before returning to Rome.

Swap the hustle and bustle of the city for the serenity of Tuscany on a private day trip from Rome. Let someone else take the wheel of a private vehicle so you can take in views of the Tuscan countryside as you travel to Montepulciano and Pienza, and enjoy a delicious 3-course meal with wine. Extend your tour to include Siena and Abbazia di San Galgano.

Tuscany is renowned for its food, wine, and scenery, but exploring the region with limited time isn’t easy. Enjoy a stress-free sampler of locations in the captivating Val d’Orcia region on this full-day tour from Rome. With a guide at your side, visit the wine town of Montepulciano, have lunch surrounded by vineyards, and explore the historic center of Pienza, a UNESCO World Heritage Site. Upgrade to a small-group or private tour that also includes a visit to Montalcino Castle and an olive oil tasting.

From Rome with a SUV 7 seats or a minivan with pick up and drop off at the customer's Hotel. A driver who speaks excellent English who will also act as a Guide and will always be available to customers. Perched on top of a hill, very close to the border with Umbria, stands the charming village of Cortona. Walking through its quaint alleys, you can not help but notice the ancient palaces and its typically medieval appearance, maintained to this day. Despite its modest size, Cortona boasts a very rich centuries-long history. After Cortona you arrive in Arezzo which boasts ancient origins and was one of the major Etruscan lucumonies; later it became a Roman center of strategic importance, hub of flourishing economic activities and rich in monuments. Exploring Arezzo means discovering a city that offers the best of art, culture and nature with a historic center that preserves beautiful monuments, churches, palaces and museums.

A visit to Montepulciano and Pienza offers an extraordinary experience to discover the culture, history and food and wine of the region. Montepulciano is famous for its wines, in particular the Vino Nobile di Montepulciano, and for its fascinating Renaissance architecture. You could visit local wineries for a tour and a tasting of fine wines. Pienza, on the other hand, is known for its pecorino cheese, a typical product of the area. Here you can taste different varieties of pecorino cheese, from sweet to more mature, and buy them to take home a piece of this unique experience. A wine tasting along the route between Montepulciano and Pienza will allow you to taste the local flavors and fully immerse yourself in the food and wine tradition of Tuscany. Living this adventure will give you unforgettable memories of breathtaking landscapes, fine wines and authentic flavors. Tour reserved for customers over 18 years.

Escape the vibrancy of Rome for a full-day exploration of Tuscany's enchanting landscapes, visiting the picture-postcard villages of Pienza and Montepulciano in one day. Journey through the Val d’Orcia countryside, where golden hills and vineyards paint a picturesque backdrop. Discover Montepulciano, renowned for its Vino Nobile, and delve into the historic Cantina Talosa, enjoying a delicious tasting of three selected Tuscan wines, including Vino Nobile. In Pienza, a UNESCO World Heritage Site, stroll its harmonious streets and savor three different varieties of the famed Pecorino di Pienza in a local shop. This tour combines art, history, and culinary delights, offering a true taste of Tuscany. - Full-day tour from Rome to Montepulciano and Pienza - Roundtrip transport by comfortable GT coach with expert guide - Tasting of 3 selected Tuscan wines at Cantina Talosa, including Vino Nobile, and 3 varieties of Pecorino di Pienza - Free time to explore the charming towns and landscapes

Escape the hustle and bustle of Rome and explore the serene, UNESCO-listed Val d’Orcia with a private, customizable tour. Enjoy hotel pick-up and drop-off with an English-speaking driver in a comfortable Mercedes sedan or minivan, stopping in the charming towns of Montepulciano, Pienza, and Montalcino. Opt for a winery visit and wine tasting along the way at additional cost, or adjust the itinerary to suit your preferences.