Day Trips from Rome to Montepulciano

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.

A visit to this Cellar is a voyage in time and history: here is the essence of the sweet Tuscan earth, the wine, that they already took care of, worshiped and consumed in happiness and joy, with passion and tenacity our distant ancestors, the Etruscans, some centuries earlier than the Christian era. Montepulciano is well known for the great production of red wine, it's "Nobile di Montepulciano" is one of the most appreciated Italian wines in Italy and abroad. Montepulciano has a distinct peculiarity, in that you can find several historic cellars right within the city walls, which have been dug out underneath the prestigious palazzos. The cellar you are going to visit is an immense cross vaulted arches, which make it resemble a Roman-Gothic Cathedral.

This private day trip from Rome visits both Montepulciano and Assisi—a rare combination. Relax in a luxury vehicle as your private chauffeur takes you from Rome to one of Montepulciano’s oldest wine cellars, where you’ll taste at least four wines paired with local cheeses and cured meats. Then, head to Assisi where you’ll visit the Basilica of Saint Francis of Assisi and "Porziuncola"—a small catholic church where the Franciscan movement began.

Visit two of Italy’s most beautiful medieval hill towns in one day of sightseeing on this private tour from Rome. See Orvieto’s gothic buildings and Duomo—with frescoes thought to rival Michelangelo’s—and the Renaissance palaces and charming squares of Montepulciano. Try wine in Orvieto and in Montepulciano’s particular underground wine cellars serving the local specialty: Nobile di Montepulciano. Round-trip luxury transportation from Rome is included

Ideal for travelers interested in exploring the Italian countryside, this private tour from Rome visits three wine-country villages in just one day. Highlights include visiting the Duomo of Orvieto, a wine cellar in Montepulciano, and Civita di Bagnoregio, a hilltop village accessible only via a pedestrian bridge. This tour includes a wine-tasting session and travels in a luxury vehicle with a private chauffeur.

Make the most of your time by combining a Rome to Florence transfer with a stop in the medieval town of Montepulciano, nestled among Tuscany's rolling hills. Known for its rich history, medieval charm, and exceptional wines, this hilltop town offers the perfect combination of cultural heritage and natural beauty. Explore centuries-old wine cellars, some carved into rock from the Etruscan era, and sample the renowned Vino Nobile di Montepulciano. Whether you're a wine lover or simply looking to unwind in Tuscany's breathtaking landscape, this experience promises a day filled with scenic views, local flavors, and historical exploration.

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.

You can comfortably sit in the air-conditioned Marcedes van and admire the Tuscan countryside. Make a 2-hour stop in Montepulciano, a typical Tuscan town famous for its wines, oil and cheeses and reach Florence accompanied by an English-speaking driver who will take you directly. in a hotel or apartment

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.

See some of the highlights of Tuscany and Umbria—including the UNESCO-listed Franciscan sites in Assisi—on this day tour from Rome. Hop in an air-conditioned vehicle and head to Montepulciano for a bit of independent exploration. Then visit a winery in a former Franciscan monastery for lunch and tastings before continuing to medieval Assisi to see where Saint Francis, the patron saint of animals, spent much of his life.

Avoid self-driving on unfamiliar Italian roads by traveling to two of Italy’s prettiest towns with a private car and driver. Enjoy pickup directly from your Rome hotel and relax as your driver takes on the traffic so you can focus on the views. Stop in both Orvieto in Umbria and Montepulciano in Tuscany, which you explore at your own pace without having to keep up with a big tour group.

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.

Explore the charming towns of Montepulciano and Montalcino on a guided tour. Discover the historic squares and alleyways, and take test our italian best wines, like NOBILE of MONTEPULCIANO

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

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.

Escape Rome for the day on this full-day private tour through Tuscany. Soak up the scenic rolling hills of Chianti on the drive; explore the thermal hot springs of Bagno Vignoni; enjoy an included wine tasting in Montepulciano; and stroll through Siena's UNESCO World Heritage-listed historic center.

A Renaissance hill town, surrounded by olive groves, vineyards, and forests, Montepulciano yields one of Italy’s signature wines. Discover this ancient town and its fine vintages by private chauffeur from Rome on this magical trip. Enjoy a guided visit to an ancient and beautiful wine cellar; experience a tutored tasting of six different local wines; sample local cheeses and cold cuts; and sate your hunger with a hearty pasta dish.