Discover the heart of Portugal's Alentejo region with expertly guided tours exploring rolling vineyards, historic estates, and the tranquil plains around Monsaraz.
Monsaraz, perched majestically on a hilltop overlooking the vast Alqueva Lake and the undulating Alentejo plains, is the perfect gateway to an unforgettable exploration of Portugal's most celebrated wine region. These Alentejo Plains & Wine Tours offer a deep dive into the essence of this sun-drenched landscape, where centuries-old traditions meet modern viticulture. Imagine traversing landscapes dotted with ancient olive groves and cork oak trees, the air thick with the scent of wild herbs. These excursions are designed for those who appreciate the finer things: exceptional wine, breathtaking scenery, and a rich cultural tapestry. Beyond the celebrated wines, the Alentejo region is a UNESCO World Heritage site, boasting megalithic monuments, medieval castles, and a pace of life that encourages savoring every moment. Alentejo Plains & Wine Tours in and around Monsaraz often include visits to meticulously maintained vineyards, where you can learn about the unique terroir that gives Alentejo wines their distinctive character. From the robust reds to crisp whites, tasting sessions are an integral part of the experience, often paired with local delicacies that perfectly complement the wines. These tours provide an authentic glimpse into the soul of the Alentejo, a region where the land, its produce, and its people are intrinsically linked. Visitors can expect more than just wine tasting; these tours are curated journeys that showcase the diverse beauty of the Alentejo. Whether it's a leisurely stroll through historic wineries, a scenic drive across the expansive plains, or an exploration of the charming white-washed villages that dot the landscape, the experiences are rich and varied. The proximity to Monsaraz, with its well-preserved medieval streets and stunning panoramic views, adds another layer of charm to these excursions, making it a comprehensive exploration of both landscape and libation.
Discover our top picks for alentejo plains & wine tours in Monsaraz

Leave Lisbon behind and discover the beauty of the Alentejo region on this full day tour that combines history, tradition and flavors. In Évora, a UNESCO World Heritage city, explore top attractions such as the Roman Temple, the lively Praça do Giraldo and the grand Cathedral. Step inside the haunting Chapel of Bones, with your entry ticket included, and learn about the centuries of devotion and symbolism behind its walls. Continue to the hilltop village of Monsaraz, where whitewashed houses overlook the vast Alqueva Lake. Stroll through cobbled streets and soak up the medieval atmosphere. Your day ends with a regional wine tasting in Monsaraz, introducing you to the flavors that make the Alentejo one of Portugal’s most celebrated wine regions. Perfect for culture lovers, history enthusiasts and wine travelers, this tour blends heritage, scenery and gastronomy in one unforgettable experience.

Prepare for a memorable experience in the heart of Alentejo, exploring two of the region’s most charming and authentic locations: The Bone Chapel, with its walls covered with human skulls and bones; Cathedral of Évora, with its panoramic terrace and Gothic architecture; The impressive Roman Temple of Diana. You will also have free time for lunch and explore the historic centre of Évora After lunch, we will follow with the participants who select the option extended to the medieval Villa de Monsaraz, one of the most charming destinations of Alentejo. Set on top of a hill and surrounded by well preserved walls, Monsaraz offers panoramic views of Lake Alqueva and provides a true journey back to the past. As part of the complete experience, this option also includes a tasting of Alentejo wines at a local producer, where you will be able to taste typical labels and learn more about the region’s vinification process.

Spend a magical day in one of Portugal’s most historic cities on this private tour to Évora from Lisbon. Wander through ancient cultural landmarks such as the St. Francis Church, the chapel of bones, and the temple of Diana. Enjoy a delicious lunch of traditional Alentejo plates and sip on local wine before heading towards the picturesque villages of Monsaraz. Private roundtrip transportation to and from your Lisbon hotel is included.

Set off from Lisbon on an inspiring journey through Alentejo. Discover Évora’s UNESCO-listed heritage, from the Chapel of Bones to the Roman Temple, with time to savor local flavors. Choose the extended option to wander medieval Monsaraz, admire breathtaking views over Alqueva Lake, and enjoy a memorable Alentejo wine tasting. - Guia profissional e com experiência. - Mínimo de 2 pessoas por reserva.

Explore the Alentejo with the Burriscas Adventure, an experience rich in tradition and culture, starting from the outskirts DE Évora or Montemor-o-Novo. The trip begins in São Pedro do Corval, the largest oil centre in the country, where we visit a traditional olaria and learn the craftsmanship techniques of molding DA gem and painting of Alentejo ceramics. We continue to the stunning medieval Villa DE Monsaraz, where we will make a guided tour through its historic streets with panoramic views over the Alqueva. NO end, enjoy free time to explore the local commerce and the quiet atmosphere DA Villa. Optional: To complete the experience, include a visit to a DEga with regional wines, perfect for tasting the best of Alentejo.

Private tour of 8 hours, with start and terms in the region of Lisbon, in Mercedes class V (6 pax), with air conditioning, and all comfort, with official driver guide, with 15 years of experience, being a private tour can be shaped whenever possible to the taste of the customer. During the tour you will enjoy unique landscapes, in the most diverse region of Portugal, visit unique plains, visit vineyards, olive groves, and sobro mountains, visit Roman ruins, a walled village near the border with Spain, visit a winery, and taste the wines and products of the Alentejo region. You will have the opportunity to see a Oleiro shape the clay, and make Pieces, as by magic, a big day dominated by the Wine, the Olive, and the Cortex, and full of vivencias and unique experiences that will stay in your memory.

This private tour day trip from Lisbon takes you to the Evora, Monsaraz and Mourão in the Alentejo region of Portugal and affords a rewarding 9 hours. Monsaraz has been inhabited since prehistoric times as the Celts, Romans, Visigoths and Moors each took full advantage of the hill's defensive potential. Regained from the Moors in 1167, the town was handed over to the Knights Templar before King Dinis added the castle and fortified walls in the 14th century. Visit a number of interesting prehistoric sites existing in Evora, Monsaraz and Mourão. With its trademark gastronomy and amazing wine Monsaraz. Evora is a delightful Portuguese town that was originally founded by the Romans, later fortified by the Moors and flourished during the 15th century. Mourão is proud of its monuments and traditions, like its Castle and the baroque Mother Church of Nossa Senhora das Candeias (17th and 18th centuries). Private tour also includes pick-up (8:30am)/drop-off (6:00pm), wine tasting and lunch.

Head out for a private tour to visit our countryside, Evora and Monsaraz in Alentejo are considered one of the Best Wine Regions in Portugal.

Évora, in Portugal's Alentejo region, boasts a well-preserved Roman Temple, the Temple of Diana, showcasing the city's rich history. The renowned Chapel of Bones within the Church of St. Francis serves as a thought-provoking attraction with its macabre yet powerful aesthetics. Nearby, the medieval village of Monsaraz offers panoramic views of the Alentejo plains and a glimpse into Portugal's medieval past, complete with a well-preserved castle and cobblestone streets, encapsulating the essence of the region's cultural heritage.

09am Leave direction to Alentejo, Cross the Bridge Vasco da Gama, the Biggest Bridge in Europe with 14 km , after it´s possible to see Vineyards, Cork Trees and one of typical Alentejo views, with many stork nests Approximately 2 hours trip to the first stop at the Ervideira for visit the Wine Cellar and tasting wines from 8 months of aging which come from the largest artificial lake in Europe ( Alqueva Lake ). After Lunch we Visit Village of Monsaraz one of the most tipycal Village in Portugal near the border of Spain, Monsaraz was reorganized during the Roman occupation, but later successively occupied by the Visigoths, Arabs, Mozarabs, Jews. Back to Évora for visit to the City of Évora, Diana Roman Temple of Évora World Heritage, Giraldo Square, Church of San Francisco, Chapel of Bones,and Back to Lisbon

Monsaraz is a medieval town conquered by the Moors in 1167. With its typical schist streets and whitewashed houses, the town is surrounded by walls and was named one of the 7 Wonders of Portugal, in the Monument Villages category. It is rich in handicraft crafts such as basketry, Alentejo blankets, pottery and works in cork, metal and wrought iron. Located in the heart of the Alentejo, Évora is called a “museum city”. The historic center is classified as World Heritage by Unesco. Its walls surround streets and buildings of historical and cultural richness that have remained virtually unchanged over the centuries.

Journey through 3 enchanting days in Portugal's Alentejo, pedaling from historic Évora to majestic Monsaraz Castle. With hybrid bikes or e-bikes, GPS guidance, and seamless logistics, immerse yourself in carefree cycling, local cuisine, and wine. This tour is designed to be a shorter cycling trek that will still allow time each day to enjoy everything (food, wine, sights) that the unique towns on the tour have to offer. So if you're looking for a fun and challenging ride and you are short on time but want to enjoy a nice glass of wine along with regional cuisine overlooking stunning landscapes, glorious lakes and sun-bathed plains, then this is the tour for you.

Explore historic Evora and Monsaraz on a full-day private tour from Lisbon. See the Roman Temple of Evora, and stroll the partially-enclosed village of Monsaraz. Admire whitewashed houses and religious monuments, along with the vineyards of the Alentejo.

This is the Perfect Private Tour to visit our countryside, EVORA and MONSARAZ, just 1h20m from Lisbon. USATODAY considered this region (Alentejo) the BEST WINE REGION IN THE WORLD to visit. During the day, we will visit Evora, one of the most historic villages in Portugal, a walled city named Unesco World Heritage Since 1986, with it’s Roman Temple, the famous Cathedral and the major attractions inside the Castle Walls. We will also visit Monsaraz, nearby Alqueva, the biggest lake created by man in Europe, where we will stop for Lunch at typical Portuguese restaurant. Monsaraz was considered in 2017 by CNN one of the Best Top 20 hilltop villages in Europe, after American National Geographic Magazine classified Monsaraz one of the 21 places in the world to be visited ! During the day, we will have opportunity to admire the beautiful landscape, to learn more about cork production and also have a chance to sample local wines.

This private tour starts in Évora, a UNESCO World Heritage Site with unique buildings from the Roman era. In this tour you will have a different view of Portugal, you can taste its gastronomy and see its endless lowlands with cork and olive trees. The wine tasting will be in a selected winery to satisfy your curiosity and we'll finish in Monsaraz, one of the oldest villages in Portugal, with an amazing view of the Alqueva and it's white buildings. A unique experience!
Experience the golden plains, olive groves, and cork oak forests that define the Alentejo landscape.
Sample distinct regional wines, often from family-run estates, accompanied by local gourmet food.
Explore medieval villages and castles, including the iconic Monsaraz, offering breathtaking views.
Learn about Alentejo's rich history, traditional agriculture, and the production of its renowned wines and olive oils.
Enjoy stunning vistas of Europe's largest artificial lake, a serene contrast to the rolling vineyards.
Savor authentic Alentejo cuisine, often featured alongside wine tastings, highlighting regional flavors.
These tours focus on the heart of Alentejo's wine production. Visitors explore vineyards, learn about grape varietals and the winemaking process from grape to bottle, and culminate in guided tasting sessions. Often includes visits to several different estates, providing a comparative experience.
Experience the vastness of the Alentejo plains with guided drives that weave through charming landscapes. These tours combine picturesque routes with stops at local wineries for tastings and opportunities to admire the scenery. Perfect for those who want to soak in the atmosphere of the region.
Combine cultural exploration with oenological delights. These tours often include visits to medieval towns like Monsaraz, Marvão, or Évora, followed by immersive wine experiences at nearby Quintas. Understand the historical context of wine production in the region.
For the food and wine enthusiast, these tours offer an integrated experience. Beyond wine, they explore the rich culinary traditions of Alentejo, featuring tastings of olive oil, artisanal cheeses, and local charcuterie, all expertly paired with regional wines. Often includes lunch or dinner.
Tours typically range from half-day excursions (around 3-4 hours) to full-day experiences (6-8 hours), allowing for in-depth exploration of vineyards and landscapes.
Alentejo experiences hot, dry summers and mild, wet winters. Spring and autumn offer pleasant temperatures ideal for touring. Sun protection is recommended year-round.
Group sizes vary from intimate, small-group tours with a maximum of 8-10 people to larger coach tours. Private tours are also commonly available.
Typically includes transportation from a designated meeting point, guided tours of wineries and plains, wine tastings, and sometimes light snacks or a full meal. Check individual tour details for specifics.
Most tours depart from a central location in Monsaraz or nearby towns like Reguengos de Monsaraz or Évora. Some tours offer hotel pick-up, particularly for full-day excursions.
Prices vary based on duration, inclusions, and exclusivity. Expect to pay from approximately $35 for shorter wine tasting sessions to $150+ for comprehensive full-day tours with meals.
Book in advance, especially during peak season (spring and autumn), as popular wineries and tours fill up quickly.
Wear comfortable shoes, as vineyard walks and exploring historic villages often involve uneven terrain.
Consider a guided tour with transportation to fully enjoy the wine tastings without worrying about driving.
Stay hydrated, especially during warmer months. Water is usually provided, but carrying your own is advisable.
Don't hesitate to ask your guide questions about the wine, the history, or local life – they are passionate about sharing their knowledge.
Explore tours that offer visits to smaller, family-run Quintas for a more personal and authentic experience.
Check the tour itinerary carefully to ensure it aligns with your interests, whether it's a specific wine type, historical focus, or scenic drive.
If you have dietary restrictions, inform the tour operator in advance, as many tours include food pairings or meals.
A: Spring (April-May) and autumn (September-October) are generally considered the best times. The weather is pleasant for exploring the plains and vineyards, and the vineyards are often at their most beautiful during these seasons.
A: Many tours offer non-alcoholic tasting options or can accommodate guests who prefer not to drink. It's always best to confirm with the tour provider when booking if you have specific non-drinking requirements.
A: For popular tours or during peak travel times, booking at least a few weeks to a month in advance is recommended. For less busy periods, a week or a few days might suffice, but early booking is always safer.
A: Some full-day tours include lunch or a substantial snack, often featuring local Alentejo specialties. Shorter tours typically focus on wine tastings and may include light accompaniments. Always check the tour description for specifics on meal inclusions.
A: Yes, most wineries visited on these tours have a shop where you can purchase wines you enjoyed. It's a great way to take a taste of the Alentejo home with you.
A: Vineyard terrain can vary. Some tours stick to flatter, more accessible paths, while others might involve walking on slopes. Tours often provide comfortable walking shoes as a suggestion.
A: Typically, yes, especially for full-day tours or those departing from a central point. If the tour involves significant travel between locations, transportation is generally included in the price.
A: Comfortable, breathable clothing is key, as Alentejo can be warm. Layers are a good idea for cooler mornings or evenings. Comfortable walking shoes are essential for exploring vineyards and villages.
Experience the timeless charm of a medieval hilltop village offering breathtaking Alentejo plains views.
Wander through whitewashed streets adorned with vibrant bougainvillea, a truly picturesque escape.
Enjoy a peaceful retreat away from crowds, soaking in authentic Portuguese rural life.
Discover centuries of history within the ancient castle walls and preserved village architecture.
Savor local Alentejo wines and cuisine, enjoying a slow-paced, authentic culinary journey.
Immerse yourself in the tranquil beauty and rich heritage of one of Portugal's most stunning villages.
Portugal enjoys a Mediterranean climate with mild, wet winters and hot, dry summers. The coastal regions experience more moderate temperatures due to Atlantic influences, while inland areas can have greater temperature extremes.
The shoulder seasons of spring (April to June) and autumn (September to October) offer pleasant temperatures, fewer crowds, and lower prices, making them ideal for exploring.
July and August represent the peak tourist season, characterized by hot weather, crowded beaches, and higher accommodation costs, particularly in popular coastal resorts.
From November to March, Portugal experiences its off-season with cooler, wetter weather, especially in the north. This period is ideal for budget travelers seeking a quieter experience and a chance to explore cities without the summer rush.
Explore comprehensive guides to plan your perfect trip, including food tours, cultural experiences, and more.
Explore the rich flavors of Alentejo, Portugal through curated culinary tours and experiences in and around the historic village of Monsaraz.
Explore Europe's largest artificial lake from Monsaraz with scenic dam and river cruises, offering breathtaking views and unique perspectives.
Step back in time with guided tours of Monsaraz, exploring its ancient castle, whitewashed streets, and rich history through expert-led historical and architectural walks.
Step back in time with guided explorations of Monsaraz, a captivating Portuguese medieval village perched high above the Guadiana River.
Explore the ancient standing stones and dolmens of Monsaraz with guided tours, uncovering millennia of human history in Portugal's Alentejo region.
Exploring Monsaraz is best done on foot; the village is small and pedestrian-friendly. Parking is available just outside the main walls, so getting around Monsaraz itself involves leisurely walks. For excursions to nearby attractions like the Alqueva Dam or megalithic sites, renting a car is highly recommended. Taxis can be arranged but are less common. Consider guided tours if you prefer not to drive, though many visitors enjoy the freedom of their own vehicle for exploring the wider Alentejo region.
Rent a car for maximum flexibility and explore at your own pace on Expedia USA.
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