Alentejo Wine Region Trails: Tours & Activities

Embark on a small-group day trip that blends centuries of history with the refined pleasures of wine. Travel from Lisbon to Évora’s ancient streets, then into the peaceful Alentejo countryside—renowned for its rich wines, traditions, and timeless charm. Your journey begins in Évora, a UNESCO World Heritage city where civilizations have left their mark. Step inside the unforgettable Chapel of Bones and reflect on its haunting message: “We bones that are here, await yours.” Continue through cobbled lanes to discover the Roman Temple, Évora Cathedral, and lively artisan squares, before enjoying some free time and a typical Portuguese lunch. On the way to the vineyard, pause at Montemor-o-Novo Castle, a silent medieval sentinel offering sweeping views of the plains. End the day at a family-run winery: stroll the vineyards, learn about grape varieties, and taste four regional wines paired with cheeses and chorizos—while overlooking the Alentejo landscape.

Tour Évora (UNESCO World Heritage), a place of great cultural and gastronomic wealth, where you can still find traces of various civilizations, from Roman temples, its beautiful Cathedral, the Church of São Francisco and perhaps one of the most caricatured places to visit in Portugal, the Bone Chapel always within the walls of a Medieval Village. You can choose between visiting the Cork factory or the cromlechs as option. Carried out in our company, on our tour in a comfortable and 100% flexible way.

Step into Portugal’s rich past and vibrant culture with our exclusive Évora tour. Nestled in the heart of Alentejo, Évora is a UNESCO World Heritage city brimming with centuries-old architecture, intriguing history, and authentic gastronomy. This immersive experience takes you through cobblestone streets, historic landmarks, and a renowned winery, offering a perfect blend of culture and indulgence. Walk Through Time – Explore Évora’s medieval streets, Roman ruins, and gothic cathedrals. Visit the Chapel of Bones – One of Portugal’s most fascinating and eerie landmarks, designed to provoke reflection on the impermanence of life. Indulge in Alentejo’s Culinary Treasures – award-winning wines, artisanal cheeses, and traditional flavors at a local winery. Breathtaking Alentejo Landscapes – Enjoy the rolling vineyards and golden plains that define this stunning region. Expert Local Guides – Gain unique insights into Portugal’s history, culture, and wine traditions from our guides.

Private tour of 4 hours, with start and terms in Sesimbra, 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, including a Natural Park, visit a vineyard, and taste the wines of the region. You will have the opportunity to visit a tiles factory, which uses the techniques of the century. VI, a tour full of vivencias and unique experiences that will stay in your memory.

This tour is unique because it combines two authentic traditions of Alentejo in one day : cork and wine, offering a complete cultural immersion. Unlike DE generic visits, here you: Discover the cork DE close, learning about the entire craft process, from harvesting to the production of handmade products. Enjoy local gastronomy, with a typical Alentejo lunch prepared in a traditional restaurant. Explore a regional DE ga, knowing the production techniques of Alentejo wine and, if desired, tasting selected wines. It has comfort and convenience, with pick-up and drop-off included in your hotel in Évora or Montemor-o-Novo. Live an authentic and accessible experience, away from the usual tourist routes, with simple, engaging and adapted explanations for all visitors. This tour is not just a visit: it is a dive into the history, culture and flavors of Alentejo, ideal for those who want to bring home unique and genuine memories.

Explore the hidden gems of Arrabida Natural Park on a private half-day tour led by a professional local guide. We'll kick off our journey by delving into Sesimbra's fishing harbor, leisurely strolling along the ancient walls of the 9th-century Moorish Castle. Indulge in the flavors of renowned Portuguese wines and embark on a guided tour of a prestigious winery in the region. Throughout the experience, you'll gain insights into the art of tile craftsmanship, enjoy a scenic drive along the mountain road offering breathtaking views of Arrábida Natural Park, the Atlantic Ocean, the Sado River, and the city of Setúbal. For added excitement, take a spin on the massive swing perched atop the hill, treating you to a panoramic view of Sesimbra. Discover the best of Arrabida Natural Park and the Sesimbra region with joy and amusement. Celebrate Each day of your Being with Natalia Portugalia Tours.

This exclusive tour is tailored for the discerning traveler seeking an immersive wine-tasting adventure in Portugal, without the hassle of driving. Embark on a captivating journey off the tourist trail, as we take you to two exceptional wineries and several picturesque villages that showcase the authentic rural lifestyle. This is your chance to explore the hidden gems of Portugal and immerse yourself in the local culture. Come and experience Portugal like even true locals never done! Discover the best Arrabida Natural Park and Sesimbra region with pleasure and fun. Celebrate Each day of your Being with Natalia Portugalia Tours.

Visit Filipa for a taste of the Alentejo region at her family’s country home in the village of Évoramonte, 30 minutes outside of the town of Evora. Filipa’s food highlights seasonal ingredients and local produce. Her goal is to teach travelers the rustic country fare typical of the region, including the many herbs used in its dishes that she grows in her own garden. - Homecooked Portuguese meal in Evoramonte in a local's home - Enjoy a traditional, simple country-style Portuguese meal that highlights the region's culinary history - All the dishes are cooked using family recipes, passed down from Filipa's grandmother - You are sure to leave Filipa's home with a new appreciation for Portuguese culture and cuisine - Learn about seasonal ingredients and local produce - Explore a charming village in Évoramonte and visit a local's country house

Visit the city of Évora,  UNESCO´S world heritage city in the south of Portugal. Enjoy a wonderful trip from Lisbon through the Historical Centre of Évora, capital of the Alentejo Province. Get to know better a region that has been shaped by more than twenty centuries of history, going as far back as Celtic times. It also fell under Roman domination and still retains, among other ruins, those of the Temple of Diana. Here, you will be given the opportunity to taste the richest flavours of the most known portuguese gastronomy.Enjoy a wine tasting in one of the richest Wine Regions in Portugal. Get mesmerised with the beautiful landscapes and historical monuments.

The maximum elevation point at 501 meters, the Arrábida Natural Park, extends between Sesimbra and Setúbal. A unique example of primitive Mediterranean vegetation that crosses with the Ocean, and we have to show you from strategic points. Jipe tour in the Arrábida Natural Park, with stops and walking tours of places of incredible beauty, Alto do Jaspe (Brecha da Arrábida), Miradouro do Convento da Arrábida, the most famous Miradouro of Arrábida. After the air of the Serra, we visited Azeitão with the possibility to appreciate closely the secular wine culture of this region with wine-proof rights

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.

Explore the charm of Portugal with a tour through the Historic Center of Évora, a UNESCO World Heritage Site. This experience takes you to Évora’s main historical and cultural treasures, offering a true immersion in the city’s essence. Start at the vibrant Giraldo Square, the heart of the historic center. Visit the majestic Évora Cathedral — an impressive example of Gothic and Renaissance architecture — and climb the tower for breathtaking panoramic views of the city. Discover the Chapel of Bones, built with the remains of around 5,000 monks and local residents, and admire the Temple of Diana, a fascinating remnant of the Roman era. Stroll under the grand arches of the Água da Prata Aqueduct, a Renaissance masterpiece of engineering. Conclude the tour with a tasting of traditional Alentejo cuisine and a sampling of the region’s renowned wines, making this cultural and gastronomic experience truly unforgettable.

We take our customers to unique and traditional places in the Setúbal region, where they can see the entire process and be part of its preparation. At the end, they can and should taste the famous wines and cheeses. More than a tour, it is an immersive experience where you can be part of the entire experience.

Experience the Magic of Alentejo with a Luxurious Picnic by HFR Wine Experiences Escape to the serene beauty of Alentejo and indulge in an unforgettable luxury picnic with HFR Wine Experiences. Begin your journey with a guided tour of the breathtaking Herdade Foz da Represa, exploring the region's stunning landscapes and historic charm. Then, select your favorite bottle of premium wine to complement a romantic picnic lunch, surrounded by idyllic views. Choose your perfect picnic spot and immerse yourself in Alentejo's tranquil atmosphere, while enjoying a curated selection of local delicacies (vegetarian options available upon request). Whether you're seeking relaxation or a touch of adventure, this experience offers the perfect blend of both. Join us for a unique escape and create lasting memories in the heart of Alentejo!

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.