Experience a balance of gentle scenery and fine wines paired with gourmet cuisine

Alentejo is a supremely romantic wine region in southern Portugal (just north of the Algarve) where you will find soft rolling hills covered in vineyards, cork forests, whitewashed villages, and Moorish castles. The Alentejo is wonderfully unspoiled, and the medieval hamlets perched on hilltops crowned by Arab castles resembling their original beauty of hundreds of years ago. Some of Portugal’s most famous wines are made in the Alentejo, like Cortes de Cima, Herdade dos Coelheiros, Mouchão, and the pioneering Esporão. There are also a host of fantastic, newly launched wine estates; there is a wine style for everyone here. This fabulous wine connoisseur’s tour in the Alentejo has been designed for wine lovers, also seeking luxury. You can look forward to superb wines, ultra-charming hotels, and some excellent dining. From Lisbon, you will travel east towards the beautiful Unesco world heritage town of Évora. You will visit medieval Estremoz, a captivating hamlet with a castle and darling wine and pottery shops, completely trapped in time. Over the next few days, you will enjoy VIP winery visits, vineyard walks, and special tastings with the winemakers and owners themselves. Taste a range of Portuguese and international grape varietals like Aragonez (the local name for Spain’s Tempranillo grape), Touriga Nacional, Trincadeira, Castelão, Tinta Caiada, Syrah, Cabernet Sauvignon, Arinto, Antão Vaz and Roupeiro.

Visit charming little villages like Monsaraz; tour Évora with a private guide and take in its quaint little old town, including the Roman temple of Diana and the spooky chapel of the bones; dine on traditional recipes dating back to medieval times in a 15th-century monastery. Drive through peaceful landscapes reminiscent of the African Savannah and stay at two of the loveliest luxury hotels in Portugal (one a converted convent, the other a magnificently restored farm estate). If you are looking for an original destination off the beaten path, but that guarantees luxury and top-notch wines, contact us for more information on this extraordinary wine tour of the Alentejo.

Alentejo Wine Tours Highlights:

  • VIP Wine Tasting Tours in Alentejo
  • Private guided walking tour of Évora
  • Luxurious & Historic Hotels
  • Private Chauffeur Driven Mercedes

Below is a suggested Itinerary for your private Alentejo Wine Tours

  1. Lisbon- Igrejinha- Arraiolos -Évora

    Lisbon to the Alentejo

    Cork Tree in Alentejo
    • 5* Luxury spa hotel, Évora
    • Dinner with wines
    • Privately Chauffeured Mercedes

    This morning your chauffeur will pick you up at either Lisbon airport or your hotel in Lisbon, and you will travel to the Alentejo wine country! Your first stop today is the tiny village of Igrejinha to visit the wild Herdade dos Coelheiros estate, relatively recently taken over by Alberto Weisser and Gabriela Mascioli, in 2015. This couple fell in love with the gorgeous estate, making it their home and investing considerably in the new era of Coelheiros. This extensive estate not only produces wines but also farms walnuts and cork trees. Tour the property by Land Rover, taking in the beautiful landscapes and finish with a tasting of their superb barrel-fermented white wine (an elegant chardonnay) and the powerful Tapada de Coelheiros (made with Cabernet Sauvignon × Alicante Bouschet and aged in new French oak for 18 months). Carry on to the nearby village of Arraiolos from where the famous “Tapetes de Arraiolos” (woven rugs) originated; you will have noticed that the woven designs inspire the Coelheiros bottle labels. Here enjoy some free time for lunch, visit the tapestry museum and take a stroll around.

    Then carry on to your luxurious hotel, near Évora. Check-in and relax, go for a walk on the beautiful grounds or make the most of the spa. Tonight you have a welcome dinner at the hotel’s gourmet Divinus restaurant, situated in the ancient wine cellar. Taste refined dishes paired with elegant wines. Welcome to the Alentejo!

  2. Évora – Redondo - Évora

    Wine Tasting and Évora

    Alentejo wine country Evora town
    • 5* Luxury spa hotel, Évora
    • Full breakfast, Lunch with wines
    • Privately Chauffeured Mercedes

    Your first stop this morning is only a 10-minute drive away, so you’ll have time for a leisurely breakfast before your chauffeur takes you to the Cartuxa winery, just out of Évora town. Now privately owned by the charity, the Eugénio de Almeida Foundation. The foundation focuses on the cultural, educational, social, and spiritual development of the local region. When you taste the wines, you will not doubt how Cartuxa has grown to their level of success, even the mid-level table wines EA are notable. But what many will know Cartuxa for is Pera-Manca. Both the red and white are exquisite wines – pure finesse and harmony in a bottle. (You will be given the opportunity to purchase a bottle at the end of the tasting).

    It’s then about a 20-minute drive to Herdade to São Miguel; proprietor Alexandre Relvas has led this vast estate since 1997. In total, it encompasses 175 hectares of land, of which 35 are dedicated to vines, the rest is cork forest and grazing pastures for sheep and the very adorable ‘Mirandela’ donkeys. Your lovely host Joana will lead you through the winery and estate and tasting (including some of their more recent single varietals) before taking you to Alexandre’s home for a family wine lunch. Mid-afternoon, you will head back to Évora, where your private guide will be waiting to take you on a guided walking tour of the main sights. You will visit the Templo Romano (2nd-century Roman temple), the Igreja de São Francisco, and the Capela dos Ossos (a beautiful 16th-century church with a macabre bone chapel) and stroll through the Jardim Público (the gardens that follow the church’s fortifications). This evening is free to dine on your own; you may like to check out Fialho in Évora old town, casual yet utterly charming. This restaurant serves authentic Alentejo dishes such as duck rice, cod with shrimp, and grilled pork, all washed down with cracking wines from their impressive cellar.

  3. Évora- Reguengos do Monsaraz- Monsaraz

    Top Estate Esporão and Monsaraz

    Esporao winery, Alentejo
    Esporão winery, Alentejo
    • 5* Luxury spa hotel, Monsaraz
    • Full breakfast, Lunch with wines
    • Privately Chauffeured Mercedes

    This morning you will drive south-east for about 45 minutes before arriving at Reguengos de Monsaraz at the splendid Esporão estate. This is one of the leading wineries in Portugal, making excellent wines and olive oils. Australian David Baverstock is their famous flying winemaker who makes many single varietal wines with native Portuguese grapes. You will have a private guided wine tour followed by a tasting of a selection of their wines. Sit down to lunch next in their bright and airy restaurant, relax and enjoy the tasting menu planned for you, which is perfectly paired with different wines than from your tasting, so you do experience the maximum from this fabulous winery. The menu is ever-evolving, but you can expect something like; the Esporão Patês (olive and tuna) to start, paired with their zippy white Vinha da Defesa. Next up is baked stone bass in a grape sauce and a vegetable crepe with apple vichyssoise paired with the Esporão Reserva white. Continue with red wine marinated wild boar and chestnuts served with their Trincadeira single varietal, followed by the famous Esporão Roast (slow-cooked beef, seasoned with mint and red wine) with Arabian Rice (with raisins) served with the Esporão Reserva red. You will be amazed at how you find room for the “Sericaia” dessert (Regional cake made of cinnamon, lemon, and eggs) accompanied by a fortified (“Licoroso”) red wine. Their superb olive will undoubtedly be served at lunch, but you will also be invited to visit the mill and taste the oil there.

    Visit the marvelous little whitewashed fortified village of Monsaraz where you can enjoy some free time to go for a digestive walk, exploring the hamlet on your own. In the late afternoon, you will move on to your next abode; the delightful São Lourenço do Barrocal Hotel. You will appreciate some time just to “be” here, as it’s so peaceful and relaxing, and you will undoubtedly experience what it is like to be part of the vast Alentejo land. Far from towns and cities, this area is perfect for stargazing and night photography, if this interests you we have a fun night photography masterclass in store. Alternatively, just relax and gaze at the stunning night sky while sipping on a glass of wine.

  4. Estremoz – Redondo – Monsaraz

    Estremoz and Dona Maria Wines

    Historic hilltop town, Estremoz
    Historic hilltop town, Estremoz
    • 5* Luxury spa hotel, Monsaraz
    • Full breakfast, Lunch with wine
    • Privately Chauffeured Mercedes

    This morning you will head to Estremoz and enjoy some free time to have a coffee at the stunning Pousada Rainha Santa Isabel, a majestic castle Portuguese King Diniz built for his wife, Queen Saint Isabel, in the 13th century. Isabel was given sainthood for dedicating her life to the poor. She founded orphanages and convents and is one of Portugal’s most cherished queens. Stroll through her magnificent palace, now transformed into a Pousada hotel. Then it’s on to Dona Maria wines by Julio Bastos. The palace and estate are also known as Quinto do Carmo. Your host here, Isabel, leads you through tasting her husband’s superb wines before accompanying you to lunch in her family’s 18th-century dining room, with many original features still immaculately preserved. Lunch is a typical Alentejo affair, rich tomato soup with poached egg, cod over home-grown spinach, and a selection of local sweeties to finish.

    After lunch, you have a short 30-minute drive to Redondo to visit Herdade de Maroteira. This is another immense estate of over 520 hectares, predominately dedicated to cork farming. Surprisingly, only 17 hectares are planted with vines, and 95,000-100,000 bottles of wine are produced each year. These are minimal quantities but very high quality, so new releases sell out in no time. You will be pleased to know that they keep stock back for their visitors. Your host José will take you on a fun 4×4 drive through the stunning cork forest, stopping at a lookout point for a glass of white, before continuing to the vineyards and then back to the house to taste the rest of the range; Dez Tostões White from a 100% Antão Vaz while the red is a blend of Aragonês, Alicante Bouschet, Touriga Nacional and Syrah and Cem Reis White 100% Viognier and Red 100% Syrah – cheers! You will arrive at your hotel late afternoon to make the most of your last evening here with some free time and dine on-site.

  5. Monsaraz - Lisbon

    Return to Lisbon

    Cheers, and how to see you soon!
    Cheers, and hope to see you again soon!
    • None
    • Full Breakfast
    • Privately Chauffeured Mercedes

    This morning at your preferred time your driver will take you to Lisbon’s airport for your outbound flight or next port of call. This concludes your marvelous wine tasting adventure in Portugal’s romantic Alentejo region, we hope you had a great time!

More information

If you would like us to customize an exclusive, luxury tour for you, get in touch with us and let us know your travel plans. We offer luxury food and wine tours for private groups of minimum 2 guests. All of our private, chauffeured tours are available year round upon request.

Contact us for your personalized quote!
Cellar Tours Private Luxury Food & Wine Tours

Cellar Tours

Cellar Tours is a Luxury Travel Specialist, operating since 2003 and offering exclusive Mercedes chauffeured Gourmet Vacations in Chile, France, Italy, Ireland, Portugal, South Africa, and Spain. We specialize in luxurious custom designed vacations, events and incentives related to food and wine. We are proud members of Slow Food, UNAV (Travel Agency Association in Spain), and the IACP (International Association of Culinary Professionals).

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