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’ll 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 look fairly similar to what they looked like hundreds of years ago. Some of Portugal’s most famous wines are made in the Alentejo like Cortes de Cima, Herdade dos Coelheiros, Rothschild´s Quinta do Carmo, Mouchão and the pioneering Esporão. There are also a host of fantastic, newly launched wine estates, some of which are included on this wine tour such as Herdade da Malhadinha Nova, Quinta do Zambujeiro, Herdade dos Grous, and Monte Seis Reis.

This fabulous wine connoisseurs tour in the Alentejo has been designed for wine lovers also looking for luxury. You can look forward to superb wines, ultra charming hotels, and some great meals. From Lisbon you will travel east towards the beautiful Unesco heritage town of Évora, which will be your base for the tour. You’ll visit wineries studded around medieval Estremoz, a captivating hamlet with a castle and darling wine and pottery shops, completely trapped in time. Over the next few days, you’ll 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, Tina Caiada, Syrah, Cabernet Sauvignon, Arinto, Antão Vaz and Roupeiro.

Visit charming little villages like Monsaraz; tour Évora with a private art 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 decked out mansion). Upon returning to Lisbon for your last night you will have your farewell dinner at the mythical Tavares Rico restaurant- the finest restaurant in town in a gorgeous dining room dating back to the late 1700´s. If you are looking for an original destination off the beaten path, contact us for more information on this extraordinary wine tour of the Alentejo.

Tour Highlights:

  • VIP Wine Tasting Tours in Alentejo
  • Private guided walking tour of Évora
  • Luxurious & Historic Hotels
  • Private Driver & Mercedes
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Below is a suggested Day By Day Itinerary for your private Alentejo Wine Tour

Day One - Lisbon to Estremoz, Alentejo

Your fabulous hotel in Évora

Your fabulous hotel in Évora

This morning your private driver guide 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 at the Monte Seis Reis wine estate outside of historic Estremoz. You’ll enjoy a VIP tour and learn about the history behind the winery’s name “Six Kings (a story about five kings and one queen), and follow with a tasting of the best wines including the Monte Seis Reis Reserva. Head into the little hamlet of Estremoz next where lunch is waiting for you at a charming local restaurant decorated with clay wine amphora and bistro style checkered tablecloths.

Try the buttery, local Serpa cheese and cured wild boar ham (Presunto de Javali) followed by an Alentejo classic like “Lombo de porco com amêihoas” (delicious sautéed pork served with fresh cilantro, clams and piri-piri sauce). After lunch, you’ll have some free time to explore Estremoz on your own. Have a coffee or digestif at the stunning Pousada Rainha Santa Isabel, a majestic castle that 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, despite being forbidden by her husband. She founded orphanages and convents and is one of Portugal’s most cherished queens. Stroll through her wonderful palace, now transformed into a Pousada hotel.

In the afternoon, you’ll transfer to the tiny village of Igrejinha to visit the wild Herdade dos Coelheiros estate, run by the effervescently charming Teresa Leal. This extensive estate not only produces wines, but also walnuts and cork trees. Tour the property by 4X4, taking in the beautiful landscapes and finish with a tasting of their superb barrel fermented white wine (an elegant chardonnay, one of the best whites we have tasted in Portugal) and the powerful Tapada de Coelheiros Tinto Garrafeira (made with Cabernet Sauvignon & Aragonez and aged in new French oak for 12 months). Carry on to your luxurious hotel. Check in and relax, go for a walk on the beautiful grounds, have a spa treatment, etc. 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!

Overnight: 5* Luxury spa hotel, Évora

Meals Included: Lunch with wines, gourmet welcome dinner with wines

Transfers: Lisbon- Estremoz- Igrejinha- Évora

Day Two - Wine Tasting and Évora

Esporão Wine Estate

Esporão Wine Estate

Sleep in this morning, have a swim, play tennis or enjoy a spa treatment. In the late morning your driver will collect you and you will drive south east for about half an hour before arriving to Reguengos de Monsaraz to the splendid Esporão estate. This is one of the leading wineries in Portugal, making excellent wines, olive oils, and cheeses. Australian David Baverstock is their famous flying winemaker who makes many single varietal wines with native Portuguese grapes (a technique proven so successful in new world wines). You’ll have a private guided wine tour followed by a tasting of both wines and olive oils. Sit down to lunch next in their bright and airy restaurant, relax and enjoy the tasting menu planned for you.

Start with the Esporão Patês (olive and tuna) 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 wine, 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’ll be amazed how you find room for the “Sericaia” dessert (Regional cake made of cinnamon, lemon and eggs) accompanied by a fortified (“Licoroso”) red wine.

Visit the marvelous little whitewashed fortified village of Monsaraz where you’ll appreciate free time to go for a digestive walk, exploring the hamlet on your own. In the late afternoon, carry on to Évora where your private art guide will be waiting to take you on a guided walking tour of the main sights. You’ll visit the Templo Romano (2nd century Roman temple), the Igreja de São Francisco and the Capela dos Ossos (beautiful 16th century church with a macabre bone chapel) and stroll through the Jardim Público (the gardens that follow the fortifications of the church).

After the walking tour, you can spend some free time on your own in Évora, visiting wine shops, having a coffee, etc. At your leisure your driver will take you back to your wonderful hotel and the rest of the evening is yours.You can dine at the hotel’s upscale eatery or head into Évora by taxi for something more casual while still charming like Fialho. You can dine at the hotel’s upscale eatery or head into Évora by taxi for something more casual while still charming like Fialho. This restaurant serves authentic Alentejo dishes like duck rice, cod with shrimp and grilled pork. Look out for wines from top estates like Quinta do Carmo and Quinta do Mouro.

Overnight: 5* Luxury spa hotel, Évora

Meals Included in Price: Full breakfast, Tasting menu lunch with wines

Transfers: Évora- Reguengos do Monsaraz- Monsaraz- Évora

Day Three - Alentejo wine tours & back to Lisbon

Gourmet Dining in Alentejo

Fine dining in the Alentejo

Today is your last wine tasting tour of the Alentejo and you will head south towards Beja stopping first in the Herdade dos Grous estate. This German owned winery (who also own the luxury Vila Vita hotel in the Algarve) is one of the Alentejo´s up and coming stars. Their wine consultant is none other than the mythical Luis Duarte and the wines being produced here have turned heads in the international wine press. You’ll tour their lovely estate, also home to a scenic reservoir and olive groves, followed by a winery tour and tasting of their full range of wines. Taste their flagship white, made with a blend of Arinto, Roupeiro and Antão Vaz, sublime. Finish with a taste of the Herdade dos Grous 23 Barricas, their top of the line vino made with Touriga Nacional and Syrah.

Lunch is next at the Herdade da Malhadinha winery’s excellent restaurant, run by the talented chef Vitor Claro. Upon arrival to this nearby winery, you’ll sit down to their classy restaurant and enjoy a tasting menu paired with estate wines. After lunch, explore the property and cellar on a private tour and take a gift bottle away with you. Lisbon is next and is a longish drive, so sit back and relax,, enjoying the peaceful countryside. You’ll arrive to Lisbon´s gorgeous Lapa Palace hotel, check in and freshen up. You could have a swim, go for one of their exquisite spa treatments or sip on a port in their Orient Express-esque vintage bar. Tonight, as a special farewell treat, you will dine at Tavares Rico, Lisbon´s most exclusive and beautiful restaurant. Receive a special chef´s welcome, and dine on elegant Portuguese-French fare, paired with top wines.

Overnight: 5* Luxury spa hotel, Lisbon

Meals Included in Price: Full breakfast, Lunch with wines, gourmet farewell dinner with wines

Transfers: Évora- Albernoa- Lisbon- Dinner Transfer

Day Four - Depart from Lisbon

Romantic Évora

Romantic Évor

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

Meals Included in Price: Full breakfast

Transfers: Évora- Lisbon airport or hotel

What's Included:

  • Accommodation for 3 nights in luxurious 5* Hotel
  • Private Airport Transfers and all transfers as per the itinerary by luxury Mercedes E and English speaking chauffeur
  • Bottle of Portuguese wine in your room upon arrival
  • 3 Full breakfasts
  • Three high quality lunches with wines
  • Two exceptional dinners with tasting menus and paired wines
  • 5 Professional and VIP Wine Tasting Presentations with Winemakers/Owners/top staff in the Alentejo
  • Tastings of Cru Wines and Personalized Wine Sheets
  • Private guided walking tour of Évora
  • 1 keepsake itinerary with maps and ample information on Portugal, food and wine, and all locations visited
  • Gourmet Gift
  • All Local taxes

What's Not Included:

  • Flights
  • Meals and Drinks not Specified
  • Personal Expenses such as Telephone, Minibar, etc
  • Tips and Gratuities (Guides, Restaurants, etc)
  • Travel Insurance (Strongly recommended)
  • Cancellation Insurance


This is a SAMPLE TOUR ITINERARY. Please note that our private chauffeured luxury tours are totally customized to your needs and price varies according to the number of people in your group (please note tours require minimum 2 guests), specific suppliers included, number of services included,specific dates, transport type etc. Contact us today for more information and we would be delighted to get started on a tailor made detailed itinerary with pricing for you.

  • Final price depends on chosen style of accommodation and dining. Please contact us with your group size (minimum 2 guests, no maximum group size), travel dates and preferences and we will send you custom pricing.
  • Discounts available for larger groups
  • Please note that our tours are available upon demand for PRIVATE GROUPS and are not scheduled tours for mixed groups.

More Information:

All of our tours are available year round upon request for your private group of minimum 2 people. We organize unforgettable packages in Portugal that include wine and adventure touring. If you would like us to customize a private high-end tour of Portugal for you

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