We are open today until 6:30 pm. Call 020 7664 2268
Medieval castle in Marvao, Alentejo, Portugal

Undiscovered Alentejo: Vineyards, beaches & ancient cities

11-day tailor-made self-drive from £2,625 pp incl. flights

Summary

Short description

A captivating road trip unveiling the heritage of one of Portugal's less-visited regions

Highlights

  • Journey back in time as you explore the whitewashed streets and UNESCO World Heritage of Évora
  • Immerse yourself in the world of biodynamic viticulture with the chance to make your own wine
  • Opt for a sunset hot-air balloon ride at L'AND Vineyards
  • Stay in a series of traditional wine estates
  • Wrap up your holiday by relaxing on the pristine sands of the Alentejo coast

In Brief

  • 2 Nights Montemor-o-Novo
  • 2 Nights Elvas
  • 2 Nights Evora
  • 2 Nights Albernoa
  • 2 Nights Comporta

About

Recommended for:
Food & wine | History & culture | Self-drive

Beginning in Lisbon, this curated self-drive whisks you away to Portugal's beautiful Alentejo, a land brimming with ancient history and captivating landscapes. The journey begins east of the capital as you drive into the heart of the countryside towards a picturesque winemaking region where you will delve into the world of biodynamic viticulture and sample delectable regional cuisine. Then, travel back in time as you explore the fortified city of Elvas – a UNESCO World Heritage Site – and the well-preserved medieval town of Évora. As you journey south, the rolling plains of Alentejo give way to the pristine coastline, where you can soak up the sun, indulge in pampering spa treatments, or simply savour the serenity of this unspoiled paradise. In between explorations, unwind amidst the elegant comfort of meticulously chosen accommodations, some housed in beautifully restored historical buildings.

Day by day itinerary

Day 1
Fly to Lisbon

After included airport lounge access, fly direct to Lisbon and pick up your rental car on arrival. The journey begins as you head east towards the Alentejo region and your home for the next two nights. The enchanting L'AND Vineyards is an exclusive retreat set on a gentle south-facing valley in Montemor-o-Novo, starring vineyards, oak and olive orchards, alongside contemporary luxury and tastefully designed accommodation. Check in and settle into your chosen suite or villa, each with privileged views of the vineyard, gardens or the lake and village castle. Relish a gastronomic treat at the Mapa Restaurant this evening, with dishes showcasing the excellent local produce and expressing modern Portuguese delicacies.

Stay: L’AND Vineyards, Montemor-o-Novo, Alentejo (Deluxe)

Day 2
Wines & World Heritage Sites

Enjoy your breakfast while taking in the scenic views of the surrounding vineyards and gardens. Then, for the rest of the day you're invited to explore the traditions and heritage of the region through a selection of optional activities. Why not immerse yourself in history and culture with guided tours of Évora and its UNESCO World Heritage Sites, as well as other captivating cities in the area? Wine enthusiasts will also be in their element with the option to learn about grape varieties and production at the resort cellar, participate in guided wine tastings, discover the principles of biodynamic winemaking, and even create your own personalised wine. If you're looking for a more relaxing day, the hotel offers a variety of wellness facilities including a spa, swimming pool and serene outdoor spaces. For a truly breathtaking experience, soar above the undulating plains in a hot-air balloon, enjoying panoramic views as the sun sets.

Stay: L’AND Vineyards, Montemor-o-Novo, Alentejo (Deluxe)

Meals: B

Days 3-4
Elvas: Castles & forts

Travel to the north-eastern point of the Alentejo region today, as you stay in the Torre de Palma wine hotel, near to the historically fortified city of Elvas. Dating back to 1338, the remains of the ancient house were restored in 2014 to provide a unique and atmospheric stay. Over the next two days, explore nearby Elvas, relax with your desired spa treatments or choose from a number of the hotel's wine-inspired tastings and courses.

Away from the hotel's grounds, Elvas' historic fortifications, once crucial for defence, have been beautifully preserved and now serve as a popular tourist attraction. Visitors can stroll along the city walls, explore the ancient castle and enjoy panoramic views of the surrounding countryside. The town's proximity to Spain is evident from the glimpse of Badajoz, the nearest Spanish city, visible from the castle's heights.

Stay: Torre de Palma Wine Hotel

Meals: B

Days 5-6
Évora: In the footsteps of Romans & royals

After breakfast, head south to the historic city of Évora and settle in for a stay at the historic Convento do Espinheiro, a mere 2 kilometres from the city's vibrant centre. Nestled within 23 acres of jaw-dropping countryside, this exquisite hotel offers quintessential Alentejo charm. The recent renovation has transformed this 15th-century convent while preserving elements of its timeless character. Visit the historic convent's Gothic cistern, now transformed into a wine bar or take a refreshing dip in the hotel's inviting pool. 

During your stay, opt to explore nearby Évora on foot, wandering through its whitewashed streets and letting its historic monuments tell stories of this ancient city. The tranquil atmosphere and welcoming locals make it easy to understand why Évora, dating back to Roman times, was chosen as a royal residence by Portuguese kings in the 15th century. This royal patronage contributed to its cultural significance and development. Évora's well-preserved 16th- to 18th-century urban centre and rich history led to its recognition as a UNESCO World Heritage Site.

Stay: Convento do Espinheiro

Meals: B

Days 7-8
Malhadinha estate & Beja

Today's drive takes you south, through rolling plains, verdant vineyards, olive plantations and golden wheat fields, towards the secluded haven of Malhadinha Nova, a stunning Relais & Châteaux estate in the heart of Alentejo. Once a working farm, it has been transformed into a luxurious retreat that celebrates both its rural heritage and modern design. Settle into your modern, exclusive room, suite or villa before an afternoon spent unwinding by the gorgeous infinity pool, indulging in a rejuvenating spa treatment, or exploring the estate's extensive grounds on horseback. Malhadinha Nova is renowned for its exceptional wines, particularly its reds. The estate's vineyards, bathed in the warm Alentejo sun, produce grapes that are rich in flavour and complexity. The signature red, Malhadinha, is a powerful and elegant wine, with notes of dark fruit, spice, and oak. It's a perfect pairing for the gourmet dinners served at its namesake Michelin-starred restaurant, where the flavours of the Alentejo are celebrated.

Beyond the estate's walls, a world of cultural and historical treasures awaits. Beja, a charming city steeped in history, is a delightful day trip. Discover a blend of Roman, medieval and Moorish influences, visiting the impressively formidable Castelo de Menagem or the Gothic cathedral, Sé de Beja. For a taste of local life, head to the Mercado Municipal de Beja. This bustling market is a feast for the senses, with stalls overflowing with fresh produce, local delicacies and handcrafted goods. Back at the estate, guided tours of the vineyards and winery are available, with the chance to learn about the winemaking process from grape to glass.

Stay: Malhadinha Nova, Alentejo (Deluxe)

Meals: B

Days 9-10
Wild sand beaches of Alentejo

Following breakfast, depart from the estate, this time heading back north towards the Atlantic coast as you marvel at the vast, open landscapes, characterised by cork oak trees and olive groves. Your final stop is Sublime Comporta – a stylish retreat tucked away amidst the pristine dunes and pine forests of the Alentejo coast. Check into your luxurious accommodation before soaking up the sun by the infinity pool. Just seconds from one of Portugal's best beaches, it is perfectly placed for leisurely strolls along its pristine golden sands. With options of private yoga sessions or thrilling water sports adventures such as surfing, paddle boarding or kayaking, there's plenty of time to let your hair down. Conclude the day with a romantic dinner at the hotel's fine-dining restaurant, indulging in gourmet cuisine paired with local wines. Expect razor clams and oysters and catches of the day garnished with herbs from the hotel’s vegetable garden. On your second day, explore the stunning coastal landscapes on horseback, guided by expert equestrians and perhaps pamper yourself with a relaxing spa treatment, such as a massage or facial, at the hotel's luxurious spa.

Stay: Sublime Comporta, Grândola (Superior)

Meals: B

Day 11
Back to the UK

Wake up to the sound of the waves as you enjoy a final breakfast at the Sublime Comporta. Then, check out and drive towards Lisbon Airport, taking in the Portuguese countryside one last time. Arrive at the airport with ample time to drop off your car and check in for your flight back to the UK.

Meals: B

Map

Pricing

Any element of this itinerary can be adjusted to suit your needs. Just contact us to find out more.

Accommodation rating: Superior

11-day tailor-made self-drive
from £2,625 pp incl. flights

Deluxe

Apr / Oct

from £2,625 pp. incl. flights

May / Sep

from £2,750 pp. incl. flights

Jun / Jul / Aug

from £2,875 pp. incl. flights

Includes

  • Complimentary UK airport departure lounge access
  • Return flights between UK and Lisbon
  • 11 days car hire
  • 10 nights accommodation on a BB basis

Upgrades to half board and higher room types available on request, please ask your Wexas consultant for details

Optional extras

L'AND vineyards

At the time of booking, Wexas can arrange for the following experiences:

Wine making

Learn about the Alentejo wine grape varieties and create your own personalised wine in the hotel's winery, using Alicante, Touriga Franca, Touriga Nacional and Syrah.

Wine Tastings & Tours

Visit the winery and cellar and discover L´and and Alentejo wines with several alternative wine tastings.

L'AND Picnic

The hotel’s wicker hampers have everything guests need for an afternoon picnic. The spread includes a regional charcuterie and cheese platter, a bitesize signature dish and finger sandwiches.

Stargazing

Go star gazing in a protected area which is internationally certified as a Dark Sky Reserve.



Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

Meet our experts

Speak to a tailor-made specialist on 020 7664 2268

Meet the team

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7664 2268 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 50 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ATOL & ABTOT protected