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Landscape with Poppies, Alentejo
Lisboa from the Tagus river, Portugal
Yellow Tram, Lisboa, Portugal
Jeronimos Monastery, Lisboa, Portugal
Castelo Sao Jorge from Santa Justa elevator, Lisboa
Torre Belém, Lisboa, Portugal
Palacio da Pena, Sintra, Portugal
Bifana sandwich, Lisboa, Portugal
Cascais, near Lisboa, Portugal
Costa Vicentina, Alentejo
Praia de Samoqueira, Parque Nacional de la Costa Vicentina, Portugal
Fresh fish and seafood
Zambujeira do Mar, Portugal
Rota Vicentina, Vilanova de Milfontes, Portugal
Codfish, Portugal
Alqueva Reservoir from Monsaraz, Alentejo
Roman Temple in Évora, Alentejo, Portugal
Évora Cathedral, Alentejo, Portugal
Paleolithic Stone Circles, Évora, Alentejo
Vineyards in Estremoz, Alentejo, Portugal
Bulwark Fortress, Elvas, Alentejo
Food and Wine, Portugal
Marvao, Alentejo
Castelo de Vide, Alentejo
Photo of Landscape with Poppies, Alentejo
Photo of Lisboa from the Tagus river, Portugal
Photo of a yellow tram, Lisboa, Portugal
Photo of Jeronimos Monastery, Lisboa, Portugal
Photo of Castelo Sao Jorge from Santa Justa elevator, Lisboa

Discover the Alentejo

Uncover Portugal´s Alentejo region - PO19

Central and Southern Portugal Fly-drive
11 Nights From £1,450
Enquire Now
Heritage tours
Wine tours
Tour Highlights

  • Vibrant, historic Lisboa and monumental Sintra

  • Vila Nova de Milfontes on the Costa Vicentina

  • Moura with its well preserved Moorish quarter

  • Historic Evora and the glittering marble towns

  • World class wines and gastronomy to match

  • Immense Alqueva reservoir, Europe’s largest

  • Fascinating medieval towns of Beja, Mertola and Serpa

  • Stunning hilltop fortress towns of Monsaraz, Marvao and Castelo de Vide

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11 Nights From £1,450
Enquire Now

Overview

Discover the delights of Portugal’s alluring Alentejo: a land of wine and bread, of simplicity, tradition, light and colour – vast golden plains, olive groves, vines and cork forests, gently rolling hillsides and serras and a spectacular rugged coastline with pristine Altlantic beaches.

Tour Highlights

  • Vibrant, historic Lisboa and monumental Sintra

  • Vila Nova de Milfontes on the Costa Vicentina

  • Moura with its well preserved Moorish quarter

  • Historic Evora and the glittering marble towns

  • World class wines and gastronomy to match

  • Immense Alqueva reservoir, Europe’s largest

  • Fascinating medieval towns of Beja, Mertola and Serpa

  • Stunning hilltop fortress towns of Monsaraz, Marvao and Castelo de Vide

Authentic, whitewashed villages, exquisite Moorish neighbourhoods, dazzling white marble towns, astonishing medieval cities, imposing hilltop fortresses, Palaeolithic carvings and megaliths, Roman ruins and fortifications.. Culture, art and history from north to south, east to west – the Alentejo has it all!

Rich in local handicrafts from pottery to tapestries, colourful country markets, delicious, traditional cuisine and excellent, regional wines, the magnificent birdsong at dawn and at dusk, will leave you entranced! And the proud, yet warm and welcoming people will quickly win your hearts.

Holiday Code: PO19

Itinerary

Days 3 to 5- Costa Vicentina

  • Go beach-hopping - Almograve, Malhao, Zambujeira

  • Hike along or cycle the Rota Vicentina 'Fishermans Way'

  • Visit the picturesque seaside town village of Vila Nova de Milfontes

  • Locally caught fish & seafood - and delicious bread!

  • Explore the National Park of Sudoeste Alentejano e Costa Vicentina

  • Surf, kayak, dive or just relax in and around the estuary

Days 3 to 5 - Costa Vicentina
Days 6 & 7- Baixo Alentejo

  • Moura, its Moorish quarter, ancient castle, delightful gardens and olive oil museum..

  • Beja, capital of the Baixo Alentejo at the heart of the Golden Plain on the map since the Iron Age

  • Medieval Mertola, set high above the Rio Guadiana, an 'open-air museum'

  • Serpa, famed for its sheep's cheese and its locals' love of food!

  • Mourao and the immense Alqueva reservoir

  • Feast at friendly, family run restaurants

Days 6 & 7 - Baixo Alentejo
Day 8 & 9- Alentejo Central, Évora

  • World Heritage Évora, Roman ruins, medieval walls

  • Alentejo wines, Portugal’s finest

  • Hilltop fortress town of Monsaraz and nearby wine centre Reguengos

  • Pottery towns among the vines El Corval and Redondo

  • “Marble towns” of Borba, Vila Viçosa and Estremoz

  • World Heritage Elvas with its magnificent Roman aqueduct

Day 8 & 9 - Alentejo Central, Évora
Days 10 & 11- Alto Alentejo, Serra de San Mamede

  • Hilltop fortress towns of Marvao and Castelo Vide

  • "Cidade de Ammaia" Roman museum

  • Ancient megaliths Including the oldest in the Peninsula

  • Portalegre, with its faded baroque mansions, cathedral, castle and fantastic tapestry factory

  • Wonderful walking trails with ancient churches, fountains, megaliths and dolmens.

Days 10 & 11 - Alto Alentejo, Serra de San Mamede
& why not?

  • Return from Porto and stay in the city - you won´t regret it!

  • or add a stop in the Douro Valley - endless terraced vineyards!

  • Cross the border into Spain from either Baixo or Alto Alentejo

  • Add a stop in Batalha and discover Estremadura´s monumental monasteries

  • Extend your stay in Lisboa and visit nearby Sintra and Cascais

  • Call us to talk through all the options - we'd love to hear from you!

& why not?

Map

What's Included

  • Accommodation in our listed hotels – 2 sharing 1 standard double ensuite, B&B (unless specified)

  • Economy 4-door car hire (talk to us about upgrades)

  • Regional guide book to Portugal

  • Personal Travel App including highlights, weather forecast and restaurant suggestions for all areas en-route

  • Instructions to find all accommodation

What's Excluded

  • Flights – but we are able to advise

  • One-way car hire charges, where applicable (see your quote email)

  • The following car hire extras – these can be added at pick-up point

    • extra driver, child seats, GPS

  • Garage parking where applicable (mostly city stops) – please ask us about parking charges

  • Local tourist taxes (where applicable)

Travel Details

Getting There

A circular itinerary, this route is best enjoyed flying into Lisboa, which offers several direct connections with the UK and many other international destinations.

You can also fly via Faro in the Algarve or Porto in the North. Please ask for advice.

See your flight options in the table below:

PLEASE NOTE Flights are not included and some flights are seasonal.

Flight Options

Choose your preferred UK airport and then select from possible destinations to see airline providers.

Getting Around

For passengers travelling by air we will include a hire car as part of the package. Normally we include a 4 door economy class car but please let us know if you would like something different.

For those coming on the ferry you will use your own vehicle but in either case we will provide full instructions to arrive at each hotel, complete with GPS, as well as a map of the area.

Reviews

Travel Guides & Related Articles

Things to See and Do in Centro de Portugal

11 November 2025

Avoid problems with Holiday Car Rental – 9 tips to ensure smooth runnning

07 October 2025

Things to See and Do in Lisboa and Alto Alentejo

30 June 2025

Related Tours 

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From charming and vintage Lisboa passing through the lesser-known gems of the Alto Alentejo into Spain, enjoy the amazing Roman vestiges in the Portuguese city of Évora and neighbouring Spanish Mérida, once the provincial capital Emerita Augusta.
Once in Spain, take the opportunity to discover its least known province – Extremadura – with an immense wealth of truly unique experiences – historical, natural and gastronomical.
Explore the Sierra de Gredos and Salamanca and their splendid valleys before “jumping” into the Serra da Estrela mountains. End your trip by the sea in the spectacular Atlantic beaches of the Portuguese coast.
The full route takes fourteen days but you can do as little, or as much, as you like.

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  • Saõ Martinho do Porto a little pearl set on a string of surf washed Atlantic beaches
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  • Mérida, Roman Lusitania´s capital, is a must - you can now stay at its Parador!
  • or head north into the province of Salamanca - also under Roman rule
  • Call us to talk through all the options - we'd love to hear from you!

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  • Roman vestiges in Évora and Mérida
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Roman Amphitheatre, Merida, Extremadura

Lusitania Romana – Cross-border Tour

Madrid and Inland -
Food tours +1 more

  • Vibrant and vintage Lisboa

  • Roman vestiges in Évora and Mérida

  • Trujillo´s heritage; Monfrague National Park

  • Valleys of Ambroz & Jerte – natural beauties

  • Serra da Estrela, Portugal’s highest

  • World Heritage Batalha & Tomar

14 Nights
From
£1650 
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From the medieval delights of the Alto Alentejo to historic, granite-built Viseu, heart of the Dão, on to the vertiginous vineyards of the Douro Valley dotted with pristine white adegas and on to the verdant hills of the Minho in the far north – there’s so much to see along the way!
Finish with a small city-break in Porto, centre of Portugal’s wine trade built up over centuries and with a strong history of links with Britain.

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  • World Heritage Évora, Roman ruins, medieval walls
  • Alentejo wines, Portugal’s finest
  • Hilltop fortress towns of Monsaraz, Marvão and Castelo Vide
  • Pottery towns among the vines El Corval and Redondo
  • “Marble towns” of Vila Viçosa and Estremoz
  • World Heritage Elvas with its magnificent Roman aqueduct

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  • Grão Vasco museum, Portuguese Renaissance at its best
  • Viseu’s imposing granite-built Sé cathedral
  • Dão wine route, historic vineyards, velvety reds
  • Hike the Sierra de Caramulo and visit the Caramulo car museum

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  • Pinhao and its delightful train station, decorated with beautiful azulejos – tiles
  • Stunning Douro vineyards, the World’s oldest!
  • Picnic at the beauty spot of São Salvador do Mundo
  • Superb gastronomy in the atmospheric “adegas” taverns

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                                    [title] => Day 7 & 8 – Minho Costa
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  • Delightful Caminha and the fortress towns of Valença, Monção and Melgaço, dotted along the river Minho
  • Historic step in the Portuguese Santiago pilgrim way
  • Imposing Viana do Castelo with its long surfy windswept Atlantic coastline
  • Graceful Ponte de Lima with its Roman bridge
  • Sample the Vinho Verde wine and hearty local fare

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                                    [title] => Day 9 & 10 – Porto
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  • Ribeira, Porto’s fascinating historic centre, a World Heritage site
  • Cross the impressive Dom Luis I iron bridge to the Port Wine Lodges
  • Art for all from finest museums to simple galleries
  • Walk the lanes, sail the river, live and breathe Porto
  • Ferry to Afurada and the golden beach of Estrela

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                                    [title] => & why not?
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  • Stay at our central hotel in Lisboa before you start the adventure!
  • Add an interim stop in either Batalha or Coimbra
  • Cross the border and discover the Albariño wines in the Rias Bajas
  • or extend your stay at any of the stops - they are all worth it!
  • Call us to talk through all the options - we'd love to hear from you!

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  • Alto Alentejo - Historic Évora, potteries and vineyards
  • Viseu, granite-built centre of the Dão region
  • The stunning Douro Valley – the world’s oldest DOC
  • Minho – Viana, Ponte de Lima, Braga, Guimaraes
  • World class Port wines Douro and Vinho Verde
  • Porto’s wine lodges, Old Town and Ribeira

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                    [string] => * Indicative mid-season price for 10 nights (including car hire – flights not included) in our suggested hotels.
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Vineyards, Douro Valley

Wine Regions of Portugal Tour

Northern Portugal -
Food tours +1 more

  • Alto Alentejo - Historic Évora, potteries and vineyards

  • Viseu, granite-built centre of the Dão region

  • The stunning Douro Valley – the world’s oldest DOC

  • Minho – Viana, Ponte de Lima, Braga, Guimaraes

  • World class Port wines Douro and Vinho Verde

  • Porto’s wine lodges, Old Town and Ribeira

10 Nights
From
£1200 
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Marvel at the Monasteries in Batalha, Alcobaça and Tomar, the history of Lisboa in the Age of Discovery, the palaces and castles of Sintra and medieval Évora with its Roman ruins.
But it’s not all about old stones and history – here you’ll find fine wines and gastronomy, lively bars and cool cafes, ocean beaches and wonderful hiking…
The full route takes a week but you can do as little, or as much, as you like.

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  • Rossio square and train station
  • Skip out to Sintra, and the beaches of Cascais & Aldeia do Meco
  • Bar hop in Bairro Alto, dine in style in Chiado
  • Mosteiro dos Jerónimos – a Manueline delight

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  • Alentejo wines, Portugal’s finest
  • Hilltop fortress towns of Monsaraz, Marvão and Castelo Vide
  • Pottery towns among the vines El Corval and Redondo
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  • Saõ Martinho do Porto a little pearl set on a string of surf washed Atlantic beaches
  • The Convent at Tomar, delightful city of the Templars
  • Sierras de Aire y Candeeiros Nature Park – riddled with caves
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  • Cross the Spanish border and dip into Extremadura
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  • or explore the Serra de Sao Mamede in the Alto Alentejo
  • Ask about superior rooms or a larger rental car
  • Call us to talk through all the options - we'd love to hear from you!

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Roman Temple in Évora, Alentejo, Portugal

Lisboa, Alentejo & Estremadura

Central and Southern Portugal -
Heritage tours

  • Vibrant, historic Lisboa and monumental Sintra

  • Alto Alentejo - Évora, potteries and vineyards

  • World Heritage – Batalha, Alcobaça & Tomar

  • Atlantic beaches - Cascais, Peniche, Nazaré...

  • Delicious gastronomy and wonderful Alentejo wines

  • Hilltop fortress towns - Monsaraz, Marvão...

7 Nights
From
£1100
7 Nights From £1,450
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Can't find what you're looking for? Try one of these:

Heritage tours Wine tours Fly-drive Coastal Inland Mountains Central and Southern Portugal

Our Expert Touch

Our team of experts have over 35 years travel expertise in Spain & Portugal.

You’ll receive friendly, personal service from start to finish of the booking process.

Call and speak to Andy, Leonor or Antonio about your dream holiday in Spain & Portugal...

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Why choose Caminos

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About us

With 40+ years’ experience designing holidays in Spain & Portugal, our friendly, expert team offers personal service from booking to your return. While away, you’ll have ground support from local agents.

Every trip is tailored to your budget and needs.

Call us - we’d love to hear from you!

All about Us
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About our tours

Discover authentic Spain & Portugal, far from tourist crowds. Stay in charming, trusted places — from castles and palaces to rural guesthouses and Paradores.

Your pack includes maps, guidebook, and touring tips. Plus, our Vamos travel app keeps all your documents and guides in one place.

About the tours
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Peace of Mind

We’ve been a fully bonded UK tour operator since 1985, so your money and holiday are protected.


We’re also members of AITO (Association of Independent Tour Operators) — the hallmark of trusted, specialist holidays. Independent dispute resolution means you always travel with confidence.

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