Portugal lisbon tram chris bladon
Portugal alentejo rota vicentina odeceixe zambujeira 3
Spain seville giralda cathedral chris bladon pura
Spain andalucia aracena pigs dehesa c jarcosa

Great Road Trips: Southern Spain & Portugal

Cities of flamenco, fado and Moorish monuments combine with landscapes of bays, forests and olive groves on this scenic journey across Iberia's sunny south.

Travel a grandly picturesque sweep through some of Europe's richest history, most colourful cultures and tastiest food. This driving holiday unlocks the Iberian Peninsula's beautiful south, balancing time spent with our local guides and days for you to explore independently, always with our insights helping you make the most of your time.

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Portugal lisbon viewpoint night chris bladon

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Day 1 - Settle in and start to explore Lisbon

Your holiday begins in the photogenic city of Lisbon. Settle into your boutique hotel and as you begin to explore, you might like to walk up to Saõ Pedro Mirador for a wonderful sunset view.
Portugal lisbon belem pasteis de nata c diego

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Day 2 - Unlock Lisbon´s neighborhoods with your guide

Lisbon's barrios each have their own distinct charm and stories, revealed on a relaxed morning walk with your guide. The balance of the day is yours to explore and watch fado with locals.
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Day 3 - Follow the river into the Alentejo

Your first drive traces the Tagus River east into the Alentejo. Stop for lunch in a picturesque town and settle into your new hilltop base at Marvão, with wide views towards the Spanish border.
Portugal alentejo monsaraz hike view

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Day 4 - Discover the landscapes of the Alentejo

The Alentejo landscape is a romantic patchwork of great cork oak forests, open plains, small olive groves and sunny vineyards. Explore it all along cobbled walking paths or quiet backroads.
Spain rioja grapes chris bladon

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Day 5 - Take the slow road south

Today's drive takes you south to Évora, capital of the Alentejo. En route visit Monsaraz to enjoy its quiet streets, wide panoramic views and the surrounding wineries, some of the Alentejo's best.
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Day 6 - Immerse yourself in the story of Évora

Évora is steeped in history, from Romans to Moors to Christians, unlocked today on a relaxed tour with your guide. Later visit a cork harvester and one of Europe's largest megalithic monuments.
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Day 7 - Settle into a farmhouse B&B on the coast

Completing your journey across the Alentejo, you'll arrive on the beautifully wild and unspoilt Costa Vicentina. Settle in for dinner at Angela and Luis' lovely B&B, washed over by sea breezes.

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