Alentejo Holidays

Discover the old-world charms of the Alentejo with our walking holidays, road trips & tailor-made tours

Far from the tourist trail, to walk or drive through Alentejo is to see a truly authentic slice of Portugal. Our trips let you stroll through ancient forests and olive groves, wander along wild coast, and sleep in hilltop villages where life goes on much as it always has.

6 Trips

6 Trips

  • Portugal alentejo rota vicentina cliff hiker flowers c diego pura
    Portugal alentejo estremoz shutterstock
    montado landscape alentejo portugal
    Portugal alentejo cork oaks shutterstock
    alentejo evora fountain
    Portugal alentejo rota vicentina cliff trail sign
    Portugal alentejo rota vicentina wild beach 2
    alentejo vicentina zambujeira porto das barcas
    Portugal alentejo costa vicentina stork chicks pixabay
    Portugal alenjtejo view over herdade do touril c hotel
    Portugal alentejo costa vicentina zambujeira touril angela luis diego
    Estremoz market day southern Portugal
    Free Night in Lisbon!

    Alentejo's Rural Walks & Coastal Trails

    • Ancient trails
    • Friendly hosts
    • Stunning Atlantic coast
    From 
    £1,600pp
  • Portugal alentejo rota vicentina cliff hiker flowers c diego pura
    Portugal alentejo estremoz shutterstock
    montado landscape alentejo portugal
    Portugal alentejo cork oaks shutterstock
    alentejo evora fountain
    Portugal alentejo rota vicentina cliff trail sign
    Portugal alentejo rota vicentina wild beach 2
    alentejo vicentina zambujeira porto das barcas
    Portugal alentejo costa vicentina stork chicks pixabay
    Portugal alenjtejo view over herdade do touril c hotel
    Portugal alentejo costa vicentina zambujeira touril angela luis diego
    Estremoz market day southern Portugal
    21st May 2025

    Solo Travellers: Walking in Portugal's Alentejo

    • Like-minded guests
    • Room to yourself
    • Self-guided departure
    From 
    £1,990pp
  • wild beach on the costa vicentina
    view over lisbon's red roofs
    tram in morning sun in lisbon
    farmhouse b&b from above
    smiling guide in lisbon
    hiking past wildflowers on costa vicentina
    pasteis de nata in lisbon
    watching sunset on costa vicentina
    hiker looking over beach on costa vicentina

    Lisbon to Costa Vicentina Signature Drive

    • Lisbon like a local
    • Farmhouse B&B
    • Coastal hikes & wild beaches
    From 
    £1,500pp
  • roman temple evora
    aerial view of marvao
    tram in lisbon
    farmhouse b&b in costa vicentina from above
    hiking near monsaraz in alentejo
    hiking past wildflowers on the costa vicentina
    smiling guide in lisbon
    wine bottle in esporao winery
    Portugal alentejo cork oaks

    Lisbon, Alentejo & Costa Vicentina Signature Drive

    • Rural lifestyles
    • Golden wild beaches
    • Portuguese food & wine
    From 
    £2,200pp
  • traditional boat below Luis 1 bridge porto
    Swimming pool heraded do touril
    eating with paulo at quinta in the douro valley
    man sipping wine in douro valley
    marvao aerial view
    empty beach on costa vicentina
    pasteis de nata in lisbon
    grape harvesting with a small in the douro valley
    portuguese cod dish
    smiling guide in lisbon
    walking in streets of castelo de vide
    hiking in on the costa vicentina

    Portugal Signature Drive

    • City, coast & vines
    • Vibrant culture
    • Guided & independent discovery
    From 
    £3,200pp
  • Portugal alentejo estremoz shutterstock
    lisbon rooftops view
    orange tree frames seville giralda tower
    woman walking above beach on costa vicentina
    view over sierra de aracena from arias montano
    smiling guide in lisbon
    portugal coastal farmhouse b&b from above
    tapas dishes in seville
    man on donkey near aracena
    hiker walking past spring flowers on costa vicentina

    Southern Spain & Portugal Signature Drive

    • Beautiful walks
    • Sunny, slow travel
    • Packed with guided experiences
    From 
    £2,200pp

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Your Pura Aventura holidays

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Exceptional Holidays

Best-in-class holidays & service - is what our clients say they love about our trips, as noted in the highest possible 5* Feefo Platinum Award.

ATOL and ABTOT protected.

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Travel Positive

Travelling with one of the first UK travel companies to be certified B Corp means your holiday, according to Which?, meets "the highest standards of social and environmental performance".

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Beautifully Local

Holidays away from the crowds, crafted to give you a more authentic, local experience. Small-scale accommodation, exceptional guides & in-depth local knowledge.