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Alentejo Tours & Trips
Alentejo Tours & Trips

Alentejo Tours & Trips

In Alentejo, wander through vast vineyards, savor bold wines, and explore medieval castles. Relish the hearty local cuisine and soak in the beauty of the cork oak forests. Relax on peaceful beaches and embrace the laid-back vibe of the region.

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1 Adult2 Adults, 1 Child2 Children

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AdultsAges 18 or above

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  • Choose from 25 Alentejo tours
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  • L

    Ludgero traveled in June, 2025

    5.0
    Perfect weather with beautiful beaches. The Costa Vicentina has some very picturesque little villages with very good food. Everything went very well. Mr António accompanied us on all the transfers in a very friendly way. We'll be back.
    Costa Vicentina: Natural Park self-guided hike tour
  1. Lisbon to Algarve RideMap of Lisbon to Algarve Ride
    Bicycle

    The remarkable Rota Vicentina network reveals dramatic cliffs and hidden beaches. This cycling route connects traditional villages, local gastronomy, and pristine landscapes over 8 days. Carefully selected hotels complement Portugal's authentic coastal region.

    Duration 8 days
    DestinationsLisbon, Setubal, Santo André, Vila Nova de Milfontes, Porto Covo, Vila do Bispo, Sagres
    Age Range Ages 16+
    OperatorExodus Adventure Travels

    From $4,048

    20% Off
    US$3,240
    You save $808
    View tour
  2. Costa Vicentina: Natural Park self-guided hike tourMap of Costa Vicentina: Natural Park self-guided hike tour
    Hiking & Trekking

    Trek through the Southwest Alentejo and Vicentine Coast Natural Park, staying in 4-star accommodations in Porto Covo, Almograve, Zambujeira do Mar, and Aljezur. The ruins of Ribat da Arrifana, Portugal's only monastic fortress, offer a glimpse into history before crossing the River Mira by boat or bridge with views of Mediterranean scrubland. Optional wine tastings at beach bars with sunset views and Medronho brandy distillery visits are available.

    Duration 8 days
    DestinationsVila Nova de Milfontes, Porto Covo, Almograve, Zambujeira, Odeceixe, Aljezur
    Age Range Ages 16+
    Operated in English, Portuguese, Spanish
    OperatorAuthentic Trails

    From

    20% Off
    US$2,229
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  3. Hike the Rota Vicentina in PortugalMap of Hike the Rota Vicentina in Portugal
    Hiking & Trekking

    Hike Portugal's legendary Rota Vicentina through Alentejo's sun-soaked coastline, walking 82 km over 5 days along the ancient Fisherman's Trail from Porto Covo to Sagres. Guesthouses in Vila Nova de Milfontes and Zambujeira do Mar serve as comfortable bases while checking out clifftops, hidden coves, and beaches like Praia das Furnas and Azenha do Mar. Fresh seafood in Almograve pairs nicely with a Mira River boat cruise before reaching Cabo de Sao Vicente, Europe's southwestern-most point.

    Duration 7 days
    DestinationsLisbon, Vila Nova de Milfontes, Almograve, Zambujeira, Aljezur, Sagres
    Age Range Ages 15+
    OperatorIntrepid Travel

    From $1,820

    20% Off
    US$1,456
    You save $364
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  4. Signature Portugal | Among the Whitewashed HillsMap of Signature Portugal | Among the Whitewashed Hills
    Explorer
    Duration 8 days
    DestinationsLisbon, Arraiolos, Evora, Monsaraz, Vila Vicosa, Estremoz
    Age Range Ages 18+
    OperatorExodus Adventure Travels

    From

    20% Off
    US$11,575
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  5. AlentejoMap of Alentejo
    Explorer

    Rich heritage comes alive through UNESCO sites, traditional workshops, and wine estates. Three nights in Évora serve as a base for exploring surrounding medieval towns. Small groups of 8 maximum ensure personal attention at approx. $360 per day.

    Duration 4 days
    DestinationsLisbon, Evora, Monsaraz, Reguengos de Monsaraz, Elvas, Estremoz
    Age Range Ages 11+
    Operated in English, Portuguese, French, Spanish
    OperatorSchultz Portugal

    From

    20% Off
    US$1,514
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  6. The Villages of AlentejoMap of The Villages of Alentejo
    In-depth Cultural

    Ancient stories unfold across 7 historic villages over 9 days. From Évora's Roman heritage to Monsaraz's hilltop views and Arraiolos's carpet crafts, authentic culture comes alive with included breakfasts for approx. $160 daily.

    Duration 9 days
    DestinationsLisbon, Evora, Monsaraz, Vila Vicosa, Estremoz, Elvas, Marvao, Castelo De Vide, Arraiolos
    Age Range Ages 18+
    Operated in English, Portuguese
    OperatorlevarTravel

    From

    20% Off
    US$5,280
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  7. Colors and Flavors of AlentejoMap of Colors and Flavors of Alentejo
    Explorer

    Cultural traditions flourish in Alentejo, from approx. $340 per day, including stays in historic Évora. Watch traditional pottery making, savor wine tasting at prestigious estates, and wander medieval villages with expert guides in groups of 8 or fewer.

    Duration 3 days
    DestinationsLisbon, Evora, Monsaraz, Reguengos de Monsaraz, Arrabida Natural Park
    Age Range Ages 11+
    Operated in English, Portuguese, French, Spanish
    OperatorSchultz Portugal

    From

    20% Off
    US$1,044
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  8. Rota Vicentina & AlentejoMap of Rota Vicentina & Alentejo
    Hiking & Trekking

    Walk 22km along the famous Fishermen's Trail from Vila Nova de Milfontes to São Luís, passing Praia do Carvalhal and Praia dos Machados on the wild Rota Vicentina coastline. Charming 3*** and 4**** accommodations include Monte da Galrixa country house near São Teotónio and Quinta do Chocalhinho Agroturismo in Odemira. This self-guided 8-day adventure takes you through ancient cork oak forests, across the scenic Ribeira do Torgal river valley, and into traditional Alentejo villages with breakfast included daily.

    Duration 8 days
    DestinationsVila Nova de Milfontes, Almograve, Zambujeira, Odeceixe, São Teotónio, Odemira, São Luís, Beja
    Age Range All Ages Welcome
    Operated in English, German
    OperatorEurohike

    From

    20% Off
    US$879
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  9. Portugal - The villages of the Alentejo 9 DaysMap of Portugal - The villages of the Alentejo 9 Days
    In-depth Cultural
    Duration 9 days
    DestinationsLisbon, Evora, Monsaraz, Estremoz, Elvas, Alter do Chão Municipality, Arraiolos
    Age Range Ages 16+
    OperatorASI Reisen

    From

    20% Off
    US$3,978
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  10. Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 DaysMap of Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
    Bicycle
    Duration 9 days
    DestinationsLisbon, Estremoz, Vila Vicosa, Monsaraz, Redondo, Evora
    Age Range Ages 16+
    OperatorASI Reisen

    From

    20% Off
    US$2,077
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec