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Alentejo Tours & Trips
Alentejo Tours & Trips

Alentejo Tours & Trips

Ever travelled south from Lisbon into quieter parts of Portugal? Alfama’s steep, narrow streets give way to the open land of the Alentejo. Cork oaks, small vineyards, and coastal towns shape places like Troia, Santo André, Sines, and the Costa Vicentina. Fishing, farming, and local drinks like Medronho are still part of daily life here.

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  • Choose from 24 Alentejo tours
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  • CONSTANCEtraveled in October4.5
    Lots of good food, drink and company guided by a very capable and nice guy. Met all expectations.
    Portugal Real Food Adventure
  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

    US$4,020
    View tour
  2. Portugal Real Food AdventureMap of Portugal Real Food Adventure
    Food & Wine
    Duration 7 days
    DestinationsPorto, Quinta da Pacheca, Marvao, Castelo De Vide, Evora, Lisbon
    Age Range Ages 15+
    OperatorIntrepid Travel

    From $3,740

    15% Off
    US$3,179
    +$2 local payments
    View tour
  3. AlentejoMap of Alentejo
    City & Culture

    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

    15% Off
    US$1,547
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  4. Signature Portugal | Alentejo's Land & LegacyMap of Signature Portugal | Alentejo's Land & Legacy
    City & Culture

    See the Chapel of Bones and Roman temples in UNESCO-listed Évora, then taste biodynamic wines with vintner João Tique and try vinho de talha aged in clay amphorae at Vila de Frades. Meet the Flores sisters preserving UNESCO-listed clay doll traditions in Estremoz, tour the Renaissance Ducal Palace, and check out Roman ruins at São Cucufate.

    Duration 8 days
    DestinationsLisbon, Arraiolos, Vila Vicosa, Estremoz, Evora, Monsaraz
    Age Range Ages 18+
    OperatorExodus Adventure Travels

    From

    15% Off
    US$7,945
    View tour
  5. Guided Cycle Tour: The Castles and Beaches of Portugal 8 DaysMap of Guided Cycle Tour: The Castles and Beaches of Portugal 8 Days
    Bicycle
    Duration 8 days
    DestinationsLisbon, Estremoz, Vila Vicosa, Monsaraz, Reguengos de Monsaraz, Evora, Santo André, Santiago do Cacém, Porto Covo, Southwest Alentejo and Vicentine Coast Natural ParkSee all destinations
    Age Range Ages 16+
    OperatorASI Reisen

    From

    15% Off
    US$6,571
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  6. Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 DaysMap of Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
    Bicycle
    Duration 9 days
    DestinationsEstremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos
    Age Range Ages 16+
    OperatorASI Reisen

    From

    15% Off
    US$2,042
    View tour
  7. Guided Cycle Tour - Along Portugal's Vicentina Coast 8 DaysMap of Guided Cycle Tour - Along Portugal's Vicentina Coast 8 Days
    Bicycle
    Duration 8 days
    DestinationsSesimbra, Setubal, Santo André, Santiago do Cacém, Porto Covo, Southwest Alentejo and Vicentine Coast Natural Park, Vila Nova de Milfontes, Zambujeira, Almograve
    Age Range Ages 16+
    OperatorASI Reisen

    From

    15% Off
    US$5,596
    View tour
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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