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Self-Guided Tours & Trips in Alentejo
Self-Guided Tours & Trips in Alentejo

Self-Guided Tours & Trips in Alentejo

Explore a wide diversity of self-guided tours through Alentejo. We have 17 adventures that vary from 7 days to 9 days. With the greatest number of departures in October, this is also the most popular time of the year.

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2026

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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  1. The walk of the historical Alentejo (7 days)Map of The walk of the historical Alentejo (7 days)
    Hiking & Trekking

    Walk the 13th-century castle walls of Marvão on your own, taking in views across Serra de São Mamede from this medieval hilltop fortress. Trek through cork and chestnut forests from Castelo de Vide to Portagem, passing megalithic sites and traditional Alentejo villages along the way.

    Duration 7 days
    DestinationsFaro, Castelo De Vide, Marvao, Portagem, Lisbon
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,549
    View tour
  2. Alentejo Vineyards & Alqueva Lake Road 9 DaysMap of Alentejo Vineyards & Alqueva Lake Road 9 Days
    Bicycle
    Duration 9 days
    DestinationsEstremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$2,054
    View tour
  3. Portugal - Along the Vicentina Coast 8 DaysMap of Portugal - Along the Vicentina Coast 8 Days
    Bicycle

    Navigate independently through Portugal's southwestern coast, cycling from Sesimbra through Santiago do Cacém to Vila Nova de Milfontes with comprehensive navigation app guidance. Ride through the Lagoas de Santo André wetlands and along the Costa Vicentina cliffs, with luggage transported daily between accommodations. This self-guided cycling trip includes 7 breakfasts, basic tools, 24-hour telephone support, and opportunities to see fishing villages and sample regional wines at your leisure.

    Duration 8 days
    DestinationsSesimbra, Arrabida Natural Park, Setubal, Santiago do Cacém, Porto Covo, Vila Nova de Milfontes
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,914
    View tour
  4. Portugal - Castles and Wine 8 DaysMap of Portugal - Castles and Wine 8 Days
    Bicycle

    Pedal through Évora's UNESCO-listed historic center, checking out the 13th-century bone chapel and Europe's largest dolmen near Nossa Srª de Machede. Quiet back roads guide you through olive groves as you cycle 30-60 km daily, and there's a stop at Fita Preta winery in a 14th-century estate.

    Duration 8 days
    DestinationsArraiolos, Evora, Monsaraz, Vila Vicosa, Estremoz
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,543
    View tour
  5. Alentejo Vineyards Road 7 DaysMap of Alentejo Vineyards Road 7 Days
    Bicycle
    Duration 7 days
    DestinationsLisbon, Estremoz, Vila Vicosa, Redondo, Evora, Arraiolos
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,659
    View tour
  6. Rota Vicentina & Alentejo 8 DaysMap of Rota Vicentina & Alentejo 8 Days
    Hiking & Trekking

    Walk the Fishermen's Trail independently from Vila Nova de Milfontes to secluded beaches near Almograve and Zambujeira do Mar, following the Rota Vicentina coastal path. Trek through ancient cork oak forests from Odeceixe to São Teotónio, following historic shepherd paths inland.

    Duration 8 days
    DestinationsVila Nova de Milfontes, Almograve, Zambujeira, Odeceixe, São Teotónio, Odemira, São Luís, Beja
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$869
    View tour
  7. The Fishermen's Trail - Rota Vicentina 7 DaysMap of The Fishermen's Trail - Rota Vicentina 7 Days
    Hiking & Trekking

    Navigate the wild Alentejo coastline on your own with luggage transfers and a navigation app guiding you through Porto Covo's Pessegueiro island fortress and Aivados dunes to Malhão beach. Stay in comfortable spots including the Touril guesthouse while having regional sea bass dinners.

    Duration 7 days
    DestinationsLisbon, Vila Nova de Milfontes, Porto Covo, Almograve, Touril, Brejão, Odeceixe
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,682
    View tour
  8. Lisbon - Sagres: Along the Atlantic Coast 7 DaysMap of Lisbon - Sagres: Along the Atlantic Coast 7 Days
    Bicycle

    Navigate on your own using GPS data and a navigation app as you cycle through Arrábida Nature Park's rock formations and Costa Vicentina's beaches. The route has ferry trips across the Tagus River and Sado estuary, with luggage transfers between 3- and 4-star hotels as you cover 40 to 70 km daily.

    Duration 7 days
    DestinationsLisbon, Setubal, Sines, Vila Nova de Milfontes, Algarve, Sagres
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,136
    View tour
  9. Portugal's diversity - 3-Region Tour 8 DaysMap of Portugal's diversity - 3-Region Tour 8 Days
    Bicycle

    Check out Alvados, Évora, and Vila Nova de Milfontes at your own pace with detailed route instructions and a navigation app. Cycle independently through the famous carpet-making town of Arraiolos and along Alentejo's wine and cork routes. Stay in comfortable accommodations with luggage transported between each stop, plus a basic tool kit and 24-hour telephone support throughout.

    Duration 8 days
    DestinationsAlvados, Evora, Santiago do Cacém, Vila Nova de Milfontes
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$3,017
    View tour
  10. Costa Vicentina Natural Park Hike Tour 8 DaysMap of Costa Vicentina Natural Park Hike Tour 8 Days
    Hiking & Trekking

    Use digitized routes via app from Vila Nova de Milfontes to Arrifana Beach, independently seeing the Atlantic coast's cliffs and hidden coves. Daily luggage transfers support your trip through Porto Covo, Zambujeira do Mar, and Odeceixe's river confluence at your own rhythm.

    Duration 8 days
    DestinationsVila Nova de Milfontes, Porto Covo, Almograve, Zambujeira, Odeceixe, Aljezur, Arrifana
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$870
    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