Switch to the app and book faster and easier!

tourradar.com
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 14 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.

Select Date

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
  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$1,497
    View tour
  2. 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, Faro, Vila Nova de Milfontes, Porto Covo, Longueira, Almograve, Touril, Zambujeira, Brejão, Odeceixe
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,626
    View tour
  3. Portugal - Castles and Beaches 8 DaysMap of Portugal - Castles and Beaches 8 Days
    Bicycle
    Duration 8 days
    DestinationsEstremoz, Vila Vicosa, Monsaraz, Reguengos de Monsaraz, Evora, Santo André, Santiago do Cacém, Porto Covo, Southwest Alentejo and Vicentine Coast Natural Park, Vila Nova de MilfontesSee all destinations
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$2,007
    View tour
  4. 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$841
    View tour
  5. 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$840
    View tour
  6. 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, Estremoz
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,491
    View tour
  7. 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, 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+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,850
    View tour
  8. Portugal individual - in the golden Land of Alentejo 7 DaysMap of Portugal individual - in the golden Land of Alentejo 7 Days
    Bicycle

    Navigate Alentejo on your own using a digital app while biking through Vila Viçosa's royal palaces, Redondo's wine country, and Évora's Roman temple. Stay at converted convents like Hotel Convento de São Paulo with luggage transfers handled, then finish in Lisbon with a walk along the Tagus and Fado music.

    Duration 7 days
    DestinationsLisbon, Estremoz, Vila Vicosa, Redondo, Evora
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,603
    View tour
  9. Portugal - Discover the Alentejo Region on Hidden Trails by Gravel Bike 7 DaysMap of Portugal - Discover the Alentejo Region on Hidden Trails by Gravel Bike 7 Days
    Bicycle
    Duration 7 days
    DestinationsArraiolos, Casa Branca, Alter do Chão Municipality, Crato, Castelo De Vide, Marvao
    Age Range Ages 16+
    OperatorASI Reisen

    From

    US$1,547
    View tour
  10. 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

    US$1,984
    View tour
Want to explore even more?

Adventure is better together

Share your stories, ask your questions, and fuel your wanderlust with a community of explorers.

Community Banner Thread

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