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.
10 best self-guided Alentejo tours
Compiled by

MelissaAlentejo travel expert at TourRadar
- The walk of the historical Alentejo (7 days)
- The Fishermen's Trail - Rota Vicentina 7 Days
- Portugal - Castles and Beaches 8 Days
- Costa Vicentina Natural Park Hike Tour 8 Days
- Rota Vicentina & Alentejo 8 Days
- Portugal - Castles and Wine 8 Days
- Portugal - Along the Vicentina Coast 8 Days
- Portugal individual - in the golden Land of Alentejo 7 Days
- Portugal - Discover the Alentejo Region on Hidden Trails by Gravel Bike 7 Days
- Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
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 Destinations Faro, Castelo De Vide, Marvao, Portagem, Lisbon Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,497
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 Destinations Lisbon, Faro, Vila Nova de Milfontes, Porto Covo, Longueira, Almograve, Touril, Zambujeira, Brejão, Odeceixe Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,626
Duration 8 days Destinations Estremoz, 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 Operator ASI Reisen From
- US$2,007
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 Destinations Vila Nova de Milfontes, Porto Covo, Almograve, Zambujeira, Odeceixe, Aljezur, Arrifana Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$841
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 Destinations Vila Nova de Milfontes, Almograve, Zambujeira, Odeceixe, São Teotónio, Odemira, São Luís, Beja Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$840
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 Destinations Arraiolos, Evora, Monsaraz, Estremoz Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,491
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 Destinations Sesimbra, 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 Operator ASI Reisen From
- US$1,850
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 Destinations Lisbon, Estremoz, Vila Vicosa, Redondo, Evora Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,603
Duration 9 days Destinations Estremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos Age Range Ages 16+ Operator ASI Reisen From
- US$1,984





















