Private Tours & Trips in Alentejo
Enjoy the exclusivity of our Private Alentejo tours, tailored to your own group, preferences and pace with over 14 itineraries to choose from.
10 best private Alentejo tours
Compiled by

MelissaAlentejo travel expert at TourRadar
- Rota Vicentina & Alentejo 8 Days
- The Fishermen's Trail - Rota Vicentina 7 Days
- The walk of the historical Alentejo (7 days)
- Portugal - Leisurely Through the Alentejo 8 Days
- Portugal individual - in the golden Land of Alentejo 7 Days
- Costa Vicentina Natural Park Hike Tour 8 Days
- Portugal - Castles and Wine 8 Days
- Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
- Portugal - Discover the Alentejo Region on Hidden Trails by Gravel Bike 7 Days
- Portugal - Along the Vicentina Coast 8 Days
Trek the Atlantic coast from Vila Nova de Milfontes to Almograve with private luggage transfers and personalized GPS routes. Walk through nature reserves to Zambujeira do Mar, then inland to historic Odemira via São Teotónio's ancient paths, staying in fishing village accommodations with 24-hour support.
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$860
Walk 82 km along Portugal's coast privately with transfers from Lisbon or Faro and daily luggage transport. Trek at your own pace through Longueira beach's agricultural areas, Lapa das Pombas fishing port, and Cape Sardão's 1915 lighthouse, staying in Vila Nova de Milfontes throughout.
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$1,664
Walk through Alentejo's golden hills on this private trip with airport transfers from Lisbon and personalized routes between Castelo de Vide and Marvão. You'll tackle the circular trail from Galegos and wander Castelo de Vide's Jewish Quarter at your own pace, staying in handpicked hotels throughout.
Duration 7 days Destinations Faro, Castelo De Vide, Marvao, Portagem, Lisbon Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,532
Duration 8 days Destinations Evora, Reguengos de Monsaraz, Monsaraz, Estremoz Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$2,066
Bike through Alentejo privately with transfers from Lisbon and stays at exclusive pousadas like Pousada Convento de Vila Viçosa. You'll see Roman fortresses, Moorish palaces, and UNESCO-protected Évora's medieval streets, with luggage transfers and support included throughout your ride.
Duration 7 days Destinations Lisbon, Estremoz, Vila Vicosa, Redondo, Evora Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,642
Follow the Fishermen's Trail privately from Porto Covo to Arrifana with daily luggage transfers along jagged coastal paths. Stay 7 nights in comfortable accommodations with breakfast, walking through Odeceixe's river-meets-sea setting and checking out Aljezur's historic castle along the way.
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$861
Bike 250 km through Alentejo's marble triangle region on this private 8-day trip for 2-14 guests aged 16+. You'll see Vila Viçosa's fortified sanctuary with colorful lagoons and Arraiolos' Carpet Museum, staying in castles and monasteries with daily luggage transport and 24-hour support included.
Duration 8 days Destinations Arraiolos, Evora, Monsaraz, Estremoz Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,527
Duration 9 days Destinations Estremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos Age Range Ages 16+ Operator ASI Reisen From
- US$2,032
This private cycling tour offers personalized routes through Portugal's southwestern coast, winding through Estuário do Sado and the Sudoeste Alentejano natural parks. Pedal from Sesimbra's beaches through Santiago do Cacém's historic castle town to the Atlantic shores of Vila Nova de Milfontes. With a maximum group size of 14 and luggage transportation included, you'll have flexible pacing through vineyards, lagoons, and fishing villages while sampling fresh seafood and local Alentejo wines.
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$1,894





















