Private Tours & Trips in Alentejo

Get private luggage transfers and personalized accommodations on this independent walk from Vila Nova de Milfontes to São Luís for groups of 1-30 people. Customize your dates between January and November 2026, with transfers available from Faro to start your coastal journey.

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.

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.

Cycle 300 km along Portugal's Atlantic coast with personalized GPS routes and luggage transfers between 3- and 4-star hotels. Ride through Arrábida and Costa Vicentina nature parks at your own pace, with ferry crossings from Lisbon to Seixal and Setúbal to Tróia included on your way to Cape St. Vincent.

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.

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.

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.

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.