Private Tours & Trips in Alentejo
Enjoy the exclusivity of our Private Alentejo tours, tailored to your own group, preferences and pace with over 17 itineraries to choose from.
10 best private Alentejo tours
Compiled by

MelissaAlentejo travel expert at TourRadar
- Portugal - Castles and Wine 8 Days
- Portugal's diversity - 3-Region Tour 8 Days
- Alentejo Vineyards & Alqueva Lake Road 9 Days
- Portugal individual - in the golden Land of Alentejo 7 Days
- Costa Vicentina Natural Park Hike Tour 8 Days
- Alentejo Vineyards Road 7 Days
- The walk of the historical Alentejo (7 days)
- The Fishermen's Trail - Rota Vicentina 7 Days
- Rota Vicentina & Alentejo 8 Days
- Costa Vicentina: Natural Park self-guided hike tour
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, Vila Vicosa, Estremoz Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,551
Private accommodations and personalized transfers take you from Alvados through the UNESCO World Heritage city of Évora to coastal Vila Nova de Milfontes. Cycle solo or with your group of 2-14 through cork forests, vineyards, and the landscapes of SW Alentejano Natural Park. Luggage transport, 7 breakfasts, a souvenir cycling jersey, and optional e-bike rental for moderate terrain are all part of the package.
Duration 8 days Destinations Alvados, Evora, Santiago do Cacém, Vila Nova de Milfontes Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$3,032
Duration 9 days Destinations Estremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$2,064
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$1,668
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$875
Duration 7 days Destinations Lisbon, Estremoz, Vila Vicosa, Redondo, Evora, Arraiolos Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,668
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$1,557
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, Vila Nova de Milfontes, Porto Covo, Almograve, Touril, Brejão, Odeceixe Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,691
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$874
Costa Vicentina: Natural Park self-guided hike tour
1 Review by TourRadar travelers“The Costa Vicentina has some very picturesque little villages with very good food.”
Ludgero, traveled in May
This fully private trip includes personalized daily luggage transfers and custom airport pickups from Lisbon to Vila Nova de Milfontes. Accommodations range from 4-star hotels to charming guesthouses, with options to add private guides and support vehicles. Walk at your own pace using the Ride With GPS app, checking out hidden beaches like Praia de Amália and the 17th-century Vila Nova de Milfontes Fort.
Duration 8 days Destinations Vila Nova de Milfontes, Porto Covo, Almograve, Zambujeira, Odeceixe, Aljezur Age Range Ages 16+ Operated in English, Portuguese, Spanish Operator Authentic Trails From
- US$2,216





















