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Private Tours & Trips in Alentejo
Private Tours & Trips in Alentejo

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.

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1 Adult2 Adults, 1 Child2 Children

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AdultsAges 18 or above

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  1. Portugal - Castles and Wine 8 DaysMap of Portugal - Castles and Wine 8 Days
    Bicycle

    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
    DestinationsArraiolos, Evora, Monsaraz, Vila Vicosa, Estremoz
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,551
    View tour
  2. Portugal's diversity - 3-Region Tour 8 DaysMap of Portugal's diversity - 3-Region Tour 8 Days
    Bicycle

    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
    DestinationsAlvados, Evora, Santiago do Cacém, Vila Nova de Milfontes
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$3,032
    View tour
  3. Alentejo Vineyards & Alqueva Lake Road 9 DaysMap of Alentejo Vineyards & Alqueva Lake Road 9 Days
    Bicycle
    Duration 9 days
    DestinationsEstremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$2,064
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  4. Portugal individual - in the golden Land of Alentejo 7 DaysMap of Portugal individual - in the golden Land of Alentejo 7 Days
    Bicycle

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

    From

    US$1,668
    View tour
  5. Costa Vicentina Natural Park Hike Tour 8 DaysMap of Costa Vicentina Natural Park Hike Tour 8 Days
    Hiking & Trekking

    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
    DestinationsVila Nova de Milfontes, Porto Covo, Almograve, Zambujeira, Odeceixe, Aljezur, Arrifana
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$875
    View tour
  6. Alentejo Vineyards Road 7 DaysMap of Alentejo Vineyards Road 7 Days
    Bicycle
    Duration 7 days
    DestinationsLisbon, Estremoz, Vila Vicosa, Redondo, Evora, Arraiolos
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,668
    View tour
  7. The walk of the historical Alentejo (7 days)Map of The walk of the historical Alentejo (7 days)
    Hiking & Trekking

    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
    DestinationsFaro, Castelo De Vide, Marvao, Portagem, Lisbon
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,557
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  8. The Fishermen's Trail - Rota Vicentina 7 DaysMap of The Fishermen's Trail - Rota Vicentina 7 Days
    Hiking & Trekking

    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
    DestinationsLisbon, Vila Nova de Milfontes, Porto Covo, Almograve, Touril, Brejão, Odeceixe
    Age Range Ages 16+
    Operated in Only: German
    OperatorASI Reisen

    From

    US$1,691
    View tour
  9. Rota Vicentina & Alentejo 8 DaysMap of Rota Vicentina & Alentejo 8 Days
    Hiking & Trekking

    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
    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$874
    View tour
  10. Costa Vicentina: Natural Park self-guided hike tourMap of Costa Vicentina: Natural Park self-guided hike tour
    Hiking & Trekking

    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
    DestinationsVila Nova de Milfontes, Porto Covo, Almograve, Zambujeira, Odeceixe, Aljezur
    Age Range Ages 16+
    Operated in English, Portuguese, Spanish
    OperatorAuthentic Trails

    From

    US$2,216
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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