Alentejo Tours & Trips
Ever travelled south from Lisbon into quieter parts of Portugal? Alfama’s steep, narrow streets give way to the open land of the Alentejo. Cork oaks, small vineyards, and coastal towns shape places like Troia, Santo André, Sines, and the Costa Vicentina. Fishing, farming, and local drinks like Medronho are still part of daily life here.
- Choose from 25 Alentejo tours
- 13 verified reviews from TourRadar travelers
- 24/7 customer support
Lots of good food, drink and company guided by a very capable and nice guy. Met all expectations.
Portugal Real Food Adventure
The best Alentejo tour packages
Compiled by

MelissaAlentejo travel expert at TourRadar
- Lisbon to Algarve Ride
- Portugal Real Food Adventure
- Alentejo
- Signature Portugal | Alentejo's Land & Legacy
- Rota Vicentina & Alentejo
- Portugal - Cycle Tour Through the Wineries 7 Days
- Guided Cycle Tour: The Castles and Beaches of Portugal 8 Days
- Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
- Portugal - The villages of the Alentejo 9 Days
- Portugal - Discover the Alentejo Region on Hidden Trails by Gravel Bike 7 Days
Lisbon to Algarve Ride
“I found it a great way to experience rural and coastal parts of Portugal, while enjoying cycling through well paved roads, gravel, sand, and dirt tracks!”
Hemanth, traveled in March
The remarkable Rota Vicentina network reveals dramatic cliffs and hidden beaches. This cycling route connects traditional villages, local gastronomy, and pristine landscapes over 8 days. Carefully selected hotels complement Portugal's authentic coastal region.
Duration 8 days Destinations Lisbon, Setubal, Santo André, Vila Nova de Milfontes, Porto Covo, Vila do Bispo, Sagres Age Range Ages 16+ Operator Exodus Adventure Travels From
- US$3,900
Portugal Real Food Adventure
“The trip was a good mix of great food experiences, cities, country, history and culture.”
Kylie, traveled in May
Duration 7 days Destinations Porto, Quinta da Pacheca, Marvao, Castelo De Vide, Evora, Lisbon Age Range Ages 15+ Operator Intrepid Travel From $3,960
15% Off- US$3,366+$2 local payments
Rich heritage comes alive through UNESCO sites, traditional workshops, and wine estates. Three nights in Évora serve as a base for exploring surrounding medieval towns. Small groups of 8 maximum ensure personal attention at approx. $360 per day.
Duration 4 days Destinations Lisbon, Evora, Monsaraz, Reguengos de Monsaraz, Elvas, Estremoz Age Range Ages 11+ Operated in English, Portuguese, French, Spanish Operator Schultz Portugal From
15% Off- US$1,562
See the Chapel of Bones and Roman temples in UNESCO-listed Évora, then taste biodynamic wines with vintner João Tique and try vinho de talha aged in clay amphorae at Vila de Frades. Meet the Flores sisters preserving UNESCO-listed clay doll traditions in Estremoz, tour the Renaissance Ducal Palace, and check out Roman ruins at São Cucufate.
Duration 8 days Destinations Lisbon, Arraiolos, Vila Vicosa, Estremoz, Evora, Monsaraz Age Range Ages 18+ Operator Exodus Adventure Travels From
15% Off- US$7,495
Follow the Fishermen's Trail from Vila Nova de Milfontes to São Luís along Portugal's wild Atlantic coast. This 8-day trek covers 97 kilometers through Southwest Alentejo and Vicentina Coast Natural Park, where rugged cliffs meet hidden coves and traditional fishing villages.
Duration 8 days Destinations Vila Nova de Milfontes, Almograve, Zambujeira, Odeceixe, São Teotónio, Odemira, São Luís, Beja Age Range All Ages Welcome Operated in English, German Operator Eurohike From
15% Off- US$873
Duration 7 days Destinations Monsaraz, Vila Vicosa, Evora, Arraiolos Age Range Ages 16+ Operator ASI Reisen From
15% Off- US$2,157
Duration 8 days Destinations Lisbon, Estremoz, Vila Vicosa, Monsaraz, Reguengos de Monsaraz, Evora, Santo André, Santiago do Cacém, Porto Covo, Southwest Alentejo and Vicentine Coast Natural ParkSee all destinations Age Range Ages 16+ Operator ASI Reisen From
15% Off- US$6,605
















