Alentejo Tours & Trips
In Alentejo, wander through vast vineyards, savor bold wines, and explore medieval castles. Relish the hearty local cuisine and soak in the beauty of the cork oak forests. Relax on peaceful beaches and embrace the laid-back vibe of the region.
- Choose from 25 Alentejo tours
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Ludgero • traveled in June, 2025
Perfect weather with beautiful beaches. The Costa Vicentina has some very picturesque little villages with very good food. Everything went very well. Mr António accompanied us on all the transfers in a very friendly way. We'll be back.
Costa Vicentina: Natural Park self-guided hike tour
The best Alentejo tour packages
Compiled by

MelissaAlentejo travel expert at TourRadar
- Lisbon to Algarve Ride
- Costa Vicentina: Natural Park self-guided hike tour
- Hike the Rota Vicentina in Portugal
- Signature Portugal | Among the Whitewashed Hills
- Alentejo
- The Villages of Alentejo
- Colors and Flavors of Alentejo
- Rota Vicentina & Alentejo
- Portugal - The villages of the Alentejo 9 Days
- Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
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 $4,048
20% Off- US$3,240You save $808
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
Trek through the Southwest Alentejo and Vicentine Coast Natural Park, staying in 4-star accommodations in Porto Covo, Almograve, Zambujeira do Mar, and Aljezur. The ruins of Ribat da Arrifana, Portugal's only monastic fortress, offer a glimpse into history before crossing the River Mira by boat or bridge with views of Mediterranean scrubland. Optional wine tastings at beach bars with sunset views and Medronho brandy distillery visits are available.
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
20% Off- US$2,229
Hike Portugal's legendary Rota Vicentina through Alentejo's sun-soaked coastline, walking 82 km over 5 days along the ancient Fisherman's Trail from Porto Covo to Sagres. Guesthouses in Vila Nova de Milfontes and Zambujeira do Mar serve as comfortable bases while checking out clifftops, hidden coves, and beaches like Praia das Furnas and Azenha do Mar. Fresh seafood in Almograve pairs nicely with a Mira River boat cruise before reaching Cabo de Sao Vicente, Europe's southwestern-most point.
Duration 7 days Destinations Lisbon, Vila Nova de Milfontes, Almograve, Zambujeira, Aljezur, Sagres Age Range Ages 15+ Operator Intrepid Travel From $1,820
20% Off- US$1,456You save $364
Duration 8 days Destinations Lisbon, Arraiolos, Evora, Monsaraz, Vila Vicosa, Estremoz Age Range Ages 18+ Operator Exodus Adventure Travels From
20% Off- US$11,575
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
20% Off- US$1,514
Ancient stories unfold across 7 historic villages over 9 days. From Évora's Roman heritage to Monsaraz's hilltop views and Arraiolos's carpet crafts, authentic culture comes alive with included breakfasts for approx. $160 daily.
Duration 9 days Destinations Lisbon, Evora, Monsaraz, Vila Vicosa, Estremoz, Elvas, Marvao, Castelo De Vide, Arraiolos Age Range Ages 18+ Operated in English, Portuguese Operator levarTravel From
20% Off- US$5,280
Cultural traditions flourish in Alentejo, from approx. $340 per day, including stays in historic Évora. Watch traditional pottery making, savor wine tasting at prestigious estates, and wander medieval villages with expert guides in groups of 8 or fewer.
Duration 3 days Destinations Lisbon, Evora, Monsaraz, Reguengos de Monsaraz, Arrabida Natural Park Age Range Ages 11+ Operated in English, Portuguese, French, Spanish Operator Schultz Portugal From
20% Off- US$1,044
Walk 22km along the famous Fishermen's Trail from Vila Nova de Milfontes to São Luís, passing Praia do Carvalhal and Praia dos Machados on the wild Rota Vicentina coastline. Charming 3*** and 4**** accommodations include Monte da Galrixa country house near São Teotónio and Quinta do Chocalhinho Agroturismo in Odemira. This self-guided 8-day adventure takes you through ancient cork oak forests, across the scenic Ribeira do Torgal river valley, and into traditional Alentejo villages with breakfast included daily.
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
20% Off- US$879
Duration 9 days Destinations Lisbon, Evora, Monsaraz, Estremoz, Elvas, Alter do Chão Municipality, Arraiolos Age Range Ages 16+ Operator ASI Reisen From
20% Off- US$3,978
Duration 9 days Destinations Lisbon, Estremoz, Vila Vicosa, Monsaraz, Redondo, Evora Age Range Ages 16+ Operator ASI Reisen From
20% Off- US$2,077






















