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.
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- 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
- Journey to the wines, flavours and beauty of the Alentejo
- Alentejo
- The Villages of Alentejo
- Signature Portugal | Among the Whitewashed Hills
- Colors and Flavors of Alentejo
- Guided Cycle Tour: The Castles and Beaches of Portugal 8 Days
- Portugal - The villages of the Alentejo 9 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
- US$4,050
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 113km trek takes you from Porto Covo to Arrifana Beach over 6 stages with stays in 4-star hotels and guesthouses plus daily luggage transfers. Ages 16+ follow old paths past Praia de Amália, check out the working Odeceixe Mill at Serro da Igreja, and see Ribat da Arrifana's monastic fortress ruins while walking around 17km daily.
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$2,244
Start in Vila Nova de Milfontes with a boat ride through the Mira River, then have traditional seafood lunch in Almograve with fresh shrimp and clams. Hike past Capela de Nossa Senhora do Mar above the sea, watch for Egyptian mongooses and otters in coastal dunes, and finish in Sagres with 3 hotel and 3 guesthouse nights.
Duration 7 days Destinations Lisbon, Vila Nova de Milfontes, Almograve, Zambujeira, Aljezur, Sagres Age Range Ages 15+ Operator Intrepid Travel From
- US$1,820
See UNESCO-listed Évora's Temple of Diana before tasting legendary Pêra-Manca wines at Enoturismo Cartuxa. Walk the medieval castle walls of hilltop Monsaraz with views of Alqueva dam, then visit Herdade do Esporão for Alicante Bouschet tastings. Stay at eco-friendly Moov Hotel Évora in a converted bullring and Real Guest House in Costa de Caparica, just 600 meters from Praia do Tarquínio-Paraíso beach.
Duration 8 days Destinations Lisbon, Evora, Monsaraz, Estremoz, Moura, Beja, Sintra Age Range All Ages Welcome Operator Worldee From
- US$353
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
- US$1,524
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
- US$5,315
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, Evora, Monsaraz, Vila Vicosa, Estremoz Age Range Ages 18+ Operator Exodus Adventure Travels From
- US$11,575
