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
- The Villages of Alentejo
- Guided Cycle Tour - Along Portugal's Vicentina Coast 8 Days
- Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
- Portugal - Discover the Alentejo Region on Hidden Trails by Gravel Bike 7 Days
- Guided Cycle Tour: The Castles and Beaches of Portugal 8 Days
- Portugal - Cycling Tour Through the Vineyards 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$4,150
Portugal Real Food Adventure
“There was a good balance of time with the group and alone time.”
Brenda, 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
- US$3,740
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$1,500
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
- US$8,210
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$5,037
Duration 8 days Destinations Sesimbra, Arrabida Natural Park, Setubal, Grândola, Santiago do Cacém, Southwest Alentejo and Vicentine Coast Natural Park, Porto Covo, Vila Nova de Milfontes, Almograve, Lisbon Age Range Ages 16+ Operator ASI Reisen From
- US$6,224
Duration 9 days Destinations Estremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos Age Range Ages 16+ Operator ASI Reisen From
- US$1,981
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