Self-Guided Tours & Trips in Alentejo

Hike the famous Rota Vicentina Fishermen's Trail on your own, starting from Vila Nova de Milfontes and walking through coastal nature reserves to Almograve and Zambujeira do Mar. Head inland from Odeceixe through ancient cork oak forests to São Teotónio, then follow historic shepherd paths to Odemira and São Luís. Stay in handpicked 3*** and 4**** hotels and guesthouses with luggage transfers included, plus GPS data and a service hotline supporting your 8-day Alentejo adventure.

Cycle from Mora's megalithic landscapes to the thermal springs of Castelo de Vide over 8 days at your own pace. The marble village of Alter do Chão and the fortified castle of Marvão with its 360-degree views are key stops along the route. Traditional Portuguese handicrafts include hand-painted tiles in medieval town centers, which you'll see throughout the trip. Pre-loaded navigation and daily hotel-to-hotel luggage service handle the logistics for you. Ancient convents and local wineries offer flexible options for side visits, and arrival transfer from Lisbon is included.

Navigate the wild Alentejo coast independently using a digital navigation app, hiking from Porto Covo through fishing villages like Vila Nova de Milfontes and Almograve to Odeceixe. You'll have the freedom to hike at your own pace with 6 breakfasts and 2 dinners included, plus optional boat trips on the Mira River. On Day 6, cross the river boundary between Alentejo and Algarve, where scrubby low hills meet the Atlantic's roar at cliff edges.

Walk through Alentejo's medieval heritage on self-guided routes that connect Castelo de Vide and the mountaintop fortress of Marvão, passing through oak and cork forests along the way. Navigate independently using a digital app while hiking from Meada through golden hills dotted with megalithic sites and chestnut groves. Each day ends with traditional Alentejo dishes paired with robust local red wines in family-run establishments.

Navigate independently through Évora's UNESCO-listed Roman ruins and Capela dos Ossos before riding to the medieval fortress of Monsaraz with views of the Spanish border across Alqueva lake. Stay in atmospheric castle hotels in Arraiolos and converted monastery accommodations in Vila Viçosa with luggage transfers included. Use the provided navigation app to see marble routes near Estremoz and cork landscapes on this 8-day self-guided tour through the Alentejo.

Navigate independently through Portugal's southwestern coast, cycling from Sesimbra through Santiago do Cacém to Vila Nova de Milfontes with comprehensive navigation app guidance. Ride through the Lagoas de Santo André wetlands and along the Costa Vicentina cliffs, with luggage transported daily between accommodations. This self-guided cycling trip includes 7 breakfasts, basic tools, 24-hour telephone support, and opportunities to see fishing villages and sample regional wines at your leisure.