Duration: 8 days
Departs: April
Price: From $4590
Alentejo’s Historic Trails and Timeless Landscapes
From Lisbon to Lisbon
This active journey explores Portugal’s Alentejo region, combining five scenic hikes with rich cultural discovery. Walk along ancient Roman paths, hilltop trails, vineyards, and medieval villages, all at a relaxed pace. With local guides leading the way, the itinerary is designed for immersion, staying two nights per town in charming guesthouses, with time to soak up the region’s timeless landscapes.
Estimate release date: May 2026
Fitness Level
This trip suits anyone with an active lifestyle who is prepared to do some advanced training to get the most out of the experience. The walks are graded easy to intermediate but the pace is relaxed and supportive.
Highlights
- Hike Roman paths, hilltop trails, vineyards, and medieval villages
- Stay in the fortified town of Monsanto, near to the Spanish boarder
- Gain insider knowledge from experienced local guides
- Hike through beautifully preserved traditional villages
- Step back in time with a visit to Evora, home to several UNESCO Heritage sites
Inclusions
- Adventurous Women Tour Leader
- English speaking local guide(s)
- All excursions, entrance fees and transfers as listed in itinerary
- Accommodation
- Daily breakfast plus other meals as listed in the itinerary