Alentejo Bike Tours

Sunset view of Monsaraz in Portugal's Alentejo region

The beautiful, rural interior of Portugal’s Alentejo region covers a full third of the country and offers exceptional bicycle touring. The region is a repository of traditional Portuguese lifestyle, with its whitewashed villages, medieval castles, and age-old traditions like cante alentejano. As an “old world” country that is now becoming known for its wine, the Alentejo’s wine routes, produce some of Portugal’s finest wines which reflect both ancient viticultural traditions and modern innovation.

The Alentejo became a crossroads for myriad civilizations, from the prehistoric builders of the megalithic standing stones west of Évora, to the Romans, whose legacy lingers in ancient ruins, and the Moors, who imparted architectural and agricultural influences. Alentejo’s expansive landscapes made it the “breadbasket” of Portugal, its fertile fields playing a pivotal role in feeding the nation.

Local cuisine, rich in olive oil, bread, wine, and hearty dishes like “Açorda” and “Porco Alentejana,” helps fuel any cyclist who pedals through its towns and cork forests which produce nearly half the cork annually harvested worldwide. Indeed, cork is the most important Portuguese export.

Browse Alentejo tours

Enjoying all the sights and sounds on this guided bike tour in Portugal

Bike Across Portugal

Explore fascinating landscapes and villages in one of Portugal’s most interesting regions – the Alentejo.
8 days
From USD$4595
Classic Level 2.5
  • Apr 12, 2025 – Apr 19, 2025
    Departure confirmed to go!  

  • May 10, 2025 – May 17, 2025
    Departure confirmed to go!  

  • May 24, 2025 – May 31, 2025

  • Sep 06, 2025 – Sep 13, 2025
    Private departure – Not available to the public.

  • Sep 20, 2025 – Sep 27, 2025
    Departure confirmed to go! Only 1 Re-Cycle discount available.

  • Oct 18, 2025 – Oct 25, 2025

Enjoying all the sights and sounds on this guided bike tour in Portugal

Bike Across Portugal Plus! the Coast

Stunning beaches of southern Portugal, gorgeous countryside, beautiful hotels and hill-top castles dot this trip in Portugal’s largest region.
12 days
From USD$5845
Classic Level 2.5
  • Apr 12, 2025 – Apr 23, 2025
    Departure confirmed to go!   

  • May 10, 2025 – May 21, 2025
    Departure confirmed to go!    

  • May 24, 2025 – Jun 04, 2025

  • Sep 06, 2025 – Sep 17, 2025
    Private departure – Not available to the public.

  • Sep 20, 2025 – Oct 01, 2025
    Departure confirmed to go! Only 1 Re-Cycle discount available.

  • Oct 18, 2025 – Oct 29, 2025