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Cycling Tours & Bike Trips in Alentejo
Cycling Tours & Bike Trips in Alentejo

Cycling Tours & Bike Trips in Alentejo

Explore a wide diversity of bicycle tours through Alentejo. We have 15 adventures that vary from 7 days to 9 days. With the greatest number of departures in September, this is also the most popular time of the year.

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2026

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2027

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2028

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
  1. Guided Cycle Tour - Along Portugal's Vicentina Coast 8 DaysMap of Guided Cycle Tour - Along Portugal's Vicentina Coast 8 Days
    Bicycle
    Duration 8 days
    DestinationsSesimbra, Setubal, Santo André, Santiago do Cacém, Porto Covo, Southwest Alentejo and Vicentine Coast Natural Park, Vila Nova de Milfontes, Zambujeira, Almograve
    Age Range Ages 16+
    Physical Rating Easy
    Distance 247 mi
    OperatorASI Reisen

    From

    US$5,628
    View tour
  2. Guided Cycle Tour: Castles and Wine in Portugal 8 DaysMap of Guided Cycle Tour: Castles and Wine in Portugal 8 Days
    Bicycle

    Ride safe back roads and new cycle paths through Alentejo's marble triangle, covering 30-55km daily with moderate climbs up to 535m. The route passes Nossa Srª de Machede village and the Degebe River valley before ending at the Ducal Palace of Vila Viçosa, with support vehicle and tools included.

    Duration 8 days
    DestinationsArraiolos, Evora, Monsaraz, Estremoz, Lisbon
    Age Range Ages 16+
    Physical Rating Moderate
    Distance 155 mi
    OperatorASI Reisen

    From

    US$5,106
    View tour
  3. Portugal - Cycle Tour Through the Wineries 7 DaysMap of Portugal - Cycle Tour Through the Wineries 7 Days
    Bicycle
    Duration 7 days
    DestinationsMonsaraz, Vila Vicosa, Evora, Arraiolos
    Age Range Ages 16+
    Physical Rating Moderate
    Distance 64 mi
    OperatorASI Reisen

    From

    US$2,158
    View tour
  4. Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 DaysMap of Cycle Tour Through Alentejo Vineyards and Lake Alqueva9 Days
    Bicycle

    Ride 44-70 km daily through Alentejo's vineyard-covered hills with climbs ranging from 300-800 meters across rolling terrain. You'll pass sheep flocks and ancient megalithic sites before stopping at local wine estates for tastings, then bike along the Guadiana River near the Spanish border.

    Duration 9 days
    DestinationsEstremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos
    Age Range Ages 16+
    Physical Rating Moderate
    Distance 82 mi
    OperatorASI Reisen

    From

    US$2,054
    View tour
  5. Portugal - Leisurely Through the Alentejo 8 DaysMap of Portugal - Leisurely Through the Alentejo 8 Days
    Bicycle

    This self-guided route connects UNESCO-listed Évora with fortified hilltop Monsaraz over 60-70 km daily rides that include moderate climbs from 235m to 535m. Pedal the new eco trail through Degebe River valley and stop at São Pedro do Corval—Portugal's pottery capital—to watch artisans at work.

    Duration 8 days
    DestinationsEvora, Reguengos de Monsaraz, Monsaraz, Estremoz
    Age Range Ages 16+
    Operated in Only: German
    Physical Rating Moderate
    Distance 61 mi
    OperatorASI Reisen

    From

    US$2,089
    View tour
  6. Portugal - Along the Vicentina Coast 8 DaysMap of Portugal - Along the Vicentina Coast 8 Days
    Bicycle

    Pedal 60km along Atlantic cliffs in Sudoeste Alentejano Natural Park, where stork nests sit on the rugged coastline and hidden coves make perfect swimming spots at Almograve beach. The route takes you through cork oak forests and stops at a family-owned olive mill near Santiago do Cacém.

    Duration 8 days
    DestinationsSesimbra, Setubal, Santo André, Santiago do Cacém, Porto Covo, Southwest Alentejo and Vicentine Coast Natural Park, Vila Nova de Milfontes, Zambujeira, Almograve
    Age Range Ages 16+
    Operated in Only: German
    Physical Rating Moderate
    Distance 247 mi
    OperatorASI Reisen

    From

    US$1,915
    View tour
  7. Portugal - Castles and Beaches 8 DaysMap of Portugal - Castles and Beaches 8 Days
    Bicycle

    Ride 60 km through the marble triangle to reach Monsaraz, a fortified hilltop village where you'll stay in a hotel built into ancient walls overlooking the Alqueva reservoir. Later, pedal 69 km on dedicated paths through cork oak forests to Évora and its 13th-century bone chapel.

    Duration 8 days
    DestinationsEstremoz, Vila Vicosa, Monsaraz, Reguengos de Monsaraz, Evora, Santo André, Santiago do Cacém, Porto Covo, Southwest Alentejo and Vicentine Coast Natural Park, Vila Nova de MilfontesSee all destinations
    Age Range Ages 16+
    Operated in Only: German
    Physical Rating Moderate
    Distance 274 mi
    OperatorASI Reisen

    From

    US$2,077
    View tour
  8. Portugal - The secrets of the Alentejo 8 DaysMap of Portugal - The secrets of the Alentejo 8 Days
    Bicycle

    Ride 340km across gentle Alentejo terrain, climbing 700m to reach medieval hilltop Marvão with panoramic views spanning Portugal and Spain. You'll cycle past Barragem de Nisa reservoir and through Cabeço de Vide's sulfurous thermal springs, with daily distances averaging about 50km and personal bike fitting.

    Duration 8 days
    DestinationsArraiolos, Casa Branca, Alter do Chão Municipality, Castelo De Vide, Portagem, Marvao
    Age Range Ages 16+
    Operated in Only: German
    Physical Rating Moderate
    Distance 67 mi
    OperatorASI Reisen

    From

    US$1,682
    View tour
  9. Portugal - Castles and Wine 8 DaysMap of Portugal - Castles and Wine 8 Days
    Bicycle

    Start from the historic castle town of Arraiolos to Évora's UNESCO World Heritage center, then ride to the fortified medieval village of Monsaraz perched above Europe's largest artificial lake, Alqueva. Sleep in converted monasteries and castle hotels throughout the Alentejo region while covering moderate daily distances of 20-35 miles on quiet roads. Navigate the megalithic route and marble quarries with included GPS app support and 24-hour assistance for ages 16+.

    Duration 8 days
    DestinationsArraiolos, Evora, Monsaraz, Estremoz
    Age Range Ages 16+
    Operated in Only: German
    Physical Rating Moderate
    Distance 71 mi
    OperatorASI Reisen

    From

    US$1,543
    View tour
  10. Alentejo Vineyards & Alqueva Lake Road 9 DaysMap of Alentejo Vineyards & Alqueva Lake Road 9 Days
    Bicycle
    Duration 9 days
    DestinationsEstremoz, Vila Vicosa, Monsaraz, Redondo, Evora, Arraiolos
    Age Range Ages 16+
    Operated in Only: German
    Physical Rating Moderate
    Distance 93 mi
    OperatorASI Reisen

    From

    US$2,054
    View tour
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec