• Alentejo7

Portugal Self Guided Bike Tour in the Alentejo

Tour Dates: Year-round

The Portugal Self Guided Bike Tour in the Alentejo follows uncrowded paved roads that pass by castles, fields of cork trees, and the land of ancient battles. Portugal Self Guided Bike Tour in the Alentejo is the perfect blend of natural beauty, medieval villages, tasty cuisine, and excellent wine.

Alentejo will surprise you with its excellence, aromas, colors and heritage. Get ready for a gorgeous cycling over gentle hills and unspoiled golden landscapes. Discover ancient megalithic sites, medieval villages and historical cities. Visit and stay on several Castles, Palaces, Monasteries, Convent and feel like the Queen or King of Portugal! Find traditional handcraft arts like tiles, pottery or tapestries. Taste delicious gastronomy and the best wine of all.

This tour is available as a 9 day tour or a 7 day tour.

2023 Price: 7 Day Tour - €1300 per person double occupancy 9 Day Tour - €1700 per person double occupancy

Single Supplement for 7 day tour: €600 Euros
Single Supplement for 9 day tour:  €750 Euros

High Season Supplement for 7 day tour  (April 3 – 9, June 27 – October 28): €150 Euros per person double occupancy, High Season Single Supplement for 7 day tour: €680 Euros

High Season Supplement for 9 day tour (April 6 – 9, June 27 – October 28): €250 Euros per person double occupancy, High Season Single Supplement for 9 day tour: € 900 Euros

Bike Rentals: Hybrid bike/ €200 Euros,   Carbon road bike rental:  €300 Euros, Electric bike / €350 Euros

Price Includes:
  • Transfers from and to Lisbon at the beginning and end of the tour
  • 6 – 8 nights lodging
  • 6 – 8 breakfasts
  • luggage transfers
  • Ride with GPS routes
  • cell phone support
Price Does Not Include:

International flights, bike rentals, lunches and dinners.

Tour Difficulty

Portugal is hilly country and each day you can expect 30 to 70 km of riding.  On several days, you will have a short and long option.

  • Difficulty: Moderately Hilly
  • Road Conditions: Smooth & Paved

Tour Highlights

  • Breathtaking landscapes
  • Charming and historical hotels
  • Uncrowded paved roads
  • Vineyards and cork forests
  • Excellent Gastronomy and wines

Sample Itinerary

For a 7 Day Tour, eliminate Day 2 and 5.

Day 1  ARRIVAL IN LISBON – We can pick you up at the airport or at a hotel in the city.

After your welcoming, we drive for two hours until Estremoz. An old town where you might feel a Queen or King spending the night at the Castle. This is a historical building converted into a hotel from where you can admire a superb view over Estremoz and the vast Alentejo plain.

ACCOMODATION | Pousada Castelo de Estremoz

Day 2 –  ESTREMOZ Loop  BIKE | Short 44 km, climb 400 m | Long 71 km,  climb 700 m

On the first ride, you will start cycling by pastoral fields, where the only sounds are the jangling bells of flocking sheep chirping. The landscape is rural and you will be passing some villages with the typical Alentejo whitewashed homes outlined in blue and ochre trim. The wine culture will enter your path on this very first ride, as you will visit a winery and start to taste red and white wine! But not much because you still have some kilometers to do, until your resting place.

ACCOMODATION | Pousada do Castelo de Estremoz

Day 3 – ESTREMOZ to VILA VIÇOSA  BIKE | Short 23 km, climb 200 m | Long 67 km, climb 500 m

After a delicious breakfast you will cycle through villages and historical landscapes. Stage of battles, conquers, old communities and great people. Towards Vila Viçosa, the capital of marble in Portugal you can visit the Ducal Palace, built in the 16th and 17th centuries on the remains of Roman and Moorish buildings. You will have plenty of free time today, we suggest  a walk around and enjoy the charm of the streets at the center.

ACCOMODATION | Pousada Convento de Vila Viçosa

Day 4 – VILA VIÇOSA LOOP  BIKE | Short 48 km, climg 600 m | Long 66 km,  climb 900 m

A gorgeous day is awaiting you! You will ride towards Spain through a landscape of cork trees, olive groves and flocks of sheep! Admire the beautiful Guadiana River, that separates Portugal from Spain and make a stop to visit Juromenha, a picturesque village overlooking Spain. On this day you must face some up hills upon return to Vila Viçosa, but your efforts will be reward with a delicious meal in the night.

ACCOMODATION | Pousada Convento de Vila Viçosa

Day 5 – VILA VIÇOSA to MONSARAZ  BIKE | 56 km, climb 600 m

It is time to leave Vila Viçosa and ride south passing the village of Alandroal. On the way you will  delight  in seeing the oleander flowers, shrubs and trees, whose wood was used by local artisans. Arriving in Monsaraz, notice that ancient cultures and medieval architecture is close by. This village was occupied since the prehistoric era and megalithic monuments are a physical evidence of that. We suggest that you visit Menhir of Outeiro right before checking in to your hotel.

ACCOMODATION | Hotel Estalagem de Monsaraz

Day 6 – MONSARAZ to REDONDO  BIKE | Short 48 km, climb 500 m | Long 64 km, climb 700 m

After a peaceful night rest, cycle the golden landscape to Redondo. Arriving to the hotel-museum you will find an impressive collection of tiles, remarkable ceramic work during centuries of Alentejo cultural style. This building was a convent and you might feel fascinated knowing that Kings were sleeping there since 1500. To finish the day challenge your taste and learn a bit more about Portuguese wine at Wine museum in center. Don’t miss it!

ACCOMODATION | Convento São Paulo

Day 7 – REDONDO to ÉVORA  BIKE | 51 km, climb 400 m

A beautiful day riding rolling hills of gold and green, through cork trees, pris- tine vineyards and pastoral countryside dotted by abandoned castles. And after all this days rolling hills through past and present, old world heritage, modern local cultures, landscapes and wineries. Today you will arrive at the most beautiful historical city of the country and gather all this experiences in just one place. Can you imagine? Make your way there and keep exploring!

ACCOMODATION | Pousada Évora

Day 8 –  ÉVORA LOOP   BIKE | Short 47 km, climb 400 m | Long 70 km, climb 600 m

Évora is classified in UNESCO’s International Heritage and has 2000 years of history. After a late breakfast, it is time to explore the surroundings. Soon you will arrive in Arraiolos noted for its colorful, hand-stitched woolen tapestries. There must be one fitting in you living room back home! This is the last day riding so you have the opportunity to celebrate with Portuguese wine. Saúde!

ACCOMODATION | Pousada Évora

Day 9 – Departure

Our splendid program comes to an end, we hope you take home wonderful memories. Our Guide will pick you up according to your schedule time.  The drive time to the Lisbon Airport takes around 2 hours. Do not schedule flights out of Lisbon before mid-afternoon.