Daily Distance

Long: 51 - 71 km
Short: 23 - 54 km

Daily Elevation Gain

Long: 400 - 800 m
Short: 100 - 500 m

Duration

9 Days & 8 Nights

From

1.770 EUR

Alentejo Vineyards and Alqueva Lake

Charming heritage through the best wine producers.

Alentejo is a region in Portugal bristling with aromas, colors, and cultural heritage. Prepare yourself for a gorgeous cycle over the gentle hills and unspoiled golden landscapes. Discover ancient megalithic sites, medieval villages, and historical cities. Visit and stay in several castles, palaces, monasteries, and convents, making you feel like a Queen or King! Find traditional handcrafted art such as tiles, pottery, and tapestries. Taste the delicious gastronomy and the best wine of all time. Sounds enough?

TOUR HIGHLIGHTS
  • Charming and historical hotels
  • Pre-historical architecture and medieval sites
  • Typical gastronomy, wineries, and wine tasting
  • Évora, a UNESCO World Heritage site
  • Alqueva, the iconic Alentejo lake, and dam

Tour Information

SELF-GUIDED 2026 PRICES

Low Season1.770 EUR
Single Room+ 720 EUR
04 Jan - 26 Mar
27 Oct - 15 Dec

Medium Season1.990 EUR
Single Room+ 840 EUR
06 Apr- 26 Apr
16 Oct - 26 Oct

High Season2.000 EUR
Single Room+ 850 EUR
27 Apr - 26 Jun

Special Season2.100 EUR
Single Room+ 930 EUR
27 Mar - 05 Apr
27 Jun - 15 Oct

Price Notes
• prices per person for a minimum of 2 people in double/twin room
• solo traveler supplement on request

  • Distance

    Long: 51 - 71 km
    Short: 23 - 54 km / day

  • Profile

    Mostly rolling hills

  • Route

    100% paved road (cobblestone roads crossing some villages)

  • Duration

    9 Days | 8 Nights

  • Start

    Estremoz

  • Finish

    Évora

Guided and Tailor-Made Tours available on request:

Included and Optional Services

Preparation
  • Personalized assistance throughout the booking
  • Pre-departure Information Pack (checklist, general travel information)
  • Tour Information (description of daily stages & profiles)
  • Liability and personal accident insurance
Accommodations
  • 8 Nights in standard double / twin room
  • Breakfast daily
  • Private bathroom in all accommodations
  • 2 Dinners (Days 5 & 6) (drinks excluded)
  • If any accommodation isn’t available, we will propose an alternative solution
Transfers
  • Transfer on the day of arrival from Lisbon Airport to the first hotel
  • Transfer from the last hotel to Lisbon Airport
  • Transfers during the tour as mentioned in the daily description
  • Luggage transfers from hotel to hotel
Orientation
  • Welcome briefing in English
    & bike fitting
  • Digital Information Book delivered before the tour

  • Smartphone App
    & GPS Tracks

  • Local Support Number (free to call us 24h/day)

Optional
  • Extra Days & Nights (add them along the way): on request

  • Different arrival & departure transfers: on request

  • Bike Rental: see below

Bikes

<span style="color: #e36517;">Hybrid Bike</span> <span style="font-size: 15px;">UNISEX</span>

Hybrid Bike UNISEX

Includes: handlebar bag, rear bag, rear rack, pedals, spare tubes, helmet, water bottle, tools, and pump.
203 EUR
<span style="color: #e36517;">E-Bike</span> <span style="font-size: 15px;">UNISEX</span>

E-Bike UNISEX

Includes: handlebar bag, rear bag, rear rack, pedals, spare tubes, helmet, water bottle, tools, and pump.
365 EUR
<span style="color: #e36517;">Carbon Road Bike</span> <span style="font-size: 15px;">UNISEX</span>

Carbon Road Bike UNISEX

Includes: handlebar bag, pedals, spare tubes, helmet, water bottle, tools, and pump.
324 EUR

Itinerary

Arrival in Estremoz

After your arrival, we will drive you to Estremoz.

This is an old town where you will feel like a Queen or King when you spend the night at the castle. You’ll be staying at a historical building converted into a hotel where you can admire a superb view over Estremoz and the vast Alentejo plain.
Estremoz - Pousada Castelo Estremoz | Scenic Road Cycling in Alentejo | Portugal Nature Trails

Transfer from Lisbon

2:00 h

Pousada Estremoz

Cycle Estremoz Loop to Fronteira / Sousel

On the first day, you will start cycling by pastoral fields.

The only sounds are the jingling bells from the flocks of bleating sheep. As you follow the rural landscape, you will pass by some villages with the typical Alentejo whitewashed homes outlined in blue and ochre trim. The wine culture will enter your path from the very first day, as you will visit a winery where you can taste different red and white wines. But be careful, not too much! You still have some kilometers to do until you get to the hotel.
Estremoz - Pousada Castelo Estremoz | Cycling Holidays in Portugal | Portugal Nature Trails

Distance

71 | 45 km

Elevation Gain

+ 700 | 400 m

Pousada Estremoz

Cycle from Estremoz to Vila Viçosa

After a delicious breakfast, you will cycle through villages and historical landscapes.

Discover battle stages, villages of conquerors, and old communities that have rippled their influence through time and are now great hospitable 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, so we suggest you walk around and enjoy the charm of the streets close to the town center.
Pousada Convento Vila Viçosa 1 | Portugal Nature Trails

Distance

67 | 23 km

Elevation Gain

+ 500 | 100 m

Pousada Vila Viçosa

Cycle Vila Viçosa Loop to Alandroal

A gorgeous day is awaiting you!

Today, you will ride toward 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 uphills while returning to Vila Viçosa, but your efforts will be rewarded with a delicious meal at night.
Pousada Convento Vila Viçosa | Hotel | Portugal Nature Trails

Distance

51 km | 27 km

Elevation Gain

+ 600 m | + 300 m

Pousada Vila Viçosa

Cycle from Vila Viçosa to Monsaraz

The time has come to leave Vila Viçosa and ride towards the south, passing the village of Alandroal.

On the way, you will feel the delightful scent of the oleander flowers that grow on the shrubs and trees. The wood from these trees was used by local artisans. Arriving in Monsaraz, notice the presence of cultural history and medieval architecture. This village was occupied since the prehistoric era, and megalithic monuments are physical evidence of that. We suggest you visit Menhir of Outeiro right before checking into your accommodation.
Monsaraz - Convento da Orada | Cycling Tours in Southern Portugal | Portugal Nature Trails

Distance

54 km

Elevation Gain

+ 500 m

Convento da Orada

Cycle from Monsaraz to Redondo

After a peaceful night's rest, get up on your bike and prepare for a ride bathed in a golden landscape towards Redondo.

When you arrive at the hotel museum in Redondo, you will find an impressive collection of tiles. A remarkable ceramic work that is centuries old and essentially a reflection of Alentejo's cultural style. This building used to be a convent. You'll be fascinated by how the Kings have been sleeping here since the 1500s. To finish the day, challenge your taste and pallet by learning more about Portuguese wine at the Wine museum in the center. Don't miss it!
Redondo - Convento de São Paulo | Road Cycling Holidays in Portugal | Portugal Nature Trails

Distance

65 | 49 km

Elevation Gain

+ 800 | 600 m

Convento São Paulo

Cycle from Redondo to Évora

A beautiful day riding hills of gold and green.

Discover cork trees, pristine vineyards, and a pastoral countryside dotted by abandoned castles. After all these days of rolling hills traversing through past, present, and old-world heritage, the time has come to finally arrive at the most beautiful historical city in the country. Évora is a once-in-a-lifetime experience. Can you imagine such a place? Make your way there and keep exploring!
Évora - Pousada Convento Évora | Cycling Tours in Alentejo Wine Region | Portugal Nature Trails

Distance

51 km

Elevation Gain

+ 400 m

Pousada Évora

Cycle Évora Loop to Arraiolos

Évora is classified as a UNESCO World Heritage Site and has 2.000 years of history.

After a late breakfast, it's time to finally explore the surroundings and get to know this unique town. Soon, you will arrive in Arraiolos, noted for its colorful, hand-stitched woolen tapestries. There must be space back home to fit one in your living room! This will be the last day of riding, and you will have the unique opportunity of celebrating with some Portuguese wine right at its birthplace! Saúde!
Évora - Pousada Convento Évora | Scenic Cycling Routes in Alentejo | Portugal Nature Trails

Distance

70 | 46 km

Elevation Gain

+ 600 | 400 m

Pousada Évora

Departure from Évora

Your splendid trip has come to an end.

We hope the memories and experiences we have created and shared stay with you forever. Come back soon to discover some more of Portugal's Nature Trails!
 Alentejo Vineyards and Alqueva Lake | Cycling Alentejo Tour | Portugal Nature Trails

Transfer to Lisbon

1:30 h

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