Vila Vicosa 2 (1)

Self-guided Easygoing Alentejo Bike Tour

This cycling tour through Portugal’s Alentejo region invites you to slow down and savor a timeless landscape shaped by sun, stone, and centuries of history. From the cobbled lanes of Évora—an enchanting UNESCO World Heritage city—you'll pedal past endless vineyards, cork oak forests, and rolling golden hills under vast, open skies. Each day is filled with discovery, whether it’s learning the art of cork harvesting, tasting wine aged in ancient clay pots, or wandering among 5,000-year-old megalithic monuments.

You’ll stay in beautifully restored convents and manor houses, enjoying the comforts of charming accommodations that echo the region’s noble past. Along the way, meet local artisans, sip herbal infusions, and take in views from hilltop castles like the stunning Monsaraz, where sunsets glow over the vast Alqueva Lake.

The terrain is mostly gentle, with occasional climbs that lead to spectacular views—making this tour accessible and deeply rewarding. From the pottery village of São Pedro do Corval to the marble towns of Vila Viçosa and Estremoz, every stop blends cultural richness with rural tranquility.

Whether you’re riding through serene ecotrails or sharing a table filled with petiscos (Portuguese tapas), the Alentejo offers a unique sense of place—warm, earthy, and full of soul. This tour is ideal for travelers who crave quiet roads, authentic encounters, and the luxury of time spent in one of Europe’s most beautifully preserved regions. Come ready to ride, taste, explore, and unwind in Portugal’s poetic heartland.

Start

Evora

Finish

Estremoz

Lodging

Casual+ hotels

Level

moderate

Avg. dist. cycled

57km / 35mi

Cycling Days

6

Fly-In

Humberto Delgado Lisbon Airport (LIS)

Fly-Out

Humberto Delgado Lisbon Airport (LIS)

Group size

Min. 2, Max. 12

Highlights

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Cork & Wine Encounters

Cycle through rolling landscapes to a cork factory where tradition meets sustainability, then visit a medieval winery tucked into a restored 14th-century palace. Sample award-winning wines or aromatic herbal teas, connecting deeply with Alentejo’s agricultural roots and flavors in one richly immersive day.

Itinerary

Brief Itinerary

Meals are indicated as B = Breakfast, L = Lunch, D = Dinner.

Listed hotels are subject to availability and may be replaced with similar alternatives of equal standard.

DayPlacecasual_plus InnsMealsDistanceActivity
DAY 1EvoraConvento do Espinheiro (5-Star)
DAY 2EvoraConvento do Espinheiro (5-Star)B 70km / 43micycling
DAY 3EvoraConvento do Espinheiro (5-Star)B52km / 32micycling
DAY 4MonsarazRetiro de MonsarazB69km / 43micycling
DAY 5MonsarazRetiro de MonsarazB65km / 40micycling
DAY 6Vila ViçosaPousada Convento Vila Viçosa (4-Star)B60km / 37micycling
DAY 7EstremozPousada Convento Vila Viçosa (4-Star)B46km / 28micycling
DAY 8DepartureB

Detailed Itinerary

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Day 1: Evora

You touch down in Portugal and transfer to Évora, a city of whitewashed alleys, Roman ruins, and rich heritage, wrapped in Alentejo’s golden light. A UNESCO World Heritage Site, Évora is a tapestry of ancient walls, Gothic cathedrals, and tiled convents, making it a perfect first stop on your journey.

Check in your accommodation, let the mood of the city and its graceful charm settle in.

Meals:
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Day 2: Evora

Pedal through the tranquil countryside, beginning your journey with a fascinating visit to a local cork factory.

Watch cork bark transformed into everything from wine stoppers to designer goods. Next, cycle past olive groves and rolling hills to a prickly pear plantation, where you’ll meet Susana or José and taste seasonal specialties—refreshing juice or herbal teas made from the cactus flower.

Ride on through the colorfully striped village of Igrejinha, then choose between an aromatic herb farm or a stunning winery set in a restored medieval palace. Whether sipping infusions or fine vintages, your senses will be delighted. Finish the day back in Évora, where dinner (if included) is a feast of local flavors paired with excellent Alentejo wines.

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Meals: Breakfast
Cycling Distance: 70km / 43mi
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Day 3: Evora

Step into the world of Neolithic wonders as you ride through the ancient lands surrounding Évora.

Today’s route reveals the region’s prehistoric legacy—from the enormous Almendres Cromlech, a mysterious stone circle older than Stonehenge, to the Great Dolmen of Zambujeiro, one of the largest in Europe.

You’ll cycle through quiet roads and scenic paths, pausing to wonder at how these monuments have stood the test of time. A gentle climb rewards you with expansive views before rolling back into Évora. Explore the city’s medieval lanes at your leisure, and don’t miss the hauntingly beautiful Bone Chapel—its walls lined with skulls and bones, a surreal reminder of life’s fragility. An olive oil tasting adds a delicious local touch to your cultural journey.

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Meals: Breakfast
Cycling Distance: 52km / 32mi
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Day 4: Monsaraz

Leave Évora behind and follow a peaceful ecotrail that meanders through the serene Degebe River valley. You’ll pedal along quiet paths, occasionally detouring into charming villages for a coffee or cold drink.

In Nossa Senhora de Machede, meet a leather artisan continuing an old family tradition. Later, you’ll reach the haunting ruins of Valongo Castle, where Roman history whispers from the stones. Continue toward Reguengos de Monsaraz, with optional stops at a clay-pot winery or the pottery capital of São Pedro do Corval.

Near the end of the ride, gear up for a final climb to the hilltop fortress of Monsaraz, where cobbled lanes and sweeping views await. Reward yourself with a sunset moment—this medieval village feels like stepping back in time.

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Meals: Breakfast
Cycling Distance: 69km / 43mi
Accommodation: Retiro de Monsaraz
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Day 5: Monsaraz

Today’s ride invites you to soak in Alentejo’s timeless landscapes. First, drop into São Pedro do Corval and watch local artisans shape and paint pottery with practiced speed and flair. Then, with Spain just across the shimmering Alqueva reservoir, enjoy a lakeside lunch before tackling the ascent back up to Monsaraz. Though short, the climb is rewarding—once atop the fortified village, stroll its ancient streets or climb the castle tower for panoramic views over the Alentejo plains and the vast reservoir.

Sunset here is something special, casting golden hues over the rooftops and battlements. Rest well—you're sleeping just inside or beside the walls of this storied village tonight.

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Meals: Breakfast
Cycling Distance: 65km / 40mi
Accommodation: Retiro de Monsaraz
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Day 6: Vila Viçosa

Departing Monsaraz, you ride through undulating terrain toward the marble-rich heart of Alentejo. Pedal past whitewashed hamlets and scattered vineyards as the landscape begins to reflect the gleam of “white gold”—the marble that defines this region’s identity.

Pause for a picnic lunch near a hilltop sanctuary, steeped in legend and surrounded by olive trees and countryside silence. As you descend, you’ll glimpse brightly colored lagoons shimmering in the distance. Finally, roll into Vila Viçosa, a town shaped by nobility and marble wealth.

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Meals: Breakfast
Cycling Distance: 60km / 37mi
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Day 7: Estremoz

Savor your final day in the saddle with a gentle ride through the marble triangle. Today is about tasting, wandering, and reflecting. Pause at local taverns for petiscos—flavorful snacks that give you a delicious glimpse of Alentejo’s culinary soul. Marvel at how the scenery shifts between vineyard rows and open marble quarries, sparkling under the sun. Your journey ends in Estremoz, a town crowned by its marble tower and castle. Try the climb to the top for one last sweeping view of this stunning region. You’ve cycled through centuries of history and culture—now let your final evening celebrate it.

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Meals: Breakfast
Cycling Distance: 46km / 28mi

Day 8: Departure

After breakfast, it’s time to say goodbye to Alentejo. Depart with memories of ancient stones, vineyard feasts, and quiet roads under vast Portuguese skies.

Meals: Breakfast
Accommodation:

Ready to plan your adventure? Download a print-ready detailed itinerary.

Map

Dates and Prices

Single Supplement

From US $995

E-Bike Upgrade

From US $120



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Essential Info

Inclusions

LODGING

All hotels as mentioned in the tour details or similar (subject to availability).

bike

Immaculately maintained bike with helmet, suited to a terrain.

Luggage Transfer

Transportation of luggage from one hotel to another.

meals

Meals as per itinerary. Guests are given the opportunity to dine on their own so that they discover a location independently.

Exclusions

Airport pickup and drop

We recommend to book direclty from airport or hotel.

Beverages

Beverages such as alcohol, tea, coffee, juice at a hotel or restaurant.

Gratuity

Gratuities for your guide team are not included in the trip price.

Bikes

When you have a road and the thrill of a journey ahead of you, it’s imperative to have a good bike to enjoy it. Our fleet majorly consist of the below bikes as a part of this tour. However, sometimes due to height or availability constraints, we may provide a different but similar quality bike.

Bike Image

KROSS EVADO 6.0 or similar

mountain

Included in your trip price

Bike Image

CUBE TOURING HYBRID ONE 400 or similar

hybrid

Included in your trip price

Bike Image

Cube Touring Hybrid One 500 or similar

hybrid

Available at a surcharge

Arrival & Departure Details

Arrival

Your tour begins at Evora. A group transfer from Lisbon airport to Evora is included in your tour price.

Departure

The tour ends in Estremoz. A group transfer from Estremoz to Lisbon airport is included in your tour price.

Weather

The best time for a bike tour in Alentejo, Portugal, is typically during the spring and autumn months.

Spring (April to June) offers mild temperatures, blooming landscapes, and fewer tourists, while autumn (September to November) features pleasant weather, beautiful foliage, and harvest festivals.

These seasons provide ideal conditions for cycling, with comfortable temperatures and less chance of extreme heat or rain.

January

Mixed

February

Mixed

March

Good

April

Good

May

Best

June

Best

July

Mixed

August

Mixed

September

Best

October

Best

November

Good

December

Good

Best

Good

Mixed

Offseason

What to Pack

Packing smart is essential for a safe and enjoyable cycling adventure. From essential biking gear to clothing and travel necessities, this guide ensures you're prepared for any terrain or climate.

Recommended Bicycling Clothes & Gear

  • Bicycling shoes or stiff-soled sneakers.
  • Padded cycling shorts.
  • Short-fingered cycling gloves (personal gloves are ideal).
  • Brightly colored cycling jerseys or synthetic T-shirts for visibility.
  • Synthetic cycling socks.
  • Sunglasses with UV protection.
  • Personal helmet (recommended even though provided).
  • Personal saddle (optional for added comfort).
  • Rain jacket or windbreaker.
  • Cycling water bottle (to reduce plastic waste).

Note: Helmets, gloves, and water bottles are personal items, so bringing your own is recommended for maximum comfort and hygiene.

Clothing

  • Light, breathable fabrics like cotton or linen.
  • Full-sleeved clothing for sun protection.
  • Warm layers for chilly mornings and evenings (if traveling in winter).
  • Comfortable footwear for non-cycling time.
  • Bring a compact rain jacket in case of sudden weather changes.
  • Ethnic or modest clothing for exploring towns and temples.

Other Necessities

  • Toiletries: Basic hygiene essentials, including insect/mosquito repellent and sunscreen.
  • Hand sanitizer and wet wipes.
  • Plug socket adaptor.
  • Binoculars for wildlife spotting or desert landscapes.

Pro Tips

  • Pack light but plan for the varying temperatures: warm days, chilly evenings, and desert winds.
  • Use brightly colored clothing for visibility on roads.
  • Pack light to leave room for shopping.

Luggage

Please limit your luggage to one medium-sized suitcase and one carry-on bag. Mark your luggage with your name, address, and phone number.

Visa Information

Before venturing on your adventure, make sure you're equipped with essential travel advice, including security updates, local laws, and crucial passport and visa information. Start by visiting the official government website of your home country for accurate and reliable guidance:

Note: Passport and visa regulations can change at any time. Stay proactive by checking for the latest updates to ensure a smooth and stress-free journey.

Insurance

Medical insurance that covers medical costs in case of an accident during the trip is mandatory to participate in our tours.

We recommend to purchase adequate travel insurance in order to participate in our tours and protect yourself from unforeseen events. Our experience shows that guests who purchase travel insurance—including coverage for all activities on the itinerary, trip cancellation, interruption, delay, baggage damage, loss or theft, personal accident, death and repatriation costs, medical and emergency expenses (including Covid-19), and personal liability—travel with greater peace of mind.

Can I use my credit card insurance?

Yes, as long as it meets our requirements and provides adequate coverage. Ensure you have an emergency contact number and policy number available.

When should I buy travel insurance?

Purchase travel insurance as soon as you've paid in full or booked your flights.

Is proof of travel insurance required?

Yes. You must provide your insurer's name, policy number, and emergency contact via our reservation form. This is mandatory. If you cannot provide proof, you’ll need to purchase insurance before traveling with us.

Does Art of Bicycle Trips sell travel insurance?

We do not sell travel insurance directly, as we believe our customers should have the freedom to choose a policy that best suits their needs. However, we recommend Insured Nomads as a great starting point.

Frequently Asked Questions

The road surface for this tour is 100% paved.

We provide an app-based navigation system that can also be used offline. You can download the app to your phone in advance, and we will share the login details ahead of your trip. Since the app works offline, it helps conserve your phone's battery during use.

For minor issues like punctures, the guests are provided with a self-repair kit, which includes tire levers, a spare tube, a patch kit, and a pump, allowing riders to fix the problem themselves. Self-guided riders are expected to be independent in handling these minor problems. While there are some bike shops along the route, they are limited. If you are unsure about how to repair a puncture, we recommend considering a guided or van-supported trip instead.

For major mechanical failures, such as a cable break, the guests can contact the emergency support number provided. The support team will help coordinate a solution, which could include dispatching a local mechanic, suggesting a nearby bicycle shop for repairs, or sending a vehicle to pick up the rider. Please note that all support services will be provided on a chargeable basis, and assistance may take time, so we advise being prepared for potential delays.

We provide 24/7 emergency support by phone for any medical emergencies during the tour. Our team will assist in coordinating medical care, guiding you to the nearest healthcare facility, and ensuring you receive the necessary support. The national emergency system is reliable and effective, and in the event of a serious accident, contacting them is highly recommended. However, due to our distance from certain areas, response times may be longer. We strongly recommend having appropriate travel insurance, and we will do everything we can to ensure your safety and well-being during an emergency.

The fitness level required for each trip is indicated by the "level" of the tour, which in turn is mentioned on each tour page right next to the price and the trip duration.

Easy: The terrain is mostly flat with a few gentle climbs.

Moderate: The terrain is either mostly flat or consists of rolling hills with a few challenging climbs. There could also be a few days with longer riding distances of up to 75 kms (45 miles)

Difficult: The terrain is mostly hilly with strong elevation gains and/or has long days on the bike. Such trips are recommended for intermediate to advanced cyclists.

Please note that we usually bike around 4-5 hours per day irrespective of the level of the trip.

You can exchange currency at the airport itself, or at ATMs in larger cities. Most commercial establishments will accept international credit cards for payments, though its good to carry some local currency with you at all times.

The meeting time on Day 1 is mentioned in your travel planner shared with you. You can arrive either on the morning of Day 1 depending on the meeting time, or book a pre-tour night to arrive a day earlier.

For answers to broader questions, please visit our Comprehensive FAQs section.

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