8 Days
From US $2,095
Self-guided Alentejo Gravel Bike Tour
Discover the soulful charm of Portugal’s Alentejo region on this immersive gravel biking and wine adventure. Over eight days, you’ll cycle through rolling vineyards, cork forests, and timeless hilltop villages, following quiet gravel tracks that lead far from the tourist trail. Starting in the marble town of Vila Viçosa and ending in the historic city of Beja, your journey takes you through some of the country’s most beautiful and culturally rich landscapes. Along the way, you’ll explore the fortified village of Monsaraz, pedal into UNESCO-listed Évora, and spend nights in luxurious pousadas—historic castles and convents transformed into elegant hotels.
Each day reveals a different face of Alentejo, from golden fields dotted with olive trees to hidden Roman ruins and peaceful lakeside views. You’ll ride at your own pace, with carefully curated routes designed for gravel comfort and scenic beauty. The experience is not only about cycling—it’s about savoring the slower rhythms of rural Portugal. Sample robust local wines, feast on hearty regional cuisine, and meet locals whose lives are deeply connected to the land.
With moderate daily distances and gentle climbs, this tour is perfect for adventurous riders looking for a blend of activity, relaxation, and cultural discovery. The landscapes are expansive, the skies endless, and the hospitality warm. Whether you're gazing out over Alqueva Lake or sipping wine in a sun-dappled courtyard, every moment on this tour invites you to slow down and soak in the essence of Alentejo.
Vila Viçosa
Beja
Casual+ hotels
moderate to challenging
65km / 40mi
6
Lisbon Portela Airport (LIS)
Lisbon Portela Airport (LIS)
Min. 2, Max. 12
Highlights
Hilltop Monsaraz
Ride to the medieval village of Monsaraz, perched high above Alqueva Lake. Its cobbled lanes, whitewashed houses, and panoramic views create a magical pause in your journey—especially at sunset, when the sky blazes above the vast Alentejo plains.
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.
| Day | Place | casual_plus Inns | Meals | Distance | Activity |
|---|---|---|---|---|---|
| DAY 1 | Vila Viçosa | Pousada Convento Vila Viçosa (4-star) | |||
| DAY 2 | Monsaraz | Convento da Orada | B | 73km / 45mi | cycling |
| DAY 3 | Évora | Albergaria do Calvário (4-Star) | B | 74km / 46mi | cycling |
| DAY 4 | Evora | Albergaria do Calvário (4-Star) | B | 77km / 48mi | cycling |
| DAY 5 | Alvito | Pousada Castelo de Alvito (4-Star) | B | 62km / 38mi | cycling |
| DAY 6 | Beja | Pousada Convento de Beja (4-Star) | B | 65km / 40mi | cycling |
| DAY 7 | Beja | Pousada Convento de Beja (4-Star) | B | 57km / 35mi | cycling |
| DAY 8 | Departure | B |
Detailed Itinerary
Day 1: Vila Viçosa
Arrive in Lisbon and take a group transfer to Vila Viçosa, deep inside Portugal’s sun-drenched Alentejo region. Vila Viçosa is a regal town known for its marble palaces and peaceful charm. After the 2.5-hour drive, you'll settle into your elegant hotel—an atmospheric former convent now transformed into a luxurious pousada. Then it’s time for your welcome briefing and bike fitting.
The anticipation builds as you sip a local wine or espresso, surrounded by centuries of history and warm hospitality. Tomorrow, the ride begins.
Day 2: Monsaraz
Your tires crunch over gravel as you ride out of Vila Viçosa, the marble capital of Portugal, where noble heritage meets rural charm. The landscape unfolds in golden layers of wheat fields, olive groves, and cork forests.
Quiet trails and country lanes lead you to Monsaraz, a hilltop village frozen in time. As you pedal higher, the Alqueva Lake, Europe's largest artificial lake, comes into view, glimmering under the vast sky. Monsaraz welcomes you with cobbled streets, whitewashed houses, and panoramic views stretching all the way to Spain.
Tonight, you sleep in the peaceful embrace of a convent, dreaming of vineyards and starlit skies.
Elevation: +700m
Day 3: Évora
With Monsaraz fading behind you, today’s ride flows through a gentle patchwork of olive groves, vineyards, and stone-walled farmland. The gravel paths feel timeless, echoing with centuries of history and stories.
As you near Évora, the landscape turns lusher, dotted with small villages and ancient Roman ruins. You pedal past cork trees and herds of sheep, soaking in the quiet beauty of the Alentejo countryside.
Arriving in Évora feels like entering a living museum. Roman temples, Gothic cathedrals, and baroque fountains greet you in this beautiful town. Your charming hotel is tucked in the heart of the city, offering comfort and calm after a day well ridden.
Elevation: +500m
Day 4: Evora
Today you’ll cycle a spectacular loop out of Évora, a deep dive into the region’s agricultural heartland. The ride meanders past vineyards, cork oak forests, and sleepy hamlets where time seems to stand still.
You may pass shepherds guiding flocks and farmers tending to olive orchards, all under a vast Alentejo sky. Rolling hills and gravel tracks provide just enough challenge, but the serenity of the landscape more than rewards your effort.
Perhaps you'll stop for a glass of wine or a hearty lunch at a hidden tavern before looping back to Évora. Back at your hotel, the evening is yours to stroll the ancient streets and dine on local flavors.
Elevation: +600m
Day 5: Alvito
Leaving Évora behind, you ride into a quieter, wilder side of Alentejo. Gravel roads lead you through unspoiled countryside, rich in birdlife and dotted with abandoned chapels and medieval watchtowers.
The terrain rolls gently, leading you through olive groves and over sunbaked ridges. You pass through tiny villages where life moves at a whisper and locals wave from shaded doorways.
Your destination, Alvito, is a village with Moorish flair and a beautifully restored castle, which will be your home for the night. As you relax in the Pousada Castelo de Alvito, it’s easy to feel like royalty in this timeless setting.
Elevation: +600m
Day 6: Beja
Today’s ride carries you deeper into the soul of southern Alentejo. The route winds through a landscape shaped by centuries of agriculture—rolling wheat fields, fig trees, and the ever-present cork oaks.
The gravel tracks are peaceful, with hardly a car in sight. As you gain gentle elevation, sweeping views open up around you. You arrive in Beja, a city layered with history, from Roman foundations to Moorish towers. Your pousada, once a convent, wraps you in quiet elegance.
In the evening, you might explore the castle or simply relax with a glass of vinho tinto and reflect on how far you've come.
Elevation: +700m
Day 7: Beja
Your final ride is a celebration of all that makes Alentejo magical. This loop from Beja takes you through soft hills, sunlit vineyards, and pastoral trails alive with birdsong.
You’ll pass sleepy villages and perhaps even spot storks nesting on chimney tops. The gravel here feels remote and immersive—just you, your bike, and the open land. It’s a ride to savor, both for its tranquility and its beauty.
Returning to Beja, you can treat yourself to a final feast of Alentejo cuisine and toast the journey with one last glass of local wine. You’ve earned it.
Elevation: +500m
Day 8: Departure
After breakfast, it's time to return to Lisbon. As the landscape rolls past the window, you’ll carry with you the rhythm of the gravel roads, the warmth of Alentejo hospitality, and the quiet magic of a region that’s still wild at heart.
Ready to plan your adventure? Download a print-ready detailed itinerary.
Map
Dates and Prices
Single Supplement
From US $680
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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.
3T Exploro Ultra Bike or similar
Included in your trip price
Arrival & Departure Details
Arrival
Your tour begins in Vila Viçosa. You arrive at Lisbon which is served by Lisbon Portela Airport (LIS). Transfer from Lisbon to Vila Vicosa is included in our tour price.
Departure
Your tour ends in Beja. You will depart from Lisbon which is served by Lisbon Portela Airport (LIS). Transfer from Beja to the airport is included in our 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:
- UK Residents: Stay informed by reviewing the Foreign, Commonwealth & Development Office (FCDO) Travel Advice.
- US Residents: Access vital travel tips and updates through the US Department of State Travel Advice.
- Australian Residents: Plan ahead with the latest updates on the Smart Traveller website.
- Canadian Residents: Find comprehensive travel and visa guidance on the Government of Canada's Travel Advice and Advisories.
- New Zealand Residents: Get practical travel advice on the New Zealand SafeTravel website
- Residents of Other Countries: Check with your government or local consulate for tailored travel advice and requirements.
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 route is half paved, half gravel and double track roads
Yes, we can provide panniers. Kindly let us know of your requirement beforehand.
Yes, we can provide downloadable GPX files of the route map which you can use on your own GPS device. Kindly let us know of your requirement beforehand.
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.
