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Cycling from the top to the bottom of Portugal: an inside look on our Bike Tour Across Portugal

Are you a road cycling aficionado yearning to unveil the treasures of Portugal in one sweeping journey? Look no further – our Bike Tour Across Portugal was  tailored for you. On this post, we hope to provide an inside look on what it's like riding from Chaves to Sagres, from the North to the South of the country.


Immerse yourself in an uninterrupted road cycling escapade, traversing the diverse landscapes of Portugal from North to South. Our meticulously crafted itinerary ensures you won't miss a beat, allowing you to ride along the Atlantic coastline, ascend to the zenith of Continental Portugal, explore renowned wine regions, wander through historical cities and villages, bask in the splendor of natural parks, and visit the vibrant urban hubs of Lisbon and Porto.

And because an image is worth more than a thousand words, here is our most recent video shot during one of our group tours across Portugal:

What makes this such a special adventure?

Discover Portugal: A Border-to-Border Expedition

Embark on a unique journey spanning the entirety of Portugal, cycling from one end of the border to another. As you traverse the diverse landscapes, you'll witness the country's evolution, from the captivating northern regions to the sun-kissed southernmost points. This adventure is not just a cycling tour; it's an immersive experience that allows you to absorb the rich tapestry of Portugal's culture, history, and natural beauty.

Douro Valley and the Enchanting North of Portugal

The Douro Valley, a UNESCO World Heritage site, is a highlight of your cycling odyssey through Portugal's north. Pedal along the riverbanks, surrounded by terraced vineyards that produce the renowned Port wine. As you navigate this picturesque region, absorb the cultural depth of historical cities like Vila Real and the unique charm of tiny villages nestled in the rolling hills. The north of Portugal unveils a mosaic of landscapes, blending the tranquility of the countryside with the vibrancy of local communities, creating a cycling experience that is both invigorating and culturally enriching.

bike tour across portugal - cycling in the Douro valley

Serra da Estrela: Conquer the Roof of Portugal

Serra da Estrela, the Roof of Portugal, invites you to conquer its peaks and valleys. As you pedal through this lunar-like landscape, absorb the raw authenticity of one of the country's most challenging terrains. The Serra da Estrela Natural Park is a playground for cyclists, offering exhilarating climbs and rewarding descents. The journey to Torre, the highest point of continental Portugal, is a test of endurance rewarded with panoramic views that stretch as far as the eye can see. Savor the unique blend of challenge and awe-inspiring beauty as you conquer this majestic mountain range.

bike tour across portugal - cycling in serra da estrela

Alentejo's Rolling Hills: A Symphony of Scenic Splendor

The rolling hills of Alentejo present a symphony of scenic splendor, unfolding before you in a harmonious blend of undulating landscapes and golden plains. As you traverse this region, let the rhythmic cadence of your cycling journey resonate with the tranquil surroundings. Discover the timeless allure of whitewashed villages, delve into the profound history of Évora, a UNESCO World Heritage site, and embrace the unhurried pace of life in this sun-drenched province. Alentejo's rolling hills offer not only a physical challenge but also an opportunity to immerse yourself in the authentic charm of Portugal's rural heartland.

Ending in the Southernmost Point of the Country: A Culmination of Adventure

Your cycling adventure reaches its grand finale as you approach the southernmost point of Portugal. Pedal through the enchanting landscapes of the Southwest Coast, where secluded beaches, dramatic cliffs, and the vastness of the Atlantic Ocean create a breathtaking backdrop. Feel the sense of accomplishment as you reach Sagres, a place steeped in maritime history. The symbolism of concluding your journey at this southwestern tip, where land meets ocean, adds a profound note to your cycling saga. Celebrate the achievement of going from one end of the border to another, relishing the memories of diverse landscapes, historic wonders, and the open road that defined your unforgettable adventure through Portugal.

bike tour across portugal - cycling in portuguese southwest coast


Day-by-Day Itinerary: A Road Cyclist's Dream Unveiled

bike tour across portugal - tour map

Day 1 – Arrival in Porto and transfer to Chaves

Embark on your cycling odyssey with a pickup in Porto, the City of Bridges, and a transfer to Chaves. Settle into your chosen accommodation, whether the charming Castelo Hotel or the premium option, Forte de São Francisco. Use the free afternoon to explore Chaves' historic old town, where echoes of the Roman Empire linger amidst medieval Christian buildings.

Day 2 – Chaves to Régua – 90km and 1000m accumulated climbing

Fuel up with breakfast as you embark on your first ride, leaving Chaves and heading to Peso da Régua. Traverse the N2 road, Portugal's oldest, and witness the captivating landscapes of Vidago, Vila Pouca de Aguiar, and Vila Real. Descend through terraced vineyards to the Douro River, arriving in the riverside village of Peso da Régua. Check into your riverside haven, Vila Galé Collection Douro or the premium option, Quinta da Pacheca, and explore the Douro museum.

Day 3 – Régua – Longroiva – 90km and 1600m accumulated climbing

After breakfast, embark on a ride along the EN222 road, hugging the Douro River to Pinhão. Take a challenging climb to São João da Pequeira, relishing breathtaking views of the Torto and Douro Rivers. Continue to the Côa River valley, passing through Fonte Longa and reaching Mêda. Choose your accommodation, whether Longroiva Thermal Hotel or the premium option, Casas do Côro, and explore the castles and countryside.

Day 4 – Longroiva – Penhas Douradas – 100km and 2200m accumulated climbing

Gear up for a hearty breakfast, preparing for a challenging climb to Penhas Douradas. Navigate the Côa Valley's gentle hills, passing Trancoso and tasting the renowned Serra Cheese in Celorico da Beira. Ascend to the Serra da Estrela Natural Park, reveling in the breathtaking scenery. Check into your mountain retreat, choosing between Casa das Penhas Douradas or Casa de São Lourenço.

Day 5 – Penhas Douradas – Manteigas - Torre – Covilhã - 61km and 1350m accumulated climbing

Savor a substantial breakfast, setting the stage for an ascent to Torre, Continental Portugal's highest point. Ride through the glacier valley, climbing to the Viriato Lake and relishing the views. Descend to Covilhã, indulge in local restaurants, and rest for the upcoming days at Hotel Pena D'Água or Casa das Muralhas.

Day 6 – Covilhã – Proença a Nova – 116km and 1600m accumulated climbing

Embark on a new day with breakfast at your mountain retreat, venturing through downhill and rolling hills terrain. Traverse the forested areas, discovering the small villages along the way. Reach Proença a Nova, where Amoras Country House awaits, offering a tranquil stay in the Alentejo plains.

Day 7 – Proença a Nova – Estremoz – 150km and 1900m accumulated climbing

Savor breakfast and ride from the highlands to the rolling hills of Alto Alentejo. Ascend from the banks of the Tejo River to the hills surrounding Nisa, enjoying a shift in landscape and pace. Pass through charming villages like Crato and Alter do Chão, reaching Estremoz. Choose between the historic Convento de São Paulo or Pousada de Estremoz for your stay.

Day 8 – Estremoz – Vale do Gaio or Alvito – 107km and 800m accumulated climbing

Breakfast awaits in historical surroundings, marking the beginning of a day exploring the plains and rolling hills of Alentejo. Conquer the Serra D'Ossa, tackling the climb to Redondo or completing the descent to Vale do Gaio reservoir. Choose between Pousada do Alvito or Hotel Vale do Gaio for a night in these historical buildings.

Day 9 – Vale do Gaio – Vila Nova de Milfontes – 103km and 600m accumulated climbing

Fuel up with breakfast as you transition from plains to coast. Descend to the Sado River and traverse rice fields, scaling the Grandola Sierra and reaching Vila Nova de Milfontes. Admire the beaches of Alentejo, with accommodations at HS Milfontes Hotel or the premium option, Monte do Zambujeiro.

Day 10 – Vila Nova de Milfontes – Sagres – 100km and 800m accumulated climbing

Start your day with breakfast, initiating the final ride to Sagres, Portugal's southwesternmost point. Traverse flat terrain with occasional short climbs, enjoying breathtaking views. Journey from Vila Nova de Milfontes to Odeceixe, Aljezur, and Vila do Bispo before reaching Sagres. Choose between Pousada de Sagres or Memmo Baleeira Hotel for a restful night.

Day 11 – Transfer back to Lisbon

After breakfast, transfer back to Lisbon, to end your tour.


How can I join this tour?

You can join this as a private self-guided adventure, starting on the starting date of your preference, for a minimum of two guests. Also available are private guided and premium options - for a minimum of o4 guests - or, for riders wanting to join a group, we have scheduled departures for this tour - just check our bike tour calendar for your desired date.

We suggest riding from April to late October. Spring and late summer/autumn are the perfect seasons, while the summer time will always be tempered by winds from the North. Even early November can be considered, especially during the summer of St.- Martin.

Want more info on this bike tour?

Make sure to contact us at ridewithus(@) - we'd love to hear from you! Or click to view our other guides on our blog, like this one: Cycling Portugal.

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