Welcome to Lisbon, the most westerly capital city in continental Europe. This vibrant city, with its steep streets and colorful buildings, is steeped in over 750 years of history. Despite the devastating 1755 earthquake that destroyed much of Lisbon, iconic landmarks like the Lisbon Cathedral, São Vicente de Fora, and the hauntingly beautiful Carmo Convent still stand. Wander through Alfama, where narrow cobbled streets and bright facades charm at every turn. Climb its steep paths for a calf workout and a glimpse of the city’s soul.
No visit is complete without a ride on the iconic Tram 28, a rickety journey through Lisbon’s character-filled neighborhoods. End your day at Miradouro da Senhora do Monte, where the sun sets over the city and the Tagus River, casting a golden glow across Lisbon’s timeless beauty.
Distance: 42 kms (26 miles) / Elevation Gain: 639 m (2153 feet) / Saddle Time: 3-5 hour
Pedal along the coastal path, the Atlantic Ocean to your left shimmering under the morning sun. Pause in Cascais, a charming seaside town, where colorful fishing boats bob in the harbor. The route climbs gently into the Sintra hills, shaded by lush forests. In Sintra, the enchanting town greets you with its fairy-tale charm. The whimsical Pena Palace peeks out from the mist, a beacon of romance and history. Rest well—tomorrow, more wonders await.
Distance: 54 kms (33 miles) / Elevation Gain: 513 m (1720 feet) / Saddle Time: 3-5 hours
Leaving Sintra’s magic behind, you follow tranquil country roads toward the coast. The air fills with the scent of pine trees and the sound of distant waves. As you approach Santa Cruz, wide sandy beaches and rugged cliffs dominate the landscape. Surfers ride the Atlantic waves, their silhouettes framed by a golden horizon. The quiet town offers a peaceful retreat, where you can relax and let the rhythm of the ocean soothe your soul.
Distance: 42 kms (26 miles) / Elevation Gain: 597 m (2010 feet) / Saddle Time: 2.5-4.5 hours
The route today takes you through rolling countryside dotted with whitewashed villages. The medieval town of Óbidos appears like a mirage, its walls and towers rising above the surrounding plains. Wander the narrow streets lined with vibrant bougainvillea and artisan shops. Sip a glass of ginjinha, the local cherry liqueur, served in a chocolate cup. The timeless charm of Óbidos makes it feel like you’ve stepped back in time.
Distance: 39 kms (24 miles) / Elevation Gain: 321 m (1010 feet) / Saddle Time: 2.5-4.5 hours
Today’s journey winds through vineyards and olive groves. A highlight awaits: Vinhos Cortem, where a wine tasting introduces you to the rich flavors of the region. Further along, the coastal town of Nazaré offers dramatic cliffs and golden beaches. Stand atop the famous headland of Sitio, where the Atlantic unleashes its raw power. This is a town of tradition, where fishing nets dry in the sun and tales of giant waves linger in the air.
Distance: 77 kms (48 miles) / Elevation Gain: 368 m (1240 feet) / Saddle Time: 3.5-5.5 hours
The route hugs the coastline, with the ocean as your constant companion. Fishing villages offer glimpses of local life, and the scent of salt and seaweed fills the air. Arriving in Figueira da Foz, you’re greeted by wide beaches and elegant promenades. The town is vibrant yet relaxed, perfect for enjoying fresh seafood while the waves lap gently on the shore
Distance: 43 kms (27 miles) / Elevation Gain: 164 m (550 feet) / Saddle Time: 2-4 hours
Today’s ride is serene, with eucalyptus forests lining quiet paths. You’ll pass through tranquil lagoons, where herons and flamingos find sanctuary. Praia de Mira welcomes you with its laid-back charm and colorful fishing boats pulled onto the sand. The beach stretches endlessly, inviting you to dip your toes in the Atlantic after a rewarding day on the bike.
Distance: 33 kms (20 miles) / Elevation Gain: 96 m (324 feet) / Saddle Time: 2-4 hours
As you cycle north, the landscape shifts to the unique beauty of the Aveiro region. Canals crisscross the “Venice of Portugal,” with traditional moliceiro boats gliding gracefully. Explore the town’s Art Nouveau architecture and savor ovos moles, a sweet delicacy. The blend of water, culture, and history creates an atmosphere that’s both tranquil and enchanting.
Distance: 39 kms (24 miles) / Elevation Gain: 56 m (189 feet) / Saddle Time: 2-3.5 hours
Today’s route meanders through wetlands and salt pans, where you might spot flamingos feeding in the shallows. In Ovar, the azulejos—the traditional blue and white tiles—adorn the town’s buildings, telling stories of Portugal’s past. Be sure to try pão-de-ló, a soft sponge cake that’s a regional specialty. The peaceful ambiance of this small town offers a perfect moment of calm before the grand finale of your journey.
Distance: 51 kms (32 miles) / Elevation Gain: 314 m (1050 feet) / Saddle Time: 3-4.5 hours
The final stretch takes you along the Douro River, its vineyards rolling down to the water. Porto emerges with its terracotta rooftops and vibrant riverside. Celebrate your achievement with a tour and tasting at Cockburn’s Port Lodge, where the rich, sweet wines of the Douro Valley reveal their secrets. As evening falls, the lights of Porto sparkle, mirroring the Douro below.
Oporto and Vila Nova de Gaia are enchanting cities, where every glance reveals a breathtaking, photo-worthy view. Begin your day at the stunning Capela das Almas, its exterior adorned with iconic Azulejo tiles. Nearby, the bustling Mercado do Bolhão invites you to explore over 80 stalls offering fresh produce and tempting snacks.
Stroll along the Vila Nova de Gaia Pier and browse the vibrant craft market before boarding a traditional Rabelo boat for a serene hour-long cruise under six historic bridges. Cross the Dom Luís I Bridge back to Porto and wander through the steep, winding streets of the UNESCO-listed Ribeira district to the majestic Sé do Porto Cathedral.
End your day at Miradouro da Vitória, where the panoramic sunset view of Porto, Vila Nova de Gaia, and the Douro River’s bridges is unforgettable. Reflect on the unforgettable moments of this incredible journey.
