
Porto To Lisbon
October 5 - 15, 2027
from $6,998 per person, double occupancy
Hosted by
Walking Connection Founders,
Jo Ann & Gene Taylor
A Jo Ann Taylor Signature Adventure


Porto to Lisbon
And Points In Between!
Culture | Cuisine | Connection | Discovery
11-Days/10-Nights Signature Walking Adventure
From Porto to Sistelo to the Douro River Valley Through The Alentejo Region and on to Lisbon
​​From Porto to Lisbon, this journey takes us through Portugal's history and natural landscapes. "Along the way, we'll discover what drew Iberians, Phoenicians, Romans, Muslims, and Christians to fight for this land, and how a small nation at the edge of Europe came to look so boldly outward to the sea." History walks hand in hand with the landscape. Forests, mountains, and coastline bring variety to every day of the trip, from the lush forests and meadows of the north to the open Mediterranean forest and the calm waters of the Tejo River.
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The towns, villages, and landscapes truly come alive when we meet the people who live there. Local guides, farmers, chefs, and winemakers are part of this experience, offering true insight into life in Portugal.​
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We've carefully paced the journey to make it comprehensive without being tiring. Each day ends at a fine, very comfortable hotel with a strong sense of place, and the variety is part of the pleasure, from stunning historic buildings to small boutique hotels. Jo Ann and Gene host, and expert local guides lead the way.
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Come Walk Portugal With Us!
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INSPIRATION
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Douro Valley: We walk down through terraced vineyards to the river at Pinhão, share a farm lunch at a family winery, and glide along the Douro aboard a traditional rabelo boat.
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Central Portugal: Walk the monks' forest of Buçaco, stand beneath the Gothic vaults of Batalha, and hike through ancient olive groves and the Serra de Aire e Candeeiros Natural Park.
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Alenteno: Cork oak plains, old smugglers' paths, and the hilltop fortress village of Marvão, with views deep into Spain.

Come Walk Portugal With Us!
Hosted by Walking Connection Founders,
Jo Ann & Gene Taylor
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Adventure the Paths Less Traveled
October 5 - 15, 2027
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Optional extensions available:
Pre-Trip: Porto / Post-Trip: Lisbon
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Priced from:
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$6998 per person, double occupancy. (Limited single occupancy is available).
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$1000 Deposit Due with Registration.
Pre- and post-trip extension prices will be determined by the number of participating guests. To be confirmed with guest registration
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​Highlights and Inclusions:
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​A unique itinerary created by Jo Ann Taylor & our team in Portugal.
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Hosted by WC founders, Gene & Jo Ann Taylor.
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Professional English-speaking Interpretive resident guides.
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10 days/9 nights as indicated in the final itinerary.
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All tour transfers and meals as indicated in the final itinerary.
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Entry into all site visits as indicated in the final itinerary.
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Detailed Know Before You Go information.
Payments, Cancellation Policy, Trip Minimums, Trip Grading for Walks, and recommended footwear and gear are linked below. Click "Get Details."
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Every detail reflects the heart of Portuguese hospitality, carefully curated by Jo Ann Taylor to create an authentic, immersive experience that's true to place—without compromise.
A Signature Adventure
This isn’t a cruise stop or a checklist tour. It’s the Walking Connection—on foot, with purpose and presence.
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We believe the best way to understand a place is to walk it—step by step, with time to pause, reflect, and connect. On this journey, Jo Ann and Gene invite you to experience Portugal the way they do: with open hearts, curious minds, and a deep appreciation for the stories that shape people and place.
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Food and wine are at the heart of the journey. We'll visit some of Portugal's most significant and oldest D.O. wine regions and enjoy culinary experiences ranging from traditional farm stews to top-level creative cuisine..
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Porto to Sistelo to Guimarães
Our journey begins in the lush north, where Peneda Gerês, Portugal's only national park, shelters granite villages, stone granaries raised on stilts, and the dramatic farm terraces of Sistelo, known as the Portuguese Tibet.
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Douro Valley to
Buçaco to Alentejo
A walking dreamscape: forest walk in Buçaco, Gothic Monastery of Batalha. Hike along the "Smugglers' Route" to Marvão.
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We finish in Évora, with its Roman temple and Chapel of Bones, before a farewell evening of dinner and Fado music in Lisbon..


