A cultural connection of walkers to landscapes and local life.
You choose your departure date!
9 Days - 8 Nights
$500 USD Deposit Due With Registration
per person, double occupancy
Call Us. +1 623.561.0846
Hilltop fortress villages looming over ancient cork oaks and medieval pathways winding through chestnut forests. Roman temples, prehistoric menhirs and untouched fishing villages. From the Spanish border to the rugged coastline of the Costa Vicentina, this unique trip takes you walking through the beautiful, diverse Portuguese province of Alentejo.
To ensure that you get absolutely the most out of your time, you will be met on your first day in Alentejo by one of our local guides, who talks you though the maps, walks and information for the week ahead. They will transfer you between the different areas and are available to give you on-call support and advice throughout your holiday.
This journey of great contrasts starts in the fantastic capital, Lisbon, bursting with a lively cultural scene and historical sites befitting this fascinating country. Explore the gardens and palaces of royal Sintra on the way to the inland of peaceful Alentajo, where you walk ancient paths within the São Mamede Natural Park, linking the beautiful villages such as Castelo de Vide and Marvão. The landscape is of the unique open Mediterranenan forest known as Montado and traditional lifestyles far from the tourist trail, close to the true essence of rural Portugal and its rich cultural heritage.
A relaxing pause from walking in the historic town of Évora prepares you for the second part of the trip, along the Fishermen's Trail of the Rota Vicentina coastal network. This follows high cliffs over the Artlantic Ocean between small fishing villages.
Southern Portugal Highlights
Spend each day and night exploring different parts of the region for a diverse experience.
EPIC SCENERY. EPIC CONNECTION.
Walk through unforgettable landscapes and immerse yourself in the culture and community of Southern Portugal.
BETTER WALKS, BETTER LIFE
Exploring Southern Portugal by foot, is an opportunity to create your own unique adventure the whole way. This trip is fully customizable-- tell us how you want to walk. We will help make your dream a reality.
Level of Activity
This is a walking holiday, so in that sense active, though it should not be terribly challenging for active travelers accustomed to walks of comparable distance. Although the itinerary includes daily walking, you will also have plenty of time to relax in the slower pace of life in Alentejo.
Distances on your walking days average around 15km. Elevation gains/losses are not dramatic by and large. In some cases, particularly at the coast, these can be lengthened and shortened-- your guide can explain these options at your welcome briefing.
Level of Comfort
In keeping with the varied nature of the places you see on this trip, your accommodation is equally mixed.
For most of the first few nights, you stay in local guesthouses, which are friendly, family-run type places. Not overly fancy, but very comfortable, and extremely welcoming.
The first night's accommodation is the most basic/simple; there aren't a great many options in this very remote part of Portugal. It does however give you access to a unique walking route, and a great insight into rural life.
In Marvão, you stay at the Pousada (the Pousadas of Portufal being akin to the Paradores of Spain), which has more in the way of amenities, a smarter restaurant, etc.
Moving west, your hotel at Évora is a delightful place near the city walls, with a lovely terrace and very comfortable rooms. You end the trip with two nights in the charming Herdade do Touril, where you can enjoy great hospitality, delicious food, and a welcoming swimming pool.
Level of Culture
One advantage of the slow pace of an inn to inn walk is that it allows you to enjoy not only the nature around you, but also gain a deeper insight into the local life of the area.
This holiday takes you into contrasting areas of Alentejo; from the rural heartland of the world's largest cork-producing area, to the rugged Atlantic coastline. Life in these regions is different in many ways, though in both cases has changed little over the years.
Your pause from walking, between inland Alentejo and the coast, takes in Évora-- the capital of Alentejo. The layers of history here are self evident, from the Roman temple to the imposing cathedral, and the eerie Chapel of Bones to name a few key points.
This exclusive itinerary has been designed so that you have guided transfers between the coast and inland, which provides a resource to widen your understanding of local life and history. All this ensures that you have a rich cultural experience at each stage of your journey.
Please note that the details of this itinerary are subject to change. Many of the planned activities are organized according to availability, events or seasonal dates, appropriate weather conditions or the discretion of our guides. We make every effort to provide the experience described in the itinerary with the understanding that some things may change.
Where We Sleep
Quaint village luxury. The accommodations on this Portuguese walking tour were carefully selected by Jo Ann Taylor and are in the style she has created and the Walking Connection has become known for. The lodges. With gracious amenities and unique local flavor, you will rest comfortably night after night. Your luggage will be transferred between locations and be waiting for you upon arrival.
Herdade do Touril
This friendly hotel is set in 5 whitewashed farm buildings built in 1826. A 15-minute walk from Tonel Beach on the Atlantic Ocean, it lies within the Parque Natural do Sudoeste Alentejano de Costa Vicentina.
A perfect place to walk to and from.
"Sitting here numbering my GREAT photos of Portugal! Memories of a WONDERFUL time. THANK YOU, THANK YOU, for a great vacation, AGAIN! Everything was perfect, as always. You have me spoiled on trips!" "
- Dorothy T
"I had the most amazing time! Way beyond my expectations! Beyond words!"
- Brenda C
"Its the places you go and the people I meet, that's why I have traveled with you for the last 30 years."
- Larry D., Arizona
Great! We love talking about walking in Portugal! Give our FAQs below a quick look. You might find answers there. Or email us: info@WalkingConnection.com or call us at +1 (623) 561.0846 to speak with a team member. Either way, we are at your service, so please don't hesitate to reach out!
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We're at your service...
Call us at (623) 561-0846 to speak with a Walking Connection Team Member.