The Alentejo region is the perfect example of the peaceful lifestyle of the Portuguese countryside. The history of our country will be present in your day-to-day experience due to the wonderfully preserved castles, medieval towns, and the ancestry of our people shown in megalithic sites along the way. Walk through forests of oak, chestnut, and cork as the rolling golden hills of Alentejo take you by surprise! Meet the proud people of Alentejo and taste their incredible traditional dishes with delicious flavor, all while drinking a wonderful local red wine. All these elements will make you surrender to the outstanding beauty of this land!
SELF-GUIDED 2026 PRICES
Tour Price1.335 EUR
Single Room+ 440 EUR
04 Jan - 15 Dec
Price Notes
• prices per person for a minimum of 2 people in double/twin room
• solo traveler supplement on request
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Cycle Madrid to Lisbon
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stevlevin –
We worked with PNT to plan a customized, moderately priced, self-directed hiking trip that featured 3 days on the Alentejo coastline and 4 days walking in the Sintra region hills and among Sintra’s cultural highlights. The PNT staff helped us to choose hikes that were just right in length and difficulty. The lodging was comfortable and cozy. They gave us terrific recommendations about what to see and where to eat along the way. I realize now that this trip works only if the trip provider really knows the region well and has a trusted network of proven partners. PNT delivered in every way. We met other hikers along the same trail in the Alentejo region, and we compared notes about our tour companies. PNT rose far above the rest because of their outstanding service, attention to detail, and depth of support. How? – When our Lisbon hotel was overbooked, they upgraded us at no charge to a beautiful nearby property. – When I left my jacket at one of the lodges, they arranged for the return at their expense but no charge to me. – They gave us a Portuguese phone and said, “Call us anytime, 24/7, if you need anything.” We did, and they responded with helpful results every time. – Best of all, we got a pre-programmed GPS with the exact tracks to follow. We could wander away, wherever we pleased, but we instantly knew where we were and how to return to our route. Other companies give detailed written instructions and a map, but their clients are always wondering, “Did we miss the turn? Was that 300m?” We never had any doubt about exactly where we were and how to return to our trail. This is HUGE, and I plan to do many more self-directed tours with GPS support. (Some people say you can just download an app on your smartphone, but this is not at all the same. Our GPS actually showed a trail that a knowledgeable guide had previously walked and recorded.) This was especially helpful in Sintra, where we often took obscure paths behind villages and cut through fields. There is NO WAY we could have done this hike with a map, written instructions, or a smartphone app. – I was surprised and delighted by the enthusiasm and care of the PNT team. They love what they do and always put our interests first. By the way, I usually do not write glowing reviews like this one. I’m actually very discerning and bluntly critical when needed. In this case, I can’t help but glow.
Pelagius –
We had a stunning series of walks over 4 days, mostly off-road, in the modest Sao Mamede hills around Marvao and Castelo de Vide (the latter town is great, and much more interesting than Marvao, which has a superb location but is purely a tourist town). Antonio & Sofia gave us great walks, combining ancient tracks through cork oak forests, some road-walking and narrow trails through dense woods. The GPS was easy to use and a godsend!
lisagrue –
We had five women on a guided hike on the Alentejo Coast. The hotels, food and hikes were wonderful. Susanna was our guide and she made the trip relaxing and so much better. Every day she would pack us lunches with different foods and snacks. It was so lovely. She went above and beyond to make sure my birthday celebration (the reason for our trip) was extra special. I have gone on many self-guided hikes in Europe, and this was one of my favorite. The rugged coast, storks nesting, seafood, and wonderful people of Portugal made for a perfect way to turn a half century old!