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Help with 2 week Portugal Itinerary

Traveling to Portugal in May for the first time and want to see the main highlights. I am not really a beach person, hence the absence of the Algarve. I am always up at around 7am and also enjoy staying out till around 11pm-12am. I enjoy walking a lot and just stopping in random cafes or bakeries along the way. On previous trips, I have walked on average 12+ miles a day. I also like to see the main tourist attractions of the cities, but I don't mind missing some of the big stuff if there are long lines, etc. I do have experience traveling in Europe and have visited Spain, Poland, and Romania in the past. Here is my itinerary. I have 13 full days excluding travel.

Day 1: Arrive in Lisbon at 8p. Check into hotel and get a good night sleep.
Day 2: Full free day in Lisbon.
Day 3: Full free day in Lisbon. Explore the Belem district.
Day 4: Sintra day trip. Sleep in Lisbon.
Day 5: Tomar day trip. Sleep in Lisbon.
Day 6: Lisbon to Evora by train. Spend afternoon and sleep in Evora.
Day 7: Free day in Evora.
Day 8: Evora to Coimbra by train. Spend afternoon and sleep in Coimbra.
Day 9: Coimbra free day.
Day 10: Coimbra to Porto by train. Spend afternoon and sleep in Porto.
Day 11: Free day in Porto.
Day 12: Free day in Porto .
Day 13: Porto day trip. Considering Douro valley, Guimaraes, or Aveiro.
Day 14: Morning in Porto. Take afternoon train to Lisbon and stay in hotel by airport
Day 15: Leave Lisbon at 6am in the morning.

My main questions are:

Is this route all manageable by train?

What day trip from Porto would you recommend? Douro valley seems to be very popular, but I don't really drink and most tours seem to be wine tasting. I do enjoy nature though and the views look stunning.

Would you recommend to take one day from Porto and add an Obidos day trip from Lisbon. I have heard mixed opinions about Obidos, but I personally love small towns--especially medieval ones.

Would you speak Spanish or English? As a native Spanish speaker, I understand Portuguese quite well and wonder if this is more useful than speaking English.

Does this trip look reasonable?

Thank yall in advance!

Posted by
3342 posts

Hello

I have spent. a few days in Lisbon post cruise.

I loved Lisbon.

I spent a half day in Belem and a half day in Sintra. Think it is great that you are going to explore both. I hope that you can give both of them more than a half day. I found Belem more interesting than Sintra and noticed some very popular bakeries in Belem.

I had been on a. cruise and we ported in Porto. I took an excursion to Braga and highly recommend Braga as a day excursion. It is a very religious community with a Marian Shrine and many beautiful churches. Braga closes down on Sunday so try to avoid Sunday if you visit. However the churches and the Shrine will be open.

I may be wrong but I think that I have heard that the Portuguese would prefer you speak English rather than Spanish. I think that I heard they get offended by Spanish. And again I might be wrong.

There are persons on this forum who know much more than me about Portugal and they will be jumping in.

Posted by
3709 posts

I think I’m remembering correctly that there is a good Roman site near Coimbra. Conimbriga (?) If you are in Coimbra, it’s well worth a visit.

Posted by
848 posts

It seems to me that going to Tomar for a day trip from Lisbon and back means you are backtracking. I would (tentatively) suggest stopping in Tomar for a night (which I did and enjoyed) before continuing on to Coimbra, or spending most of a day in Tomar and then on to Coimbra. This would leave Evora as the day trip from Lisbon. Perhaps someone will comment on whether this makes more sense.

I also heard the warning that people in Portugal get offended by tourists using a few words of Spanish as if it is all the same language -- like saying gracias rather than obrigado. However, I suspect it may be different for a native Spanish speaker. I was on a very small guided tour of a small church with a couple from Spain. The guide communicated in Spanish to them and English with me even though they could also speak English. I think that if you introduce yourself as a Spanish speaker who can understand Portuguese, you may be fine.

Your itinerary is very well structured and totally manageable by train. The Lisbon–Évora–Coimbra–Porto route works smoothly, and booking long-distance trains in advance is a good idea.

A couple of thoughts that haven’t been mentioned yet:

Near Coimbra, consider Conímbriga — outstanding Roman ruins with beautiful mosaics and very walkable.

From Porto, based on your interests (walking + history + not wine-focused), I’d choose Guimarães over the Douro. Compact medieval center, castle, great atmosphere.

Óbidos is charming but small and quite touristed. Since you’ll likely visit Guimarães, I wouldn’t sacrifice Porto time for it.

In Porto, consider starting with a guided walking tour to get historical context, then explore on your own. Companies like Bluedragon offer well-structured walking tours that help you understand the city layout and history before you dive into your 12-mile days.

Language-wise: as a native Spanish speaker, you’ll understand a lot. Just be polite — either start in English or explain you’re Spanish and understand Portuguese.

Overall: very reasonable, active, and well balanced trip. You’ll love it.

Posted by
8384 posts

If you’ve been to the ruins of other Roman towns, Conimbriga is much the same, and might not be the best use of your time. The ruins are 11 miles outside of Coimbra and if traveling by public transportation, a taxi would be the quickest way to get there. Taking a bus, the ruins are a 20 minutes or so walk from the bus stop. When we visited we had a rental car and had to pass right by the ruins en route to Tomar.