Nice of you to comment on your video. The weather has been unstable on the west coast of Portugal, with some good openings between frontal systems. Today is one of the good days. More rain in some days.
If you decide to do the voyage taking advantage of the nice days in between you will have some very protected ports that are easy to enter even with bad weather and you can anchor inside for a a couple of days.
You can enter Nazaré but the entrance even if not difficult is a bit tricky at night or even with daylight if the weather is not settled. On the right way in there is no breaking waves but just on the side huge waves can form. Just some more miles South you have Peniche. The entrance is straight forward unless in extreme weather, I mean 30ft waves. It is easy even at night. You can anchor inside and it is not expensive if you want to use the little marina.
Then you have Cascais bay that offers shelter on most conditions (an expensive marina too). On entering the Tejo river (Cabo Raso) don't come near the shore, but pass the cape 3 or 4 miles offshore. With wind against the river current some nasty conditions can take place there.
50 miles South you have Sines: Huge port easy entrance. Go for the inner port and just in front of the old town you can anchor in front of the beach. There is also a little marina, not very expensive and the town is very nice.
More 70Nm and you can anchor on Baleeira, or do more 20 and have an even better shelter in Portimão (on anchor). Portimão has also an expensive marina. From there you have 120NM to Cadiz.
Maybe you know all this already, but maybe not
Have a nice voyage.