You gotsa believe yon Nuduke! Ya Gotsa manifest that dream and dream that dream to manifestah!
How did you ever end up picking this place? People go there to spend money and wear clothing on the beaches. It probably has exceptional food, lots of interesting local fruit and veggies, and wines. BUT, looking for a sandy beach, not to mention a nude one, with parasols, isn't on their program.
So, what are you going there for? Whose idea was this that suggested it and wrapped it up, BEFORE you researched it...ah never mind. You have to find a way to make the best of this, not YOUR vacation spot. Here's how:
I went to google maps, found the island and turned on the satellite image. I don't know where you are staying, there are more remote spots up in the hills where it is less populated. There are probably some cheap accommodations up there, probably a “couch surfing” situation. Let's look at beaches. If you want a secluded naturists beach, you will have to hike to it, and expect rocks and pebbles. There are miles of that around the island. You CAN have your nude seaside paradise. You can figure it out by the map and images and a tide directory and take a hike. You can pal up with the local dreadlock hippie folks and ask them where is best for naturism. They know that and where to score. You can also, meet the local boatman and ask to be taken to a secluded spot, dropped and picked up. You can tell him what you would like and why, its secluded and your business, they don't care. BUT this place is not notable for its beaches.
All the time that you are scrounging that island from the air, you will be imagining places to be peacefully naked and naturist. It will come to you. The coast has amazing rises up into the sky everywhere, but that means that there are many private places because of that very thing.
The place is notable for its hiking. Guided and not. The interior of the island isn’t so built up, it has magnificent views, and forests and grasslands and miles and miles of trails. Get a trail map and apply it to the google images. There are lots of places off of the beaten path. Hike in a kilt and then stop off here and there. Some trails are busier than others. I doubt that any are THAT busy, or they wouldn’t be guided. What are the laws in concern of nudity in the tooleys of Portugal? You can see where you need to go. There is a lot of undergrowth, machete time if you don’t research well.
I’m saying that with the effort, that you can have a couple, or more, memorable for life experiences to carry around for the rest of your way too few years.
Get off the ground dude. It sounds like you were disappointed by your last reported excursion. Stand up and dust yourself off. You can choose to have an incredible experience on that island, but it won’t materialize sitting in a deck chair. Adventure into uncharted territory requires research, many potential options and determination. It ain’t gonna happen if all you do is roll over with a Madeira whine. To quote I-Ching, “Perseverance furthers.” GO fer it! Go get us a remarkable trip report that will make us all green with envy! I mean CLASSIC! Spend your next days taking long walks and climbing stairs, you’re gonna need it. Leave the Mrs. in the dust, so she will have to let you run off on your own a couple of times. It’s your new hobby. Let her use the safe travel agent’s advice, you’re out to make magic.
No excuses brother, you’re on a MISSION, NOW!!!!
Jbee