Some items mentioned in this blog post have been gifted, these items are denoted by ( * ).
Read the disclaimer about affiliate links & PR gifting here.
Clothes to bring
The obvious packing rule is bring comfortable fitness attire, hiking shoes and, if you plan to head up mount Pico, sufficiently warm waterproof clothing (serious hikers only, no joke). I picked up a couple outfits from Titika* for extra comfort and to look good for…the cows I guess, our audience was mostly cows. Sadly, I only got to wear the shorts under the wetsuit (should have gotten fleece leggings)- the comfort and warmth quality active wear brings is priceless.
Less obvious is bringing city clothes. In bigger towns, like Ponta Delgada and Angra do Heroísmo we frequently felt underdressed when dinning out. Somehow, our yoga pants did not align with the heels and dress shirts throughout the restaurants. Our city attire consistent of skirts and dresses which, sadly, it was too cold for during our trip.
Our flight limited us to traveling with only a carryon so with the cold spring weather I ended up wearing pretty much everything I brought, sometimes all at once.
While most people speak some English, at least in hotels and restaurants, having minimal Portuguese knowledge really helps. I’d say common courtesy is also to remember that this is their country, you’re lucky if they speak any English at all.