Short answer
Yes, island life can feel isolating, especially in winter when flights and ferries are fewer and the weather is grey. Many newcomers adapt well, but it helps to build local connections and plan trips off-island. If you are prone to isolation or need frequent specialist care, weigh this carefully before moving.
General information, not legal or tax advice. Rules and amounts change: confirm with official sources.
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A renovated 5-bedroom house in Ribeira Grande, São Miguel island, minutes from the beach and local life.