You will not stay alone. The Madeira 1-Month Tourists community is already waiting.

A full month surfaces the real patterns — which levada trail gets busy first, which coworking desk has decent signal, who is stretching a holiday into something longer. This group is a mix of remote workers, long-holiday extenders, and people quietly weighing a permanent move.
Group vibe
Steady; deliberate — extension talk is the default topic, not the exception.
Example members. Real archetypes drawn from the people who already meet up here.
From Berlin
PM at German startup, remote 3 weeks a year, loves Dojo
From Melbourne
On sabbatical, surf daily, asking members about visa options
From Lisbon
Writer, one month in Santana, workshop-hopper
From Seoul
Post-burnout rest trip, found yoga teacher training unexpectedly
One number to sign up. Your group is already waiting on the other side.
Join 1-Month Tourists