You will not stay alone. The Madeira 2-Week Tourists community is already waiting.

Most members switch from sightseeing to routine somewhere around day five: a regular tasca, a cafe with a usual order, a small group that formed out of nowhere. The board fills with Wednesday cafe votes and quiet questions about long-stay visas.
Group vibe
Settled; content — with a low hum of should-I-extend conversations running underneath.
Example members. Real archetypes drawn from the people who already meet up here.
From Dublin
Remote worker stealing half-days for surf
From Kyiv
Yoga retreat first week, beach second week
From Paris
Couple trip, wine lover, looking for hidden Italian
From Munich
Bringing mom, needs non-party Santana recommendations
One number to sign up. Your group is already waiting on the other side.
Join 2-Week Tourists