I agree with many about the choice of boat
27 is nice for day sail coastal hopping and picnics, but not an ocean boat
For small ocean pocket boats think long encapsulated keel
with good ballast ration.
Think Contessa 26 or better still, 32. Think Halcyon 27. Nice compact cabins. Secure in a blow.
Short handed sailing is not really down to the size of the boat. It’s about the ease of handling. Ellen MacArthur had a huge trimaran
and was single
handed, so look at line management, number and size of winches and deck
No idea about Red Sea - sorry!