In antiquity, the Egyptians, the Phoenicians, the Greeks, the Romans etc. had colonies. The oldest might be the Egyptian colony of Canaan.
If you are talking about current colonies, the answer will be different.
Here is a list of current colonies. Puerto Rico might be the "oldest", it was achieved by the US in 1898. But that is also the case with other US current "colonies", such as Guam and American Samoa.
Bermuda was claimed by the British in 1612 and therefore may qualify as the "oldest" current colony. At least if you count the number of years it has been possessed by the current "colonial power".
The debate on whether intelligent life exists elsewhere in the universe has gone on for a long time. Centuries ago, the idea was called 'the plurality of worlds' - and the arguments over it form the very earliest works of science fiction.
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