I've kayaked on the south side of Honeymoon island in the pass. Never kited there though. You'll also need to watch out for fishermen and the boat and PWC traffic in the pass. The current there really rips. It sets up some good standing waves on the sandbar on the southwest side of the pass just off Caledesi island. A few months ago I heard of a kiter that needed to be rescued as the current took him out through the pass into the gulf. So be careful, particularly if the wind dies.
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