I don't know much about charters in the brewster area, but this time of year might be good in Wellfleet (billingsgate shoal) I fish there every now and then. The water is warm on the shoal and just off it should probabaly hold some fish. There are about 8 boats that run 3-6 man charters right in the harbor. they go as far as P-town also. Give them a call...
Hope this helps, good Luck!!!
