Power Cat pretty much leaves you wide open for first night options. Lots of live music to be had at Cane Garden Bay most weeks. I might head over to Cooper Island for your first night and then make your way up to Leverick Bay for the Michael Beans show -- he will be in his last week of performances (I believe he finishes the 3rd? someone here will know for sure) and if you haven't been to his Happy Arrrrrrrrr....you really should!