I do not know about prices for playing golf in Tampa or the courses in the area but you can go to Edward's to get cigars.
They also carry pipes and tobacco. I hope you enjoy your visit.
I recall Bay Palms to be a nice course back when I was stationed there at MacDill AFB.
Right around $35: http://www.macdillfss.com/mainmenusub-rc.aspx?SectionID=410
Have fun!