Place ham in roaster. Add water to cover 1 1/2 inches of the bottom of roaster. Add Worcestershire sauce, wine and optional Tabasco. With wooden picks, secure pineapple slices on ham. Pour cherries over the top. Using 1/2 of one box of brown sugar, pack ham and lightly spoon some juice over ham. Cover tightly. During baking, pack with brown sugar and baste 3 more times. Bake 20 minutes per pound.