Pineapple ham studded with pineapple rings and maraschino cherries is a retro family holiday classic. Sweet and savory, this high protein centerpiece is festive, impressive, and crowd-pleasing.
Preheat oven to 325°F. Place a rack on the lower third of your oven and line a roasting pan with foil for easy cleanup.
Set the ham on the rack, fat side up. Score the surface in a diamond pattern, then stud evenly with whole cloves for depth of flavor.
Arrange pineapple rings over the ham and secure each with toothpicks. Place a maraschino cherry in the center of each ring, securing with more toothpicks as needed.
In a bowl, mix brown sugar and Dijon mustard into a thick paste. Brush generously over the ham and fruit to form a glaze, ensuring all exposed surfaces are coated.
Loosely tent the ham with foil and bake for 1 hour. Remove foil, baste with pan juices, and bake another 1 hour, basting every 20 minutes for glossy caramelization. Let rest 20 minutes before slicing and removing toothpicks.