Cut bread into quarters and cheese into cubes. Roll ham and then cut into thirds. Cut cucumber in half lengthwise and then into thick slices; cut pineapple into chunks.
Skewer bread, cheese, ham, and tomatoes in an alternating fashion, making 8 skewers total.
Skewer cucumbers, pineapple, and blueberries onto separate skewers making 4 total.
Serve skewers alongside carrots with any remaining ingredients on the side.