I don't have a center cupola caboose but I have 2 logging cabooses and they basically come apart like the passenger cars. Just be sure to disconnect the ladders from the roof first - usually the ladder will just pop out of the bracket. Hope this helps.
. The Kissimmee Valley Extension of the FEC started in New Smyrna Beach and ended in Okeechobee. The plan was for this to be a mainly agricultural railroad with light passenger service. In my reality, around the time the line was abandoned in 1947, a group of the ranchers and farmers got together and purchased a portion of the right of way (from Holopaw to Okeechobee) and formed their own railroad to get their goods to market. Although trucks were making inroads into the freight-hauling business, road infrastructure was still lacking and unreliable.