Operating Costs for a 40' Cat in the Keys

i am not familiar enough with sailing cats to give you specific brands and models, just general tips on what to look for.

easy path to the bow for line handling and anchoring, with wide uncluttered side decks.

wide, safe area at the bow to handle ground tackle. Even if you have a windlass, they can jam. you also need to access the bow to lock/unlock the anchor.

decent access to the engines, generator, and other items which need to be serviced.

easy access from the helm to your lines... if there are steps, make sure they are easy and safe.

convenient way to store/launch a tender.

Having all lines leading back aft so you can do moast maneuvers without having to leave the safety of the cockpit

hard to be more specific without knowing what you can and cannot physiucally handle but the above is pretty important in your case.