Jamaica is a hard country to get things in and out for a beekeeper and expensive too. Just a thought for you about the multiple fillers, one switch idea... If your tank was rectangular, you could attach a row of honey gates very low on tank and all aligned in a row. The gates can be opened and closed by one board or stiff wire attached to mutiple gates. Your country is very hot, the honey will flow great w/o a pump. When you get low on honey inside your container, you might have to fill one at a time, or refill tank w/ honey to maintain pressure and flow rate.
Similarly, use garden hoses or copper plumbing fittings for filler. One from tank, and split into four or five fillers and one turn/ball valve. I really dont think your honey will be too thick w/ your temps.