You might be able to get a T1520 and get both loader and backhoe to meet your weight requirments. The T1530 would probably push the limit. You might have to remove the backhoe or FEL to be able to transport legally. The real problem I think you will find is that New Holland is going through a change in OEMs from Shibaura in Japan to the Korean built LS tractors. I'm just not sure what you might be able to get delivered in Jamaica. That's the real reason I suggested Kubota. Kubota's website is full of all the info you need or you could post in the Kubota forums to get more expert advice than I can give to you. Here is a link to New Hollands Website.
I could get a weight distribution hitch to get a bit better towing capacity. But don't understand whats you're saying about OEM from Japan.
Will post in kubota website. Appreciate it