Truly the only things I want is a good mattress/boxspring and a decent desk chair.

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00abuse

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To bring:

skin lotion
deodorant
bandaids/first aid
kitchen knives
padlocks
decent unlocked phone
laptop
bedding/sheets/towels
TV/stereo/entertainment- portable
Shoes
extra socks
cool personal stuff to remind you of who you are

*I'm basing this on a move from the US. The above items can be purchased for less and are of higher quality than you can generally get in JA....

Stuff not to bring:

When I moved to Ja in 2004 my employers paid for the move. When I moved back to the US in 2008 I was on my own......with a LOT of stuff.
My advice is to not bring anything to JA that you would be unwilling to sell if you leave. The shipping costs are astronomical.
In my current situation I actually have a household's worth of stuff; appliances, couches, beds, etc on island, but I spend somewhat more time on island than not. For me the question is more like "what do I bring this time?" Hence the lotion, bandaids, etc....

-Ed

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10abuse

Im just in the process of packing for Jamaica. I like your list, and overall approach, and have included all this myself. Not the tv & media electronics, though you make me think

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10abuse