Hey Tom
my 0.01 cents worth.
Jackson, B.C.Rich,Kramer,Charvel,Heritage,Gibson are ALL US guitars which command a MUCH higher price in UK than US. Case in point I quit bidding on a B.C.Rich Gunslinger for $660 (which it has hours to go on now, as I thought it was too much for over here) when Feline (and am SURE he has it right) is selling a Gunslinger for 899 pounds, so work it out yourself.
I would def. speak to the airline and either a.get it insured first or b.buy a flight case.
I am coming back with 1 x guitar and shipping others (as am moving back after 6 years, so bit different as am resident here and citizen in UK and import then is less of an issue).
Pedals, no worries, most are 9volt and I am gonna buy a Godlyke power supply (bout $29) which powers from 110v-240v!
I would check some Pawn shops while here (course may find too many bargains and then get too much stuff lol.) Your main prob. is (to my mind) you are going to NY first and will fly home from HI (via LA ?) so will be carrying round a guitar?
Anyway, do some checking first (BTW, personally hate NY, too busy for this country boy, but lived and worked in HI for years so any questions I would be HAPPY to answer!).
I have seen GOOD flight cases for $200 and less.
For example (bought HBE Big D for $150 new and Dunlop Crybaby from Hell for $120 new).
My Jackson SL4 thru neck natural body seymour duncan was about $500 and my Gibson was $1400.
Good Luck and let me know if I can be any help, pm me or I will even talk to you on phone if you wish.
As much as I can give back to you friendly/helpful lot is my pleasure :)
Nick