i can relate to the 3rd trip this year - when i go in june - it will be three trips to negril in 5 months..lol
also - i can post pics from a ipad - however - as i am sure your aware - there is no sd card slot.
the solution is that u can get a dongle either from apple for $$ or a generic for $ that allows you to insert the sd card into it. it plugs in the charging port.. i got mine for like $6 on ebay.. once you put your sd card into it - it brings up all the photos in the camera directory and allows you to import them to the ipads storage..at that point you can email them or even edit and produce them..
unfortunate that apple didnt include a memory slot - but for a nominal fee, it definitely can be done..