Ok Just got a lightbox working - gallery 0.2.2? or something + silverstripe 2.2.1, similar issue nothing happened when you clicked on the images.
Solution? - well I had to use Requirements::block() for each of the SS JS files - seems like they were conflicting, dont know which one exactly or if its a order thing but I added this to gallerypage.php file in the function init()
function init() {
// Javascript Requirements
// these are the old CMS js files that are breaking things
Requirements::block("jsparty/scriptaculous.js");
Requirements::block("jsparty/prototype.js");
Requirements::block("jsparty/prototype_improvements.js");
Requirements::block("jsparty/loader.js");
Requirements::block("jsparty/behaviour.js");
// just include the useful stuff
Requirements::javascript( "gallery/javascript/prototype.js" );
Requirements::javascript( "gallery/javascript/effects.js" );
Requirements::javascript( "gallery/javascript/lightwindow.js" );