I\'ve Safari 8.0.6 with iOS 8.3 on my iPad, while debugging through Web Inspector on my Mac (10.10.3), the connection keeps on
This plagued me for a long time with very inconsistent behaviour, here are a few things I have found that help, I also wrote a blog post on this here.
Update both mac safari and ios - I have found after having the latest of both versions it started working for me, there could be debugging incompatibilities between Safari's.
Check that web inspector in ios is enabled - It has been known that this setting can be switched off after an upgrade, check in settings > safari > advanced > web inspector.
Check the port you are connected to - I have had mine plugged into a cheap hub / via apple keyboard/monitor hub and found that going directly into the mac works much better.
Are you using a good quality cable? - I have found that better quality / official cables that aren't worn out have better reliability when in debug.
Other notable observations - other people have commented that making sure cookies are enabled in safari, enabling private mode and trying whilst Xcode is open have affected the reliability of this, although I haven't seen this myself it may help others to try.