Get all your gear, and all your receipts (I hope you still have them), and you'll be surprised.
I buy a lot of stuff off ebay, and i mean a lot (check my gear photos in my signature, that was about 1 year ago and it's probably doubled since then). Being the complete nerd that I am (hey, i'm a gearhead nerd, not a photographer), I went back over my paypal and ebay accounts and worked it all out one day into a spreadsheet. (tip, another good reason to do this is to mark-down all of your serial numbers in case something gets stolen)
I have only 3 big-ticket items (well, 'big ticket' to me, not compared to some of you guys), my 7D and 15-85 (€1800 cost) and 70-300L (€1200 cost), which is about $4000 total.
Then my 'rung down' stuff, 85/1.8, 100/2.0, Samyang 35/1.4, Sigma 8-16, FL55/1.2+EdMika, 430EXmk1, EOS3, Zeiss 300/4.0, Voigtlander 21/4.0, Mamiya 645AF, Vanguard tripod, all of which were between $200-500 each, maybe another $3-4000 to the total.
A lot more stuff just below that, lots of Pentacon Six Zeiss stuff and a few 'nice but not the best' lenses for $50-150 like my Takumar 50/1.4, Jupiter 85/2.0, Shorty McForty and Nifty Fiftington.
Then comes all the crap. Russian lenses for $10-50 each, lenscaps for $2 each from china (I always get lenses without caps, and I'm so fricking OCD that everything has to have a cap, front and rear), filters of various shapes, sizes and colours, step rings from 39 to 106mm and down again, cokin attachments, grips, arca-swiss plates and clamps, a nodal-ninja, bellows, extension tubes, focussing screens, teleconverters.
You name it, i've bought it.
But get this. I typed all of this stuff into my big OCD spreadsheet, and the numbers are a bit amazing (and a bit scary). I can check when I get home for the exact magic number, but it's something like $150. Add up the total price of everything that cost above that 'per item', and add up the cost of everything below that 'per item', and you get roughly the same value (maybe $7-8000 or so). So despite my complete lack of 'big ticket' stuff like a 1DX or über-white, the value of my kit is a lot more. And I'm not going to carry it all at once. (I might get it all in my car at once, but that's because the car is a Falcon Station Wagon with a huge boot).
Anyway, how do I insure this? I've got a $5000 out-of-home accidental damage on it, which is probably the most i'll have in a backpack at once (and it's the most my insurance company will give me). But do I bother insuring all the small crap? The lenses that cost $10, and the caps to go with them? All the filters that I only bought because they were cheap, and probably won't buy again? The only way I'm losing the whole kit is in a fire, even if someone broke in they might take the 70-300L and 7D and leave the gunge (hey, I would too). So is it worth insuring $15k of stuff, even $10k?