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I took my Crumpler Three Million Dollar Home across Europe for a month, to 13 different countries, with my T2i and two lens (plus zoom in my luggage for certain days). It still looks brand new and kept everything protected and safe from bumps, jolts, rain, snow, thieves, etc.

I would not be happier with it, and they make larger sizes for larger lenses. I spent days researching this, and probably looked at every camera case made today. It really depends on what you want.

I wanted something small enough to carry everyday for a month with two lenses, for that the Crumpler is at the top of my list, and it doesn't look too much like a camera bag.

However, if want to take the iPad along, backpacks are superior to other cases, because all the iPad/Camera cases I have seen are too bulky to not just use a backpack. That said, you seem to have already purchased a bag, you should be looking for a camera insert.

Also, someone mentioned the Scottevest, I have one, it's cool, but I have never used it to carry my iPad. The iPad sleeve works well, but I just feel silly with the iPad in there. Cool concept, but realistically you'll never use it that way.
 
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I carry an iPad when I carry/travel with camera gear. Two over the shoulder options that are designed to carry an iPad are: The Tenba Mini Photo/Laptop Messenger bag. I have just purchased this bag. http://www.tenba.com/products/Messenger-Mini-Photo-Laptop-Bag.aspx The second is the Billingham Hadley Pro, which is a more expensive bag. http://www.bhphotovideo.com/c/product/469911-REG/Billingham_BI_505248_Hadley_Pro_Shoulder_Bag.html I prefer over the shoulder options when in urban environments. I don't use daypacks often, but I use a Crumpler Haven as an insert for my camera gear when I do. They also work well when used in a normal messenger bag. http://www.crumpler.com/US/Camera-Bags/Camera-Bags/Haven-L.html
 
What about Billingham bags? I've considered getting one myself when I get my new DSLR.
HadleyProKhakiFrontLarge.jpg


Another one I know of is the Saddleback Leather Gadget Bag.
 
my personal choices are crumpler muffin tops 5500/7500 for everyday, and a lowepro 75 toploader for the 5d2/3 with either 70-200 or 100-400 on, but never had a problem with either brands plus the crumpler doesn't shout 'expensive camera inside' which i find makes me feel more secure ;)
 
my personal choices are crumpler muffin tops 5500/7500 for everyday, and a lowepro 75 toploader for the 5d2/3 with either 70-200 or 100-400 on, but never had a problem with either brands plus the crumpler doesn't shout 'expensive camera inside' which i find makes me feel more secure ;)

Wow these Crumpler Haven bags look like exactly what I wanted! My only concern is that the large one won't necessarily be able to hold my SLR, 10-20mm, 70-300mm and 35mm all in one go...
 
I picked up a ThinkTank Retrospective 30 (thanks to this thread) and I've been very happy with it.

There are any number of thoughtful little features (such as the ability to disable the velcro fasteners, very useful at a wedding).

I've been carrying a D800, 14-24, 70-200, 85, SB800 and a bunch of miscellaneous stuff and an 11" MBA fits in as well.

The strap's comfortable. True, I haven't carried it for several hours yet.

I've had a lot of bags and backpacks and this is the best bag yet. It's expensive, though.
 
I just bought this Lowepro photo sport AW backpack from Mountain Equipment Co-op; a little expensive but I love it already. I think it will be great for travelling with just a couple of lenses, and I can put a rainjacket, snacks, and a camelpack in it. It's super light. I picked the bright orange over the black so that I never lose sight of it.

http://www.lowepro.com/photosport
 
Just got my Crumpler Haven (L) in the mail. So far it looks nice. Fits my 70-300mm VR plus my d5000 with attached 35mm (although I could probably get away with an 18-55mm as well. Doesn't fit my 10-20mm also but I'll probably end up carrying one of the lenses separately in a padded lens pouch for the days I don't plan to shoot with one or the other.
Good construction and nicely fits in my backpack. I have a dedicated sling already so this will be good for those days when I'm taking my camera to Uni or something and don't need the whole kit and kaboodle.
 
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