Thinking of going in this direction, need feedback

I am new to SLR's but have studied up on them quite a bit to a point where I am comfortable shooting in manual, or a priority mode depending on the situation. That said, I want to replace my kit lens and add a couple of more lenses. I want something that is very versatile, that I can take on vacation and not have to carry a bunch of lenses... I heave heard that primes are the way to go but I just need more versatility than that... and I'm by no means a professional... so how does this lineup sound to start off with?

The new Canon 18-135 IS, a 5.4 70-300 IS USM, and a 2.8 100mm Macro.

I have a 500D T1i.

Just want a little feedback before I drop all this money.

The first two you list would be a good combo for vacation. Most vacations you can get by with only the 18-135. You do have a lot of overlap so you might consider the Tamron 17-50 f/2.8. However, the 18-135 is more versatile if you only want to carry one lens, such as a trip to the park with the kids.
The 100mm macro is not really a vacation lens unless you plan on doing macro. If you are just wanting to try macro, there are cheaper alternatives. Give us some more info on what your plans are for the 100mm.

I would suggest a fast prime instead of the macro lens. Something like the 50 1.4 that can be used when you don't want/can't use flash. Add a set of Kenko extension tubes for times when you want to do macro work. About the same price and space in the bag (and less weight believe) as the 100mm macro but much more flexible in use. I have the 100mm macro but find that I more often use the Kenko tubes on a longer telephoto. The 100-400 with an extension tube is a nice macro lens, for example, and the extra focal length makes it much easier to shoot non-static things like bugs.

You're looking at spending 450, 550, 650 respectively.

Get 17-50 2.8 tamron, canon 85 1.8, 70-200 f4 non-is.

For 400, 450, 550. You'd have better lenses than any you listed at a better price.

Thanks for the feedback guys. I just purchased a 18-135 from a guy that got it with a kit, so it was a brand new lens. I figured I was getting a good deal at $400 for the lens and a canon UV filter.

Ya the macro I guess would be just for fun, not really a vacation lens so to speak. I think I will probably hold off on that... and might try the 100-400 to reduce overlap..

The 100-400 is huge: See http://photozone.de …07-sigma_18125_3856os_50d

Not something you will want to carry around.