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With the TOW package you shouldn't have any issues. The newer "half ton's" are a whole lot more pickup then your old Ford. People with big 5th wheel travel trailers are stressing their Tundra's pretty hard with no issues.

I added Firestone air bags to my Tundra to keep it level with heavy loads. Next time around, I will probably step up to a 3/4 ton of some sort to handle a 9,000 tractor on a heavy trailer better.

 

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As a counterpoint, I have a co-worker pulling a 28 foot sail boat with a new 2011 Ecoboost F-150. Your load and his are similar in terms of shear weight though, he has a lot more aerodynamic drag. Unloaded he reports getting in the low 20's MPG.

 

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Your Tundra is a generation behind these so please make sure you don't overload it severely. The biggest issues I have ever had were with too much load on the bed/bumper with inadequate suspension. When your load exceeds your suspension you get all sorts of nasty side effects. Bad weight distribution is the second biggest offender.

In terms of sway, that happens when you have too much weight behind the trailer axles and not enough on the pickup drive axle. This "unloads" the pickup's rear axle and allows the trailer to shove you around causing sway on a straight level road - going around a curve or downhill is way scary and time for prayer.

In terms of length, 16' is the common size for most people and uses. A shorter trailer will turn shorter making backing up and backing around a corner more challenging. A longer trailer is harder to maneuver around people dead heading behind the wheel at gas stations, rest areas, etc. I also have mine built with a longer tongue so I can really turn tight with the trailer without putting a trailer corner into a fender or bumper.