From what I've seen, this seems to be the ideal way to have your cake and eat it to. I believe I will do this in the future. Probably 2-3 times per year? You'll need to make sure of a few things on the fifth wheel and a few things on the flatbed trailer.
Fifth wheel: Needs a full frame with some gusseting from the hitch to areas further up the frame on your fifth. Obviously needs brakes.
Tandem: Keep the weight down as LOW (GCVW) as you can. Lightweight trailer with brakes. I'll probably lighten the Jeep up as much as I feel like I can as well. I think you're going to have a bit of a dance on where to put your load on the flatbed. You can't load all the weight on the flatbed as you'll need some tongue weight to track decently. However, you can't put so much that you unload the pin weight on the fifth wheel. Seems like there will be a balancing act here.
Keep the speed down and pretend you're a Class C esp. going down hills or in inclement weather. You're towing at or over capacity for your tow vehicle, so mind your weights to stay legal. This is called GCVW (Gross Combined Vehicle Weight). Your tow rig, towable and towable #2 have to be under the max towing capacity for your truck chassis for how it's equipped. You're not going to be able to get the multi-slide, 37' fifth wheel. You'll have to live with a 25-29'ish fifth that has a burly frame (and "burly" in RV land is like 1/8" channel or rectangular tube--you're going to need to have some structure to mount your hitch to). If you're over weight and get in a wreck, you're working for someone else the rest of your life because I don't think your insurance is going to take care of you.
I was convinced NOT to do this. I think it can be done with a lot of thought and a lot of care while towing (I think you'll be driving 1/8-1/4 mile ahead at all times--not that I don't try to do that anyway) and loading. If you're cruising 80+ with this load, I think you're an idiot. I think if you keep your speeds moderate and your length under the 65', you can do "ok" with this load. Is it ideal? No Can it be done safely? yes Careful selection of your equipment will be required.
In my mind, I think the smartest thing to do is get a truck that can handle hauling your crawler then tow a bumper tow camp trailer off of that. Second smartest thing would be a Class A or C that tows (slowish unless you spent some $ on your deezel pusher) but that has a couple of drawbacks. The last option that seems safe is the fifth wheel (selected chassis) towing a LIGHT trailer/Jeep combo.
Unless I have missed my mark I suspect you will be over weight. I believe that in 2005 your weight limits are for the duallys were rated to pull 21,000 GCVWR with 3.73 gears and 23,000 with 4.10 gears. We all know they will pull much much more........but that was what Chrysler rated them at. (underated them at I should say.....for their own liability reasons) I believe this is for the 2wd. 4wd's will be lower. Also, you need to keep in mind your Class D license is only good for 26,000 total. I suspect that your jeep and trailer will weigh around 6,000 lbs. Your fifth wheel trailer I should suspect would be 10,000 plus and may even be around 15,000. I don't know for sure just a guess.
I am with Mbryson on this and I have tandem towed myself. IF you make good decisions on your load, IF you get the fifth wheel frame supported, IF you can squeeze all the weight within the working limits of the truck and the trailer, IF you have properly working brakes on all axles, THEN yes, you can do this. Would I advise it..... not with your configuration. I am not saying you can't but, I would be very careful. If I was your insurance company and anything was even the slightest out of place you would be on your own.
LT.
How about if you forget about the jeep on a trailer, and put a tow bar on the front with some little tires for towing, be safer and easier to park than two trailers, especially in a campground
I will definetly have to do some more research on the GCVW. What you added up between my fifth wheel and Jeep/trailer Sounds about right. So off of that 15,000 pounds do I also have to add on the weight of the truck or is the 21,000 what I can pull?
i think dodge one ton is rated to pull 17500 u can reg ur truck for 24000 i think and gvw means all truck and trailer i pull to trailers my fifth wheel has the heavy I beam frame it feels the same with to as it dose with one just a little slower up the hill
How about if you forget about the jeep on a trailer, and put a tow bar on the front with some little tires for towing, be safer and easier to park than two trailers, especially in a campground
I have flat towed my TJ behind my 36' 5th wheel toy hauler several times. Cannot even tell it is there.
I don't really know for sure but, I can tell you that they way my 2010 mega cab dually is configured it is only rated to tow about 16,000 lbs total. What I have done to the truck cannot increase that amount but, I have my license so I can legally pull more weight. Dodge is not going to warranty anything on my rig while towing more weight but, I am legal to do so. I think my estimate of the 21,000 will be total weight the truck can handle. This is just a guess off of my rig and the weights.
Again, I don't think you can't do it. What I wonder is can you do it and stay legal. Dodge has always had a habit of underrating their vehicles. The truck is more than capable of doing what you want it to do. Just make sure you do it safely and legally and I don't think you will have any problems.
LT.
One thing that I wanted to do before I started to go anywere was go to a scale and weigh the whole package then weigh things indavidually and see what exactly everything weighs.
does anyone have any Ideas what a CJ weighs?
Do you think it is much more or less than 4 big atv's?