Nothing wrong with a newbie question. The problem may be that what you are contemplating may not be a good idea.
You have a 3/4 ton truck. You need to determine what the GCVW is for the model with the options you have in it. That will tell you what weight of trailer you can pull.
You also need to determine what kind of trailer, a standard travel trailer (bumper pull) or a 5th wheel. Each kind has advantages and options available that you will want to explore.
Not very many, if any, light weight trailers will allow for a second towed vehicle behind it, even if you had enough truck to haul a double trailer and you don't. There are also some significant issues with towing two trailing units one being that backing up will be out of the question. Another will be the length and especially weight issues for the tow vehicle.
If it's a quad you want to take along you might have an option with a toy hauler unit where you load the atv into the trailer itself. If it is a very small boat or an inflatable the same toy hauler would carry the boat.
Mike Nancy and the fuzzies
Fulltiming since June 2004
Volvo 660 MH tow vehicle
2005 MS 38RL
2007 Saturn Ion "toad"
2010 Gold Wing "piggyback"