Try and rent for a few trips and see how it goes.
Since you have the truck and a probably a hitch, well, start with a regular travel trailer.
While I like all the room and stuff you get with a 5th wheel. I like having my truck bed for the things I need it for. And I like having a cap on my truck bed. So I stick with a TT.
We had a pop up for about 10 years. But once our daughter got older, room was a problem and so was privacy.
After you've camped a few times in a trailer, you'll figure out what you really want for a layout. There are many different layouts.
Camper shopping becomes a lot like house shopping.
We have one child. We bought our latest 99 TT with the idea in mind that there were only a few years left for her wanting to go with us.
So she sleeps in the fold out couch.
See if there are dealers by you that will rent. By us there are atleat two that do rent.
We do a lot of dry camping, well did until the rules changed at our favoriate spot. Once the secret was out, to many people abused a good thing and weren't the responsible campers they should have been.
Last trip with popup, fav spot.
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Same spot, new camper back than.
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What a morning... just think a few more miles east and they're paying about $1K a night for the same view and water.
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rest is here, if you want to look...
http://www.tdr4x4.com/dt/index.htm
South shore of LI, you can't do it like this any more.
Now it looks like a parking lot on the beach with 150 campers cramed into less than a mile of beach.
Now it basically looks something like this: :{
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