Trailer behind tt

I have done it with my TH TT with a hitch that bolted to the frame. I had over 1200# of tongue weight on the TH and only pulled a jet ski trailer. I checked every state I planed to go through for legality.

Most trailer's the frame is barely adequate for the trailer. The tongue weight is usually to lite to add additional weight to the back. You would have to have a hitch installed to the frame along with wiring. The length could not exceed the state limit.

Another issue no one has addressed is where the wheels on your TT are. Most are towards the center. This has a cantilever effect on the back of the trailer exaggerating the up-and-down motion. ( On a TH the wheels are towards the back of the trailer. )

The best place for a golf cart would be in the truck bed if you have enough weight capacity.

Trailer behind trailer is legal in Indiana, but I've seen it only a couple times in my life. When I did see them, it really caught my attention because it looked so odd. They were jet ski trailers behind the travel trailer.

In Indiana, if you use a swivel wheel on your trailer, the swivel wheel will need to be licensed and tagged as a trailer, with lights, and brake lights too. In Indiana, if it has a wheel, and the wheel touches the ground, it's a trailer.

As others said, many states require it to be a 5th wheel...other states don't allow double towing at all.

A big concern is what is your current tongue weight?
- With a 5th wheel, you start around 20-25% on the pin and the wheels are further toward the back, so the weight on the back of the 5th wheel takes little weight off the pin and the already large percentage is easier to maintain.
- With a TT, you start around 10-12% on the ball and the wheels are closer to the front. If you are marginal, it's really easy for the hitch weight of the 2nd trailer to take enough weight off the 1st trailer hitch to make it squirrely.

You can get a swivel wheel or Idaho tote

https://springfield.craigslist.org/rvs/d/swivel-wheel-platform/6589369121.html

You are legal in your home state of Md. but no where else on the east coast. Not saying people are not doing it. I drove double trailers for UPS up and down 95 and have seen it being done and have never seen any pulled over, and as said earlier most places it is legal require the first unit be a 5th wheel or goose neck.

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I would check local laws,I don't remember ever seeing it on the east coast out west see it quite often with 5th wheels.

Seen lots of folks towing boats, Jeeps, trailers, etc. behind their 5th wheels. In AZ the front trailer must be a 5th wheel. Overall length for everything can't be over 65 feet in length. I don't the rules where you live.

Better off to put the golf cart in the back of the truck if you have the payload to do it.

Not legal in most states unless TT is a fifth wheel. Check state law where you want to pull first.