Tow/tow

Some states ban double towing. Some states only allow it if the first is a fifth wheel. Good luck.

Click here. Good source, sound information. Good luck!

According to the detailed information for Delaware on that web site, you will be illegal if you tow a golf cart behind your Jayco.

For Delaware:

TRAILER DIMENSIONS
Total length: 60 feet (65 feet for an RV towing a vehicle); trailer length 40 feet; motor home length: 45 feet; width: 8 feet 6 inches for trailers, 8 feet for motor homes (excluding safety equipment); height: 13 feet 6 inches.

TRAILER BRAKES
Every motor vehicle when operated on a highway shall be equipped with brakes adequate to control the movement, and to stop and hold such vehicle and any trailer attached thereto, including 2 separate means of applying the brakes.

Brakes are required for any vehicle and load with a gross weight over 4,000 lbs.

TRAILER HITCH/SIGNALS
Safety chain is recommended.

TRAILER LIGHTING
Every trailer shall be equipped with at least 1 tail lamp, mounted on the rear, which when lighted emits a red light plainly visible from a distance of 500 feet to the rear.

TRAILER MIRRORS
All motor vehicles shall be equipped with a mirror placed so that the driver may readily ascertain the presence of any vehicle traveling in the same direction and overtaking the Driver’s vehicle.

TRAILER SPEED LIMITS
No trailer carrying a gross weight of load in combination with a vehicle in excess of 4,000 lbs. shall be operated at a speed over 10 mph unless equipped with suitable brakes controlled by the operator of the towing vehicle.

TRAILER TOWING
No vehicle shall be driven upon any highway pulling more than 1 other vehicle.

The drawbar or other connection between any vehicle and the vehicle it is towing shall not exceed 15 feet in length.

If the connection between 2 vehicles, 1 towing the other, consists of a chain, rope, or cable, there shall be a red flag or other cloth not less than 12 inches square attached to the connection.

TRAILER OTHER PROVISIONS
It shall be unlawful to ride in a house trailer being towed by another vehicle.

You mean two trailers I guess. It's legal in most states but last I checked not in your state of Delaware. Pretty much the entire east coast doesn't allow it.
I wish it were legal in VA. I would love to pull my boat behind a FW camper. My family owns a trailer dealership; they sell horse, stock, flatbed, dump, etc. trailers. The guys that bring the new ones will often tow in from Kansas or Iowa with two. Sometimes they make it without being stopped, sometimes not. In VA if you are stopped you can not move again with both trailers. You must leave on by the side of the road or have someone else come get it. If it were just a ticket I might chance it but there's no way I'm leaving my boat beside the interstate.

Doubles are a no no in New York State!

Most of the tables I found when I was looking were hopelessly unreliable. And don't forget it is not kosher to tow a trailer behind a trailer in all states. If I were concerned I would check each state's DMV regulations, and do that for each state I was going to travel in/through.

Figure 65 feet for most states. That can vary if your asking about interstates, sate, or county roads.