Small Boat Restoration: Sunfish Sailboat Trailers has a lot of pictures with various trailer setups.
I built a big box and A-frame on my boat trailer to take 2 Sunfish at a time (details here: Double Sunfish Trailer ) - you could probably add a "T" at the top to stack a 3rd up there.
I've often thought about cutting one shorter to have as my tiller for sailing with passengers - then I can sit further back like Texoma wants to do, and let the kids sit up towards the front of the cockpit. And then keep a normal length tiller for sailing solo.
pretty sweet hype/intro to Bonaire video put together to promote the event:
The island and venue look amazing - I've never raced my Sunfish, so would be way out of my element to participate, but I'd love to go there as my vacation and just watch the event!
there is this option as well: Mainsheet Jam Cleat
but this is my preferred setup (shown on a Minifish, but the same part #'s apply for a Sunfish - the cam cleat can be mounted on the cockpit lip of a Sunfish).
others mentioned APS for new line - they have a nice "kit" with all the lines you'll need, already pre-cut to length and the appropriate line diameter and type.
Recreational Line Package For Sunfish
the only additional line to consider getting (that doesn't come with the kit) is the 1/8" line...
you might consider a port on the back wall of the cockpit - I don't think yours should have the storage cubby back there anyway. I'm not sure if that's going to give you enough access for the rudder conversion... but I put one there and liked that location on my older Sunfish.
welcome! this Forum is an excellent resource - use the search function to look for old threads about tips/tricks and helpful upgrades and some of the simple repairs that are often necessary with a Sunfish of that age.
I’m about 240 lbs and sail a Sunfish no problem. Regularly take a kid or two along with me. And once took my dad (he’s probably close to 300 lbs?) as well... that one we were riding pretty low in the water.