With practice, and a buddy, you can be on the water within 20 minutes of arriving at the Marina. Lots of threads on the Forum about how to do this. Two major probelms - stay away from power lines, and use the mast link, the small machined piece of stainless steel that becomes the fulcrum as you raise the mast.
Most of us keep the shrouds connected, and when we are ready to raise, pin the foot of the mast (using the link,) and once up, attach the forestay.
If you tilt the tongue of the trailer down, you can even raise the mast yourself and leave it 'leaning forward' by itself, which means that you can then walk around and put the bridle/forestay together. Much safe and better the first ten or fifteen times if you can get help, and if you give them clear instructions.
At our club, we usually have two people lifting the mast, one puller (pulling on the halyard with an extention rope,) and two hikers who hold onto the hiking lines to prevent a sideways fall of the mast.
Don't forget the teflon chip.
Good winds
_________________ 2015 H16, with spin, SOLD 1989 Hobie SX18 Sail # 1947 "In Theory..." 'Only two things are infinite, the universe, and human stupidity. But I'm not sure about the former.'
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