When trailering your boat, always try to undo as little rigging as possible. For instance, in the case of the Catalina 22 it is necessary only to undo the two forward lower shrouds and the forestay before lowering the mast.
1. Before raising mast, ensure that halyards are neatly tied down and that they are on proper sides of the spreaders. You should never attempt to raise the mast unless the upper shrouds (those that pass over the spreaders) and the aft lower shrouds are attached to the deck fittings and the turnbuckles well “started” into their barrels. The
turnbuckles must not be completely tightened however, because slack is needed in the shrouds to enable the mast to be fully raised. The backstay should be attached to the transom fitting. The upper shrouds, aft lower shrouds, and backstay will keep the mast from falling over when it’s raised, therefore, all of these must be attached to their respective deck fittings before the mast is raised.
2. Make sure that the shrouds and stays are not fouled. Backstay should lie clear of the transom. You may step the mast on land or while the boat is in the water. It seems to be easier on land because the boat holds still. Also, it keeps other boaters from getting impatient while they wait for you to move out of the launch area so that they may then launch their boat.
3. Walk the mast aft and drop mast foot into tabernacle located on top of the deck, keeping mast in center line of boat.
4. Do not allow the mast to pry up on the tabernacle as it may break the prongs on the tabernacle due to the unnatural pressure.
5. One crew member should pull on a line tied securely to the forestay while another pushes up on mast and walks from cockpit forward. With the mast erect, attach the forestay and forward lower shrouds.