buy some stick on sail repair tape for the sail damage. it looks to be along the batten pocket and have been caused by the sail rubbing on the side stays

i like the colourful sails myself but you'll probably only be able to get white stick-on tape

you might have similar wear on the batten pockets just above and below that pocket too, on both sides of the sail. at least my 25year old sails did

over winter you might want to invert the hulls and dab on some white gelcoat until you build up those chips on the bows

have fun!