Get the charts and Claiborne's guide
It's okay to get other people's opinions but it'll be your butt out there so you want your numbers and routes first hand.Since you asked, though, the only way you'll make KW in day hops is to stop at maybe, Naples and/or Marco on your way to Little Shark. From there it's nearly 70 miles to a KW anchorage or marina which is quite a daylight push in a 30' boat even in good conditions.I make it around 155 miles from Punta Gorda to KW (depending on where you boat is docked.) If you wanted to do it in one shot you could leave at first light, average 5 knots, and put in after noon the next day.If there's only two onboard and you want to take it easy you could break it up with a stop in Naples (there's a fabulous anchorage there that nobody uses) then sleep in, leave in midafternoon and arrive KW the next day in time to hit Irish Kevin's or Schooners for some happy hour margaritas.Crab traps at night? Fuggedaboutit. They're out there and you're going to hit 'em. We all avoid 'em when we see 'em but the truth is, at night you can't avoid 'em. We just got back (see our log at our site at link) and they were thicker than we've ever seen them. We found that if the boat is moving fast enough (5+ knots) they'll slide right off the keel and rudder and won't get into the prop (especially if you're not motoring and the prop is locked.) Could it happen? Sure. But even then it's not the end of the world. A quick nervewracking dive when conditions allow, cut it free and you're on your way. Don't let it keep you from heading out.April is as good as it gets. Go for it and have a blast.