Yes, and no. On a calm day, you could zip across on your boat in no time. In my opinion, on a rough day, in a 27 foot bow rider you would be marginally better off, but in reality you still might not want to make the trip.
Now if you went with something like a deep-v center console, the days that would have been catastrophic on a 24 footer, and harrowing on a 27, will only be slightly jarring (; But now you aren’t going to have as much fun zipping around rehoboth bay, because you draw another foot.
I had a neighbor once down there who lived in Lewes, and kept his boat in Cape May, and road the ferry round trip to go boating every weekend. I thought that was a little extreme - 40 bucks and an hour plus trip to get to his boat. He seemed happy with the arrangement - but I think he had friends and family on the Cape May side, which also went into the decision.
If it were me, I’d go with the boat you have, do some exploring south of Lewes, some trips across when weather is 100% cooperating, and then decide. You might hate crossing the bay, and think cape May isn’t worth it. You might decide on a fishing boat, and keep it down by Indian river inlet with all the battle wagons - spending all of your time offshore. Or you might be good with what you have.
It will probably take you an hour plus to trailer there - but also advise you to consider taking a fall trip over to the Chesapeake every year for something different. Sassafras, Chester and Choptank rivers are all within reach for a long day trip. .
