Weather in Maryland is dicey this time of year. Yes, I Live in Maryand.
All depends on the
boat, and your reason for transiting.
If you leave now, you might run into ice, depending on your
destination. You will have cold days and warm days, and it will seem colder, coming from a warm island.
If you have central heat, and a pilothouse, not a big deal, just make certain of your weather window.
if you do not have central heat, wait for spring.
Spring is a Beautiful time to travel.