If I was to buy a sub 35', sub $50 k motorsailer, to cruise the ICW, the Bahamas and maybe do the loop, I would snap up the best Fales Navigator I could find.
1977 Fales Trawler MotorSailer Power Boat For Sale - www.yachtworld.com
I've been tracking these for a couple of years. real world sale prices are south of $30K, as low as $15K.
There are better sailing boats, better motoring boats, but it is hard to beat the overall package for ICW crawling.