Both coasts have their good and not-so-great aspects. Having lived in the Tampa Bay area for thirty+ years, and regularly boated the entire west coast of Florida (Alabama state line to the Keys and Dry Tortugas), I can say that it never gets old and there are lots of cool places to visit. My favorite pages in the west coast Chart Kit are those covering Charlotte Harbor to the Caloosahatchee River, but there are so many other must-see places.
That said, both afloat and ashore, the west coast has become depressingly crowded. The last fourteen years of living and boating in NE Florida have won me over. This part of the coast remains less crowded and more diverse, in several ways. Jacksonville is a Navy town, a major seaport, has a great symphony and live music scene, and an amazing history. It's true that east coast inlets are less user friendly than any place along the west coast of the state, what with greater tidal ranges and more dynamic ocean swells, especially when the breezes get sporty. Still, the ICW and St. Johns River offer a lot of interesting and beautiful cruising. Few places in Florida can equal the incredible Guana-Tolomato Rreserve (Guana-Tolomato-Matanzas National Estuarine Research Reserve), or the Timucuan Ecologic and Historic Preserve. Both have mile after mile of incredibly beautiful, unspoiled wetlands and waterways. Likewise, nearby St. Augustine and Cumberland Island are always interesting stops along the ICW.