Based on your other thread, in which you butchered the name Okeechobee, I'm guessing you plan to pop out of the Caloosahatchee River.
If so, and you have the time,
Fort Myers Beach has some great sights. Salty Sam's marina is a fun place with a couple of bars/restaurants. If you want a little more luxury, Pink Shell Resort is the place to go.
In Marco Island, the Esplanade marina, in Smokehouse bay has many shoppes and restaurants. Depending on the tide and
current, entering Smokehouse bay can be a little unnerving, don't worry, hit the throttle and keep going.
Once you get to
Key West, be sure to go to the A&B Lobster House. If they have hogfish on the menu, forget lobster, and order that.........