sorry for late reply..been off forum for a while. I made the trip from Tampa to Key West twice in my '07 31PC. First time went outside all the way to Marco Is, 2nd time too much chop outside so went ICW. However, at Ft Myers you have to make the 30 mi or so to Marco on outside and as a cautionary note, water is fairly shallow around Marco and can be quite choppy if wind is above 15 kts. We took our time and leaving St. Pete/Tampa around 9am gets you to Marco around 5pm. We stay in one of the marinas overnight and head across gulf to Keys next morning...takes about 3.5 - 4 hrs. There's fuel along the way...I stopped and topped off in Venice at a marine max then filled up at Marco for crossing.