you betcha!
With good planning, a good weather window, and the right gear, you absolutely can and should make that trip! We typically sailed in May and have made that trip all the way from Tarpon Springs non-stop to the Tortugas 6 times. The tendency for stronger wind is at night in the Gulf, so if you plan for an overnight run as we usually do, just be sure that you have reefed and secured your loose items by dark. We have seen other boats in the 25 foot range there besides our own Hunter 25.5. You can view a log of our 1st voyage there through the related link "Tortugas in a 25.5"Fair Winds!