We have had some great days on the Gulf, others, not so much... This will be my third season on the water, second with the boat. We travel about 13 miles from port to Anclote Key. You can leave in the morning, with smooth sailing, then, out of nowhere, winds pick up and we know we are in for a rough ride back. In those conditions, you can expect to top out at about 22MPH, or get the fillings knocked out of your teeth. Now, you can get creative, and take the waves slightly sideways and gracefully fall into the next trough. But, my wife doesn't seem to enjoy that as much as I do.
Also, always keep an eye on radar. I have seen storms pop up in minutes, and that is when it gets really interesting. My wife and I were on our jet ski's, at the flats, where Rcguy hangs out. One minute, all clear. Next minute high winds and rain. The current and wind was so strong that I literally had the steering turned right to go straight. That storm also flipped a pontoon boat on its side. So, in my limited experience, all on the Gulf of Mexico, ALWAYS have a working VHF Radio, Cell Phone in a water proof case, a Boat US Tow membership ($140/yr for unlimited tow) and carry a hose clip with you. If you DO need a tow, always remember to clip your exhaust hose to prevent water from backing into the engine. If you don't have one, you can only be towed at 8 knots.