My first Gulf Stream crossing was a long time ago. I was in an old generation Islander 34 with no electronics for navigation (before GPS, but Loran and RDF were available - I just didn't have them). Only a compass and the light didn't work. Left Dinner Key Marina, Coconut Grove, Miami at 4 pm and headed across toward Bimini with a weather report of SSE winds at 20 with seas not to exceed 4 feet. As it turned out, after passing Fowey Rocks a Northerly showed up and things got wild. Actually read about it a few months later in one of the sailing magazines where a woman fell overboard. Winds were reported to be 50 and I was looking up at seas behind me. The woman was rescued (I read) and I met a charter captain at Alice Town who said that was one of the roughest crossings he had done and that the stream was really cooking north faster than usual. I actually figured my crab course by drawing vectors out on a piece of paper and adhering to my results. I got to Bimini at about 2:30 a.m. and the other three people on board were sea sick. I awoke them to help me anchor the boat and then went to bed after determining my anchor was not drifting. But, that was the first. One of the worse crossings I had was the last time returning from the Bahamas on a 47' ketch. I had spent a couple of months cruising the Abacos and basically got our butts kicked the whole time. We had to wait for a window to cross from Bayside in Miami to West End and when we got there we were rolling into the harbour. Picked up some guests at Newport Lucaya airport and had to wait to go around the top. Got to and sat around Marsh Harbour with guests coming and going and couldn't leave because the seas were 18 feet on the outside. Made our way down to Little Harbour (Pete's Pub) and waited. Got out one morning with a rough ride past the hole in the wall down to Nassau, but winds were behind. Stayed at the Harbour Club for a couple of days and then headed back out towards Florida. Caught some nice fish in the tongue of the ocean and then headed past the NW Providence Channel light across the banks past Mackie Shoals towards North Light. Winds were on the nose and it was a rough ride. Talked to another skipper coming from Florida who had just sailed onto the banks. It was in the middle of the night. He said he had a rough crossing, but winds were behind him and he was on a big boat. Got around North Rock Light and headed to Bimini, but didn't want to try the pass to the inside with the huge swells with winds out of the west, so went down to Gun and Cat Cay cut and dropped a hook to catch sleep and food. I had been up a long, long time at that point. Once again, the forecast for the stream was not so bad and the seas seemed to calm in the late afternoon. Cooked up a nice dinner and headed across the stream towards Key Largo. It got nasty. We were able to hold a close hauled course while sailing, but we were in a center cockpit boat completely enclosed except for the back where the helm was. We tied everything down below, but still stuff was flying all over. Seas got rough and waves were pouring over the top of the boat and crashing into the dinghy on davits in the stern (47' boat). The bow was buried often and my Sig Other at the time came to the cockpit from the forepeak berth to ask if we were safe. I said it would be rough, but we were safe. She went back and spread eagled herself in the berth where tons of water were crashing over the bow. Eventually the davits were ripped from the boat by the waves, but we kept the dinghy attached. It was the roughest crossing I have done now. Got to the reef about 4 am and by the time I hit Rodriguez Key, sun was just up. I just dropped a hook, checked things out and went to bed exhausted. Later that day I got a day off and layed on the bow while the others motored the boat down the Hawk Channel to Marathon where we spend the next night before heading on the Gulf side back to Burnt Store in Charlotte Harbor. The wind was on the nose in the Gulf of M too and so the whole trip was pretty rocky and nasty, but who cares? It is good to pick your weather windows, but it doesn't always work that way, so be prepared. I recall another trip from the Dry Tortugas in a 27' racing ultralight where we (2 of us) were stuck out there due to high seas. When we finally left (after all our food, etc. was gone), we sailed 18 hours straight (no motor) over mountains of seas and got to Key West just before normal last call. It was a rough ride for sure in a very small boat. Then remember racing on lake superior in heavy seas where buckets of water were used to wash off the vomit from crew members on boats around us. Not nice, but then, you just can't go home. You have to tough it out.