Hi Baggins, I assume the Trojan 26 is a small powerboat. While I am a supporter of people who go to sea in small, unsophisticated boats, I offer my experience for you to consider. Before I bought my first sailboat, I was a powerboat sailor. I owned a Bertram 25. I would take it on the open sea only after careful research of the weather, wind and tides...and it served me well.
What led me to make the change to a sailboat was a little craft called an S8O. I made up a sailing class because someone dropped out and a friend pleaded with me to fill the place, otherwise the weekend class would have been abandoned. This was in the Wet season in Darwin, Australia. The wind was strong, there were occasional squalls and the tidal range of up to 27 feet, meant there were some strong currents running at 5-6 knots.
We took that boat out in weather I would not have been happy in aboard a 40' powerboat. The difference between a Bertram 25 and a similar sized ballasted sailboat was immense. Having said that, any well found boat on a calm sea is safe. In other words, I don't think the boat is too small, providing the conditions are moderate. But, even in moderate conditions, I think 200 miles a day is ambitious. If you can cover 150, you will be doing well.
The Gulf can be unpredictable, but prevailing winds and currents can be counted upon. I wonder if you are carrying gasoline or diesel and what is your capacity. If the weather looks kind, it would be tempting to make some way on the open sea.
You will find good information on noonsite.com as long as you don't mind a bit of research and it could be of benefit to check out the Gulf Cruising Guide here
USA - Gulf of Mexico | YachtPals.com
Coastal cruising guides will provide good information on stops and navigation notes for inshore work. There is some good information on our CruisingWiki (check the title bar on the RHS at the top of the page.). I would also recommend you pick up a copy of Jimmy Cornell's World Cruising Guide and World Cruising Handbook. They are sort of expensive, but worth every penny...they can be picked up for a little less money, second hand, on Amazon.
From a practical, hand's-on perspective I can't help much. I have sailed the Caribbean extensively, but not the Gulf.
I would urge you to have the best safety gear you can afford (Including a small life raft, and a reliable SSB radio or satellite phone), but would also urge you to travel as light as possible.
A small powerboat in a blow is not well served by too much weight.
I wish I could be of more help. Meanwhile, please keep us informed and feel free to pose whatever questions you may have.
If your boat is well found and you are a capable sailor, you will have a great adventure.
I wish you well.
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