I can't believe nobody mentioned, get road side assistance for your trailer! Just like AAA for your car. You have no business being out htere on your own, responsible for anything that might happen. I have trailer assist through Boat US.

Now here's my story; I was heading from NC to Key Largo for a month long business trip so I decided to drive and take the boat. I stopped in Cedar Key to visit my mom before heading all the way down. Went fishing with some friends in CK followed by a late night out. The next morning I drove down to Naples to visit another friend. I was begining to get pressed for time so there was littles sleep that couple of days. The final leg of that trip would take me from Naples across alligator alley then down to Key Largo. For those who are not familiar with alligator alley I believe there's only one place to turn around, and about a mile past point I lost my transmission.
I called AAA and learned that nobody wanted to to come help, it was too far and considered dangerous at 3:00am. I called AAA and told them that all the towers were refusing to come out there they pulled their magic and forced (threatened with loss of business) someone out there. When that guy called me and learned I was towing a boat he said I would have to leave it! I then called Boat US and started all over again only to learn that they had no record me having trailer assist with my membership! I had just added it to my membership a few days earlier, and had a confirmation number too! Anyway, trailer assist wasn't coming and the tow truck guy was.
When the tow truck finally came -after about three hours - I told him my story and asked if he could tow the boat also, he said had no ball on his truck which was true. I asked if he could put the boat on the flatbed and tow the truck, again no way the truck had to go on the faltbed. I asked if he could put the boat on the flatbed and just leave the truck for the locals to feast on! Nope! So what can I do? Well he asked do you have any money? For $4 a mile he'd give it a try. We chained my trailer to his truck and pulled it 44 miles. I was a wreck, but he got me there.
Since I was in a real bind I had him drop me off at the first car dealer we came to. I shopped around waiting for the place to open and found a nice late model used Explorer I thought my wife would like. The salesman obviously didn't recognize my urgency and made me go through the whole bickering process during which I did get a better deal even though I would have paid sticker just to get out of there. Apparently the guy didn't realize there was some dude in his lot when he arrived from NC with a boat and no way to get it home. Just after 11:00am I was on my way. Over the course of about 60 hours I; drove 800 miles, went fishing, got plastered more than once, nursed a hangover, dealt with the tow guys, bought a car, and never slept!
I made it to my first meeting later that same day but we decided I probably should go get some rest instead, so we went to the bar!

Andrew, sorry for hijacking your thread...but get roadside assistance for you trailer.

My boat's insurance covers up to $500 towing without deductible, so I don't want to spend a lot of time on the shoulder.
The floor jack is the only way to go if you have a flat tire on the trailer and don't want to mess with the bottle jacks. Piece or two of 2x6 will be helpful if your jack ends up on dirt or sand.
Take all but a couple of bills out of your wallet ( you DID save your old drivers license for this event, didn't you?) hide the CCs and other cash. In case the good samaritan wants more than you offer, he'll get not much and you'll have your identity intact.

Be care to follow the instructions on the MY Wedge, as it WILL break the grease zerk off, I have proved it
If you also decided to get the ones for the steering cylinder, put 2 tie wraps on each one for the ride, I proved that they can come off in the ride you are about to take too!

Be mindful of the speed limit in VA & at the FL/GA line.. Drive safe!

Thanks, I will cable tie them on. You have me a little concerned about the wedge though!

Don't be concerned! Just look at which tilt/trim piston is next to the grease zerk fitting and put the wedge over the OTHER piston. On the F225, it is clear to see that you put it over the port-side piston.

Not sure which engine you have (F150/F250), but when you look it WILL be clear to you. Have a GREAT trip.

good advice from everyone, the only things i would add is
carry 2 spares( i think someone suggested this already) if you have a flat and use one you won't have to spend time looking for another before hitting the road again. i actually carry 3
i worry about lights going out so i bought an extra set of led's and mounted them on pvc and stuck them in the rodholders. i spliced them in the pigtail, so i have 2 sets of lights.

good luck

I'm really glad I through this out there. I have some more preparations to do. I am going to have a separate bag with flares, jack, light, small compressor and all the tools mentioned. The only thing I don’t have is additional spare tire and a good grease gun. I have a week to get it all ready. Thanks again for all the great advise.

“Also, Plan your route...I used to live on the JerseyShore and towed boats to Florida...You may not be able to tow your boat thru the tunnels in Baltimore ( it has been a few years now...)”

Does anyone have the answer to this! I never thought that could be a problem!

I have done it 2 times down and back once to the keys. I loaded my truck with every thing I could think of, I think the key thing to remember is your rear view mirror look back at the rig your towing. Check tire pressure at your fuel stops and hub temps. If you plan on stopping for the night at a motel talk to the night manager to see if you can park the rig close to the front in a well lit area. Have a great time