I'd start by emailing Grady White and asking for the Performance Bulletin for your particular vintage of boat as well as the vintage/horsepower of outboards on your boat on top of that. I emailed them a few years back when I bought my boat and they replied back within an hour or so, which I was wanting the Performance Bulletin because they didn't have the specs for 228 Seafarer with a single Yamaha F225 on their website anymore. Here's also a link to the Honda site where they've got an unknown year of Grady White 265 Express with twin Honda 225's on it and it says the test weight was 9,306 lbs. I'm not sure if that's including the trailer or not, I'd have to assume not, but with a dry weight of 5,360 lbs and then twin outboards, half a tank of fuel and so forth... I think you'll be close to that weight, if not over a bit over 10k lbs with a trailer. Brand new twin Honda 225's are a total of 1,250 lbs, plus the dry weight of 5,360 lbs and you're already at 6,600 lbs without any fuel, a trailer or anything else onboard. Depending on the year of your boat, it appears a standard 265 Express has a 250 gallon fuel tank, which a gallon of fuel is 6 lbs / gallon, putting you at an extra 1,500 lbs just for just the fuel, putting you now at over 8,100 lbs. Finally, a trailer for that size of boat is likely going to be around 1,800-2,000 lbs which will definitely put you at over 10k lbs just for the boat, full tank of fuel and the trailer. Now obviously you can reduce the total weight a bit by not having a full tank of fuel, especially on the 2 hour trip to where you could fill up the tank once you get there. That being said, even a half a tank of fuel is only going to cut about 600 lbs or so, and if you've got that much added weight in spare gear, food, ice, bait, water, etc... then it might not make that much of a difference. You could either rent the appropriately sized pickup truck or get something else with a higher tow rating for it.