Both boats are built very well, but they will be hard to compare in all honesty, they are very very different. The 265 is a big boat for its size, but measures 25'9" from transom to tip of the bow. not including pulpit, the stamas is much bigger. The stamas will be more boat, but much of that is in the cabin, the cockpits are similar in size, but the Grady does not have the euro transom, which for fishing can be a pain. personally I hate them and will never buy a eurotransom boat, I will go diesels when I jump up in size, or IPS powered. Both boat brands have great customer service and use great qualitty materials to build there boats. The beam on boat boats are about the same. The helm is a huge difference, the Grady has a lot more room to get your crew or family out of the elements as well as comfortable while running around, it is also nice to have everyone together when making long runs instead of people spread throughout the boat, too far away to converse without yelling. The Grady holds more fuel, if you run offshore that might be something to consider, if you stay close to shore it matters less. As far as weight, they are close enough so that will have little effect on the decision, fuel burn should be similar for both, although the stamas being longer at the waterline does help it a little. The cabin on the stamas does offer a smaller under deck berth which is nice, but typically is only used for storage or for smaller kids. The v berth on the 265 is longer and less cramped for adults. The table in the stamas is nice, but from my experience is probably the least used feature in a cabin this size. here