Just my .02
Allow me to place a disclaimer here - I co-own a 2002 28 Sailfish - and I love it.
I also went through this exact exercise (Express vs. Sailfish) about 2 years ago. Below I will outline some things to keep in mind as you form your decision:
Cockpit size - compare the two. I drift fish for Stripers and Fluke often...and can comfortably fish 3 guys down the starboard side. That would be hard to do with the Express.
V Bunk - I prefer the V bunk...as I can walk up the V to access the anchor locker, storage, etc. I believe the bunk in the Express is built in and the full forward cabin. I only overnight here and there, therefore prerer the access.
Livewell - Sailfish has a 40 gallon. I can easily store 50 live adult bunker for a full day. I wasn't aware the Express had a bigger livewell...that is a plus. I think the Marlin and Chesapeake livewells are even smaller...why would Grady make such a move? Doesn't make sense to me...
Walkaround vs Express - I throw a 10 foot castnet to catch adult bunker for bass baits. It can be easier to open the net and spot the bunker from the raised bow. Carrying the net to the bow...while the boat rises and falls with every wave...is much safer in the deeply recessed walkaround.
Side Helm vs. Center Helm - When I am running the boat, I prefer to have a lookout stationed next to me at all times (Raritan Bay is a floating mine field). Captain to the starboard, lookout to the port, equals evenly distributed weight provided 2 adults of similar size.
Transom - It is easier to fish around the transom of the Express than the Sailfish - no denying that. Though, I didn't want to have to colapse everytime I trimmed up the engines, and didn't want to have to raise everytime I dropped the engines in. Honestly...the Express probably wins this comparison.
Aft Berth - Great for storage of backpacks, gear for the day, Ditch bag, Boat cushions, extra water, etc.
The wife, son, and I slept on the boat last weekend. It was a bit tight to be honest with all of us on the bunk. Next time I will use the Aft Berth provided it is not too hot.
While I am married with a 2 year old...I would consider myself a very serious fisherman. At 35 years of age, I have been fishing since 2, on a boat my entire life, running one since 15, and got my Captains License 5 years ago. The Sailfish is every bit the fishing boat the Express is. I say this because when I read the above posts, I got the impression the Express was being described as more the fishing boat, which I don't agree with. Don't get me wrong...the Express is a great boat...just like the Sailfish.
Once again...this is just my opinion. Good luck to you...either boat is a fantastic choice.