Apologies for the long winded response... I just bought my 2004 Grady White 228 Seafarer last October back in Maryland and then trailered her 3,009 miles back to just north of the Seattle area where I live via a U-Haul truck. It was a pretty fun trip, no issues and would do it again for a great deal like I got as the boat, motor and trailer I bought for $26.5k. The boat, as stated above is a 2004 GW 228 Seafarer with the hardtop, motor is a 2004 Yamaha F225 with less than 1k hours on it and the trailer is a 2009 Wesco brand aluminum I-beam trailer. A quick backstory on myself is that I had a smaller boat, it's called a 21' Arima, and it was ok out here in the Puget Sound, which is relatively protected waters but it's a modified vee hull with no weight in the front and all the weight in the rear. The boat would pound and slap in the 1'-2' chop and wasn't a very comfortable ride, as well as it sat really low in the water so you'd get waves and spray over the bow, windshield and sides of the boat. Upgrading to the 228 Seafarer was a night and day difference, of which I love the enclosed transom on the back of the boat as well as the transom bracket, the floor being all one level without any steps or stairs in it, a decent sized cabin to sleep in or put all of my gear in and it's a boat that I can trailer, launch, captain and retrieve all by myself. Or even better yet is having a second person to help out on top of that. I spent just over a year in my search to find one, I put offers down on a couple of boats, had a surveyor go out and look at one that had several issues with it that I ended up passing on. Instead I bought the one that I bought and trailered back across the country, and I'm glad that I waited because it's the nicest one of all the boats I looked at, as well as it was the cheapest. The reason why I look back east for boats is because they're so much cheaper than they are out here in the Seattle area and for $26.5k it isn't going to break the bank, as well as when I got my boat home I actually looked on Craigslist and there was an identical boat to mine with a few more options that sold for $55k.
To answer your questions specifically... I'm a bit biased towards the 228 Seafarer for several reasons but as stated above, I like the enclosed transom as well as the transom bracket for more room and safety as I have an almost 7 year old niece who loves going for a boat ride. The idea of an open or notched transom wasn't very appealing to me like on the other, smaller boats as well as I leave my boat on a mooring buoy during the summer, which again isn't very appealing for a notched transom. I'm also fairly complected so having the hardtop to keep me out of the sun and other elements is incredibly nice so that I'm not red like a lobster after a couple hours of fishing. The 232 Gulfstream has a step/stair on it going up to the helm area, which I have parents in their early 70's and don't want them to trip over that, as or my niece. The 232 Gulfstream is also a considerably wider and heavier boat with having a 9'3" beam compared to a 8' beam on the 228 Seafarer and when I stood in one I thought it was too big for my particular fishing/boating applications. The 232 Gulfstream also weighs considerably more than the 228 Seafarer in that my boat with a half tank of fuel and a small amount of fishing gear is around 5,300 lbs whereas per the GW website a 232 Gulfstream with twin 150's on it is around 7,300 lbs, and I'm assuming that's not fully loaded with fuel. With the boat itself having a 9'3" beam, I guess in some states you also have to get a special wide vehicle permit when trailering the boat from what I've heard? Obviously our two needs aren't going to be the same as we're on different coasts and I'm fishing/boating in relatively protected waters so what works best for me isn't always going to work best for you, or someone else. Your budget I think is going to be the biggest issue in that any decent 228 Seafarer with a model year of 2000 and newer is probably going to be close to that, if not maybe more. The 232 Gulfstream is generally going to be considerably more than that, especially if the boat has twin motors or any decent options to it. The 232 Gulfstream did go through a slight design change I believe starting in 2006 where the earlier models had a rear cutout for a seat in the center part of the stern area, whereas the newer design has a large fish box in that area with a flip down padded seat. Of which I like the later design with the flip down seat considerably better as you get more storage and the flip down seat easily folds up and out of the way when not in use.
- Of the 3 boats you linked, the first one looks decent but is older than mine, has an aftermarket canvas top that you I don't believe could put a radar on if you wanted to, it also doesn't have the full sized swim platform in the rear, it has the cheaper helm seats, no cockpit bolsters and with it being a Florida boat it'll likely have a good deal of spider cracking and you can see the vinyl trim is drooping off gunwales as shown in picture #8. It looks like a decent boat, the hull appears to be in decent shape from the pictures but I think it's overpriced, especially when compared to my boat, as it has also been for sale for a few weeks now. It has a Yamaha F225 on it, of which I'd have the lower unit dropped and inspected for the dry exhaust corrosion issue and have the entire boat looked over by a competent marine surveyor, of which I'll post a couple links to marine surveyor websites below.
- The second boat I honestly didn't read the entire ad and don't have much to say that's really positive about it besides that it looks like it's been taken care of pretty well, had a lot of the wiring as well as the cushions replaced and maybe a newer trailer? The boat is 30 years old and before 1997 they used standard marine grade plywood in the stern of the boats, so there's a greater tendency for the boat to rot, as opposed to newer boats having a product called Greenwood XL. Which there's no guarantee with the Greenwood XL that you won't have an issue, but it's supposedly a considerably better product. The boat has twin 2 stroke motors that are likely going to smoke, burn oil and be considerably louder than a 4 stroke. The price to me seems absurdly high, which is likely indicative of why it's still for sale on Craigslist after 26 days of having been posted. Nothing imo makes this a $34k boat, especially when there's no radar, it just has basic electronics, 2 stroke motors and so forth. If the boat had newer 4 stroke motors with radar, top of the line electronics and so forth then I'd say it's much closer to being a $34k boat, but not in the condition it's in.
- Boat number 3 I believe is a scam. There are a ton of scams on Craigslist and even some on Boat Trader or other boat selling websites. The ones that say "Private Seller" aways draw a red flag, as well as those that don't mention anything about a trailer, have very few pictures, very little in terms of the description and the biggest thing is the price. A 2006 GW 232 Gulfstream, even with a single main motor and without a trailer is still probably a $65-70k+ boat, if not maybe more depending on the location. The fact that he's selling it for $50k makes me a bit suspicious as a $5k trailer is about all that's needed to make the price too good to be true imo. It's also been listed on BT for weeks and weeks. For comparison purposes, here's one of the next closest priced 232 Gulfstream's on BT... it's a 2002 with a 2 stroke motor on it for only $10k less and also doesn't have a trailer. Of which I don't think you're going to get a boat that's 5 years newer, with a 4 stroke motor and in considerably better condition for only $10k more. Good luck!
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