Stay with what you have. To match the room you will have to go with a 32 with twins and by the time you figure in the hassle of towing, extra maintenance costs, fuel, etc. You will not be happy.

Not to mention insurance

Not true Pooky. You my friend are on the wrong forum. Try a Bayliner, way cheaper and more room. You pay 20k for a boat you get a 20k boat. Enjoy!!

If you can't afford the insurance, you can't afford the boat.

+1. I always say if you can not afford these three things you can afford the boat. Insurance, Tow vehicle, and fuel for both boat and truck. With that said older boats are not a bad option like I said before Ive been parked next to newer Bajas ten years newer and the owner thought my boat was newer than his. 200-300hrs on a used boat is not that much. I would actually contend that many hours on a five year old boat is worse than a on 20 year old boat.

If you think about it take a 2000 Fountain compared to a 93 or any brand for that matter. Sure you can get into things like stepped hulls etc. But nothing is all that different on them beyond different graphics and paint schemes. Engines are the same drives are the same. I would actually contented that the paint schememes on the boats from about 94-2000 are the worst with all that purple,pink and yellows.

Boxer...did what you are looking to do this year
 

Hey man...I did exactly what are looking to do this year. I can tell you the good, the bad and the ugly. Let me know if you would like to chat offline.

Yeah, send me a PM

I have had go fast boats and cruisers up to a 29 Sea Ray Sundancer with twins, and I can tell you you are better off with your current boat than a $25k Fountain. You would need a 35 Fountain to have a similar amount of cabin and the maintenance and cost of twins.

My advice is to stick with your current boat for two more years or so and get about 40-45k together for a newer and larger Fountain that you can enjoy with the whole fam

depends on what he wants to do. 40k will not get you into a newer 35ft even than the cockpit is really no bigger than the 29. 40k might get you into a 32 that is a 95-98. I dont care what go fast you buy its not going to be as family friendly as a cruiser or bow rider. Even a 42 lightning will not be as family friendly as a25ft bow rider