What is the most economical way to upgrade my engine on a 1989 Chevy Caprice Classic?

I have decided to take my 1989 chevy caprice to the max. It currently has a 305 engine with about 95,000 supposedly original miles on it that runs fine but im not really impressed. I want to begin planning on an engine swap but really don't know much about it. Should i try to have it rebuilt into a 350? Is that even possible? Will i have to rebuilt the transmission too? What about suspension? Are there any resources online where i can do comprehensive research? Any comments and suggestions are welcome. How much am i loking at?|||The car is an 89--you can do an entire motor swap to a 350--using a Jasper rebuild--warranted for 50000 miles and 3 years--but you still have a tired trans and probably need a suspension update--these are extremely important if you want to really do an old car over--so figure about 6000 for a motor, trans, suspension, brakes, exhaust and front end parts--get a shop to agree to do it all at once--not one thing at a time. The car will be pretty good to drive and cheaper than a new one. please forget beating the car because it has a bigger motor--the car doesn't need to be raced or abused---it is still an 89 and anything can happen--I have always doubled the life of my Suburbans by doing a motor and trans replacement--the brakes and suspension are top notch---the truck is a 99 but I did do all of this to an 84 and an 89 Suburban. Old vehicles get tired and can still be a good base for a rebuild if taken care of properly and getting all the important stuff done. Shop around and get prices to compare--all shops have varied hourly rates---but the real thing to ask is if they are going to have a warranty for all the work you paid for. I always have the dealer do my work--always easier for them to get parts--my truck was always done in 3 days--everyone of them. Just decide on what you want and then give them the car and forget about it until it is done. Good luck|||Dump the 305 and just build or buy a mild 350 with cam, intake, headers and a good carb---four bolt main block would be preferred but not necessary. Try sites like Jegs.com for hi-po parts and check local parts stores or salvage yards for rebuilt or used motors---with low miles and a good warranty. You'll have to change out the computer for a bigger engine application which will probably be the hardest part of all unless you can eliminate it alltogether. If you have a TH200 trans, best to get rid of that for a TH350 or 700R4....stock should be ok. Suspension mods, look for police package parts at a dealer or aftermarket companes if they're still available. Could run a few thousand if you can do a lot yourself.|||No, you can't bore a 305 to a 350 because you will get into the water jackets(where coolant flows through). If the transmission is still good, it should work fine with a 350 as long as horsepower stays 300 horsepower or less. You can get new springs, shocks, bushings, sway bars, and struts at Summit Racing, Jegs, and some other websites too. A 350 from 87-95(minus LT1, LT4, and LT5) will work with the intake manifold you already have and will bolt up. You might want to get a computer chip, injectors, and knock sensor for a 350. You could always get a small supercharger that will help the performance. If you did the work(meaning no labor cost) these stuff yourself, it would cost around $1500 to $3000 (minus the supercharger) and depending on what kinds of deals you find on parts.|||You can only bore a 305 .030 maximum safely. If you google the 305 it is possible to upgrade it with an expensive cylinder head, intake manifold, Holley vacuum secondary 650, and a very mild camshaft change. I read an article on the computer yesterday about a test at Shaver racing engines with the above changes.