You should get plenty of feedback here... Here are my top ten as a 2004 22 owner:
1. Take an _extended_ test drive in a 22 in conditions _similar to_ those you anticipate boating in. Take with you the number of people you will normally sail with. (Be sure this latter test meets your expectations - 4 people can get a bit cramped on a 22, especially in heavy seas.) You will learn a lot about the boat and this will also generate plenty of questions you'll want answered. Repeat for any other style of boat you are considering. TAKE THIS STEP VERY SERIOUSLY.
2. Absorb all the data (and opinion) about twin v. single power plants and then make a decision. Lots of good stuff on this web site. You will probably never be sure you made the "right" decision, so do the best you can.
3. Absorb all the data (and opinion) about engine brand and model. Consider: warranty, ease of service, availability of parts and local service, cost, weight.
4. Budget for the neccessities: Rigging a new boat is expensive, even if you put off some equipment initially. Prioritize by where and how you will be using the boat. Give weight to items with high safety benefit, eg, VHF, radar (potentially), charts, good quality safety gear, etc. over all the other cool toys you can get for a new boat. Don't scimp on safety or quality.
5. Unless you intend to moor the boat, get a really good quality trailer. I don't know why folks will spend all this $ on a great C-Dory then put it atop a pile of crap. Your boat may travel as many miles (or more) on a trailer as it does on the water - take care of it by fitting it to a good quality trailer. (Footnote: decide between brakes/no brakes, rollers or bunks, tandem (recommended) v. single axle, galvanized vs. not, LED vs. standard bulb lights, etc.)
6. Understand what it will take to maintain. Study the maintenance schedules for boat, trailer, and engines and determine what you can and cannot do. Source trusted, skillful help (amidst a lot of flotsam and jetsam). Also source a quality and reliable parts outlet (example: Suzi engine parts: Brown's Point (
http://www.brownspoint.com/))
7. Screen your friends for those who can contribute gas and beer $. Stretch your wallet.
8. Prepare for the walkthrough on delivery. Lots of info on this web site on this. Be picky. Ask lots of questions in order to learn.
9. Take a boater's safety course.
http://www.uscgboating.org/safety/courses.htm
10. Go! And then go again. Life is short.