A hunter 260 should be in your price range. I'll give you a short little review to help you determine if it's a reasonable boat for you.
1'9 draft with the CB up, 6' with the CB down. 2,000lbs ballast with the WB tank full. Powerful main on these and sails well without the jib. 5'7" head room but the top over the galley pops up so anyone under 7' can stand up there. Has an enclosed head with sink and a wet locker. Some have pluming, most have a portapottie. More cup holders than amount of people who should be onboard. I counted 10.
Comfy for two people to spend a week on, three or four (two of them being kids) for a weekend. Any more and it's crowded though technically you could sleep six (I wouldn't though). The table down below is a beast. You can comfortably and easily sit six people around it without packing them like sardines. A lot of people have cut them down to give more room in the cabin. The table rotates around to extend the v-berth giving two adults some decent sleeping room for this sized boat. The aft bunk is between the size of a double and queen sized bed. Lots of storage for this size boat.
They're a catagory C boat. Needs a reef at 15 kts or else she'll start to be a handful. The outboard needs to be the long shaft. I don't know if mine is, I need to measure. It can pop out of the water with 1' waves. Standing on that side of the boat prevents that though.
It's designed to have a 9 hp motor and I have a 5 on it. Definitely needs the 9 if you deal with currents. No traveler or cunningham (unless an owner added it). It's a delight to sail. It's a good little boat and will move even in very light winds. Easy to single hand with just a few minor mods (mainly putting a lift under the cam cleats for the jib). Hull speed is about 6 kts which it reaches easily. Handles well under power. Initially tender until about 10 degrees of heel where she will stiffen up.
The companionway cover usually leaks. I used a router to make a groove all the way around the lexan cover to break water tension. We haven't had a good rain for me to test if it fixed it yet, but with a hose it stopped the leak. Many have just put a sunbrella cover over the entire companionway which has fixed it.
I know of someone who had the bolt rust which holds down the bow pulpit which is where the forestay connects. The way he found it was by surprise when he pulled the bolt out. It hadn't actually failed yet. They through bolted it and haven't had problems. The same person made a new backing plate for the bow eye as they didn't feel it was solid enough. I haven't checked mine. It's a freshwater boat and I very, very rarely tow it right now.
Oh, and there's some dude who sails his from florida to the keys or to the bahamas. I guess if the weather will be good, nearly any boat will make it. But with this boat, if conditions warrant a storm jib, you should have stayed at the dock.