Yes, I did it last weekend
Just bought a 1987 272 Oday. Trailered it last weekend 60 miles to new lake. Not far, but all went well. Boat came with a trailer, Shorlander. (Boat has a fin keel, so only 3 feet of draft) We have a 2001 Tahoe, and it had no problem pulling it out of the water and going down the road. 50 mph was about the fastest because trailer would fishtail a bit at higher speeds. Lake we removed it from had a mast stepping pole, so we were able to take down the mast with past owner, but when we reached new lake they have no pole so we have to pay to have them do it. Oh well, I've spent money in worse ways.Good Luck.