First you have to think about the type of sailing you intend to do. Daysailing, offshore passage making, overnighting, weekending? If you are going offshore, you need a boat built for that purpose. If you are coastal cruising, you don't need a boat built for the North Sea necessarily. If you are going long distances, then you must think about things like fuel and water tankage capacity, storage, engine size, adequate gear, etc. If you are going to be sailing in Florida or the Bahamas, you have to think about keel type and draft (the water is skinny down there). How many people will be sailing with you? Think of berth capacity. What sort of cooking facilities will you need? What sort of food cooling storage will you need? Basically the Endeavor is a sturdy, well-built vessel that is heavy displaced in comparison to the Beneteau and so, if you expect to end up in some heavy conditions, you might favor this boat. If you are coastal cruising perhaps the Benny will do nicely. The Endeavor is an older model and so you can get a bigger boat for less money than perhaps a Benny, which might be newer will not get you as much boat for the same amount of money (maybe). I have sailed an Endeavor 43 ketch all over Florida and through the Bahamas for years and it was a very adequate vessel in all sorts of conditions. It was very comfortable below and on deck. Because it was a center cockpit, it made for great fishing off the stern where you could clean fish on the afterdeck without getting any blood and guts in the living area of the boat or cockpit. Other things you have to consider is how many will sail the boat (a couple or a full crew)? How is the boat rigged for a couple versus a larger crew or family? What sort of electrical support do you need for the type of sailing you are intending to do? Need a genset, for instance? Rather than just thinking about the brand of boat, think of the type of sailing you will be doing and where you will sail and then rule in the boats that fit your criteria.
