The ever popular question, "Which boat is better A or B for (fill in the purpose)? Almost always come from inexperienced sailors and dreamers. If you head over to CruisersForum.com, hardly a week goes by that someone doesn't ask which boat is better for cruising or which boats are "true bluewater boats." The ensuing discussion almost always ends up being a debate about fin vs full keels, heavy displacement vs light, this brand vs that brand, etc etc. It becomes a discussion akin to which is better, vanilla or chocolate ice cream? Lots of opinions, lots of options, and no conclusions.
In reality most any boat of a decent size that is not "built to a price" or a "lot of boat for the money" is capable of sailing to the Caribbean and back without incident.
Another reality is the discussion about keels and rudders, displacement and hull design are mildly interesting but do not address the most important point, livability and safety below. Long distance cruising, meaning a day or more at sea at a time, or long term coastal cruising means living at 20° in a rocking and rolling environment. Unlike day sailing a lot of time is spent below decks, it is below decks where the rubber meets the metaphorical road. Some factors to consider:
Handholds: walk below, what can you hang onto when the boat is bouncing around at 20°? Many big name production boats have a dearth of hand holds.
Storage: Clothing, food, spare parts, tools, safety gear all take up room where will you store 3 months of food?
Tankage: How much water can be carried? Fuel? Gray water and blackwater? Is there a water maker?
Energy: Everything takes power, refrigeration, lighting, VHF, entertainment devices, water makers, the list goes on. How much electricity can be stored and generated? How is it generated?
Galley: Can it be safely used underway? Is the stove gimbaled? Is there a safety strap for the cook? Can pots and pans and dinnerware be stored safely and accessibly? Where's the sink? Does the galley location affect traffic flow? What kind of fuel is used? Alcohol? CNG? Kerosene? LPG? Just a few of the many questions to ask.
The Head: This is a critical place. Too large and you bounce around and using the facilities becomes difficult. Too small and you are sitting on an undersized toilet seat with your knees in your chin. Try using TP in that position. Is there a shower, if so where does it drain? is there a wet locker or at least hooks for foul weather gear?
These are the most important issues to consider when looking for a long distance cruising boat. Experienced cruising sailors understand these issues, why they focus on boat hull, rudder, and keel design instead of the characteristics that make a real tangible difference in the experience and safety I do not know. Those discussions do little to prepare the neophyte, inexperienced sailor for life at sea.
Before considering which boat to buy, the neophyte should spend lots of time reading Lin and Larry Pardey's books, Beth Leonard's books John Kretchsmer, and the many books written by competent experienced sailors about life at sea. There are some YouTube channels that realistically portray the cruising life, check out Sailing Uma, Ryan and Sophie Sailing, Adventures of a Sea Dog.
When the neophyte does his or her homework, the questions asked are answerable in a meaningful way and will recive meaningful and relevant answers.
So, for all you neophytes and dreamers, do your homework before you ask unanswerable and naive questions. The experience and knowledge you will tap into will more valuable and useful.
And just for grins, go over to Sailing Anarchy and post this question in the same manner (all caps).
Then duck!