There has always been a great interest in knowing how much to budget for the cruising life. The answer is always "it depends." I too was frustrated by the "it depends." In an effort to shed some light on the subject here is my take on the parameters of "it depends." I own a 42' sailboat and have done some cruising in North and Central American, Portugal, Spain and the Canaries, and in the Caribbean. My personal take is that one can cruise and tour comfortably in a 40 to 45 foot boat for about $2,500 to $3,000 per month. One can "live aboard" for much less. I am assuming that you are on a sailboat to see the world, not stay in a relatively small area.
The Big Issues
There are four factors that have an overall influence on both initial and operating costs. They are:
What risks you are willing to take,
How much comfort you desire,
What you consider to be a prudent insurance profile,
Where you cruise