The cheapest part of owning a boat is the day you purchase it... then it starts to get expensive.  Anonymous In their book, Two Can Sail (2015), Captains Jean Levine and Jeff Grossman advise that when buying a brand new sailboat you should plan on spending an extra 25 to 30 percent of  the purchase price on additional equipment and upgrades (i.e., the boat ain’t gonna come with every option...