Buying a new boat will allow you to avoid the pitfall of, as the saying goes, “buying someone else’s problems” but you may not have a lot of wiggle room when it comes to negotiating the price. You can, however, ask for extras. Maybe the dealer can sweeten the deal by throwing in life jackets, an EPIRB, foul-weather gear or sailing lessons. Does the boat dealer sell dinghies? Outboard motors? If you buy a new sailboat, dinghy and outboard all at the same time, will the dealer give you a discount? You never know until you ask.