Want to discover the beauty of exotic island locations such as Hawaii, the Caribbean Islands, Florida, Bahamas, and Greece Sailing is a great way to discover the beauties of several locations such as the Caribbean, Hawaii, Bahamas, and many other archipelagos? There are a few ways you can sail away. You can hire a boat with no captain, crew, or cook. This is called a bareboat. On a bareboat the vacationers do all the cooking, rowing, and navigation. A better option is to hire a captain if you want to sail on a bareboat. That way you have good navigation and someone to provide you with local legend and lore.