Key West’s historic seaport is home to the Schooner Wharf Bar and several tall ships. These majestic towering vessels remind visitors of the keys rich maritime history. All of the schooners offer sailing trips and sunset cruises. The ships you may choose from include the Appledore II, the America, the Liberty, the Western Union, the Appledore Star and the Hindu. Most cruises are 2 hours long, include cocktails and snacks and run approximately $75 per person.