See the best, first, on the Old Town Trolley! Sit back while our expert tour guides turn back the pages of history to the days of Indians, pirates, wreckers and the Civil War. Old Town Trolley Tours of Key West is the best way to explore the southernmost city. You will see first hand the home that Ernest Hemingway lived and wrote in for a number of years as well as his watering hole, Sloppy Joe's Bar. You will visit the southernmost point in the continental United States as we cruise down the quaint streets of old town Key West.

You will learn about Key West's lucrative wrecking industry that made Key West the richest city per capita in the U.S. Hear the story of the success and disaster of Henry Flagler's railroad... the railroad that went to sea. Listen to the legends of the fierce Calusa Indians that were said to leave the remains of their enemies on the beaches of Key West, thus creating Key West's first name, Cayo Hueso... Island of Bones. You will learn about the hurricanes and fierce tropical storms that have wreaked havoc on the islands of the Florida Keys.