Florida Keys At the southernmost tip of the continental U.S., the Florida Keys extend into the blue waters of the Gulf of Mexico. Host Kara Tsuboi spends her time out on the water, snorkeling colorful reefs and paddling amid a tangle of mangrove islands. On a remote gulf island, Kara explores a massive Civil War fort and ends her trip with fresh lobster benedict from one of Ernest Hemingway's favorite restaurants.