Chart Room Bar stands as Key West’s best hidden gem, nestled within Pier House Resort & Spa and brimming with the spirit of old Florida. Once serving as the unofficial headquarters for icons like Mel Fisher and Jimmy Buffett, this legendary haunt overflows with tales that shaped the island’s storied past. Guests are welcomed by a laid-back atmosphere featuring straight-up spirits, friendly banter, and nostalgic photographs of notable visitors lining the walls. Casual attire is strictly enforced—any stray tie may find its way into the bar’s quirky décor. With live music in the mix and doors open daily from 5:00 pm to midnight, Chart Room Bar promises an authentic taste of Key West charm that entices both locals and newcomers to indulge in timeless island vibes.