Old Sailor Bar

Located at 430 Greene Street within the iconic Rick’s & Durty Harry’s Entertainment Complex, The Old Sailor Bar is a tribute to Key West’s storied maritime past. Inspired by the island’s wrecking-era roots—when salvagers, sailors, and wanderers helped shape one of the wealthiest ports in America—the bar honors the hardworking waterfront spirit that defines the Conch Republic. Designed with rich nautical character, brass accents, and maritime-inspired décor, the space blends historic coastal charm with the unmistakable energy of downtown Key West. Here, crafted cocktails meet live music, and sea stories grow a little louder as the night rolls on. Welcoming locals, captains, visitors, and lifelong Conchs alike, The Old Sailor Bar isn’t just another stop on Duval—it’s a salute to Key West’s enduring legacy and the stories that never stop flowing.