Sunset Cruises & Celebrations with Pirates of St. Augustine

St. Augustine, Florida’s oldest city, offers more than rich history and charming streets; it also delivers a coastal playground where the Pirates of St. Augustine bring maritime adventure into full swing. Located along Florida’s northeastern coast, this city combines Atlantic breezes and sprawling waterways perfect for waterborne experiences. Among these, Pirates of St. Augustine stands out by inviting visitors aboard themed cruises that blend festive spirit with scenic sailing.

The company’s lineup includes the Black Raven's Tropical Sunset Cruise where passengers drink in vivid skies fading to twilight while charting gentle waters. The Rum Runner Cruise revisits the Prohibition-era allure with spirited storytelling and sea breezes. For those seeking interactive fun, The Treasure Hunt crafts an on-board game combining clues and camaraderie, perfect for families and groups. Special events like Nights of Lights cruises spotlight the city’s dazzling holiday illumination viewed from the water, while seasonal offerings such as the 4th of July Fireworks and Saint Patrick's Day Rum Runner infuse local tradition with sea-level excitement.

Pirates of St. Augustine also caters to private parties and weddings, offering customizable charters that bring an intimate maritime edge to celebrations. Whether it’s an unforgettable birthday adventure or welcoming the new year aboard the New Year’s Eve Trip for 2024-2025, the charm lies in the company’s fusion of storytelling, festive atmosphere, and thoughtful service.

What sets this operation apart is its deep connection to St. Augustine’s waterfront culture—embracing both history and a lively social scene. The sailing routes traverse the Matanzas River, framed by historic landmarks and the gentle hum of native wildlife like osprey and dolphins. The business balances entertainment with the natural beauty and community spirit that define St. Augustine’s outdoor recreation scene, making it a distinct destination for both visitors and locals looking to make waves beyond the shoreline.