Set sail on a captivating 8-day escape from Philadelphia, leaving the bustling city behind as you journey into the sunlit shores and sparkling waters of the Caribbean and beyond. Your first stop is Jacksonville, Florida, where Southern charm meets coastal beauty. Stroll along Jacksonville Beach, tour the Riverside Arts Market, or explore the city’s vibrant culinary scene. Next, arrive at Great Stirrup Cay, our private island paradise, where powdery sands and turquoise waters await.