A Pirate’s Haven Turned Paradise
Hands down, Port Royal is the definitive waterfront real estate community in Naples, Florida. Nestled along the Gulf of Mexico, it is one of the city’s most treasured neighborhoods. Named after the famous Jamaican pirate haven, the streets here carry the theme with adventurous names like Galleon Drive, Rum Row, and Buccaneers Roost. Despite the playful names, the atmosphere is pure elegance and tranquility.
Estate Residences
Housing approximately 450 estate-sized residences, Port Royal defines the ultimate luxury waterfront lifestyle.
Scenic Atmosphere
Surrounded by deep-water canals, it is the perfect locale to pause and contemplate one of Naples’ colorful sunsets.
Gulf Access
Sharing its western border with the Gulf of Mexico, the community offers a restful environment for enjoyable walks on the beach.
Considered by many to be one of the finest waterfront living areas in the world.
The Founder’s Ambition
Port Royal was developed by John Glen Sample, a retired advertising executive from Chicago with a bold vision: to make Port Royal “the finest place in the world to live.” Driven by an unyielding passion for perfection, he did not just build a neighborhood; he created a legacy that redefined luxury waterfront living.
Uncompromising Standards
Between 1938 and 1950, Sample purchased two square miles of marshland for an estimated $54,000. He personally marketed the community to potential homebuyers, famously insisting on screening and approving each applicant himself to ensure the neighborhood maintained its exclusive character. This strict attention to detail and privacy laid the foundation for the prestigious atmosphere that continues to define Port Royal today.
Naples Pier
The historic heart of the city, perfect for fishing, sunset strolling, and spotting dolphins right off the coast.
Gordon Pass
A scenic waterway where the bay meets the Gulf, offering stunning views of passing boats and Keewaydin Island.
Lowdermilk Beach
A popular family park featuring pristine white sands, volleyball courts, playgrounds, and a convenient beachfront café.
