
The Gulf shore here was Calusa homeland for centuries before any of it carried a Kentucky accent — the people who fished these waters and met the first Spanish ships off this coast in 1513; Seminole people followed in the early 1800s. The town itself begins in the autumn of 1886, when the Naples Town Improvement Company — organized by Walter N. Haldeman, publisher of the Louisville Courier-Journal, and his partner John Stuart Williams, a former Confederate general and U.S. senator from Kentucky — bought 3,712 acres between the Gulf of Mexico and Naples Bay for $11,136. They named the place after the Bay of Naples in Italy and marketed it as the "Bay of Naples of America," a winter retreat for wealthy Northern families.
The pier came first. Construction began in June 1888 — a six-hundred-foot freight-and-passenger dock that was, for years, the only practical way into town, with the post office itself sitting out on the pier after 1889. For decades Naples stayed a small, isolated winter colony reachable mainly by steamboat, supported by fishing and a little farming. Then in 1927 the Seaboard Air Line railroad arrived — the Orange Blossom Special pulling into the new Naples Depot on January 7 — and in 1928 the Tamiami Trail finally linked Naples to Miami and Tampa. The isolation that had defined the place was over.
Why People Visit Naples Florida
- Tour Historic Palm Cottage (1895), the oldest house in Naples and home of the Naples Historical Society.
- Visit the Naples Depot Museum, the restored 1927 Seaboard Air Line railroad station.
- Stroll Fifth Avenue South, the revitalized historic main street of galleries, courtyards, and palm-lined blocks.
- Walk the Naples Botanical Garden's themed landscapes and wetland boardwalks.
- See the historic Naples Pier site at the foot of 12th Avenue South, where the 1888 landmark is being rebuilt once more following Hurricane Ian (its latest reconstruction is underway).