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.
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.
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).
