Naples History Guide: From Swamp to Paradise
How Naples transformed from wilderness to luxury—key historical sites and stories.
From Wilderness to Paradise
Naples was founded in 1886 and has since transformed into one of America's wealthiest small cities.
Timeline Highlights
- 1886: General John Stuart Williams and Walter Haldeman found Naples, naming it after the Italian city for its similar climate.
- 1887: Naples Pier built (original wooden structure).
- 1927: Tamiami Trail opens, connecting Naples to Miami.
- 1946: Post-WWII development boom begins.
- 1960: Lely family develops planned communities.
- 2017: Hurricane Irma causes significant damage; city rebuilds stronger.
Historic Sites
1. Naples Depot Museum
What: Restored 1927 train station. Cost: Free. Highlight: Swamp buggy exhibit, 1920s Naples life.
2. Palm Cottage (1895)
What: Oldest surviving home in Naples. Tours: Seasonal (check Naples Historical Society). Why Visit: See how early settlers lived.
3. Naples Pier (1888/rebuilt)
What: Originally used for freight and passengers before roads existed. Today: Iconic fishing and sunset spot.
4. Old Naples (Historic District)
What: Original downtown core, maintaining 1950s character limits. Walk: Many original buildings remain on 5th Ave and 3rd St.
Best Historical Walk: Start at Palm Cottage → walk to Naples Pier → explore Crayton Cove → end on 3rd Street. 2-3 hours.
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