The back story
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The back story
Founding Naples: the pier, the Trail and Barron Collier, the back story
Kentucky investors founded a winter resort on the Gulf in the 1880s; the Tamiami Trail and the railroad turned it into a town.

Neighbourhood guide · downtown and the pier
The historic heart of Naples: the pier, the beach, Fifth Avenue South and Third Street South, with the best restaurants, bars, shops and hotels within walking distance.
The back story
Kentucky investors founded a winter resort on the Gulf in the 1880s; the Tamiami Trail and the railroad turned it into a town.
The symbol of Naples
The city’s historic pier, first built in 1888, reaching into the Gulf at the end of 12th Avenue South.
Shops, restaurants and evening strolls
Downtown Naples’ main street of restaurants, shops and galleries, at its best on a winter evening.
Old waterfront on Naples Bay
Shops, restaurants and boat tours in old waterfront buildings on Naples Bay.
The beach by the pier
The soft white-sand beach either side of the Naples Pier, in walking distance of downtown.
Downtown’s park
A shady park just off Fifth Avenue South, with playgrounds, tennis and community events.
Fifth Avenue fine dining
A polished dining room at the top of Fifth Avenue South, built around the day’s fish from around the world.
301 5th Avenue SouthExplore View on map
On Naples Bay
A long-running open-air seafood restaurant on the water at Crayton Cove, by the city dock.
845 12th Avenue SouthExplore View on map
Garden courtyard
An Italian restaurant with a garden courtyard on Third Street South, from the D’Amico group.
1177 3rd Street SouthExplore View on map
Steaks on Third Street
A sleek steakhouse from the D’Amico group on Third Street South, with a lively bar and a terrace.
1205 3rd Street SouthExplore View on map
Italian fish on Fifth
An Italian seafood restaurant with a raw bar on Fifth Avenue South.
474 5th Avenue SouthExplore View on map
Breakfast on Third Street
A garden café on Third Street South, popular for breakfast and lunch.
1209 3rd Street SouthExplore View on map
Wine on Fifth
A wine bar and restaurant on Fifth Avenue South.
465 5th Avenue SouthExplore View on map
Old Naples boutiques
A charming shopping street in Old Naples, a few blocks from the beach.
Designer fashion
A designer fashion boutique on Third Street South.
1167 3rd Street SouthExplore View on map
Fine jewellery and watches
A fine jeweller and watch retailer on Fifth Avenue South.
766 5th Avenue SouthExplore View on map
A garden hideaway
A small luxury boutique hotel in Old Naples, a short walk from the beach.
In the heart of Fifth
A hotel in the middle of Fifth Avenue South, with its own spa.
New in 2025
Four Seasons’ new resort on the old Naples Beach Hotel site, opened in late 2025 on the Gulf.
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