The archive
16 guides, updated as the town changes. Search them, or pick a section.
16 guides
Not a list of everything. A list of the things that would be a shame to miss, roughly in the order a local would tell you about them.
February 18, 2026
There are dolphins in Naples Bay almost every day of the year. Whether you see them mostly comes down to timing, water surface, and being somewhere they have a reason to be.
February 11, 2026
Naples faces due west into open water with nothing between here and Mexico. That geography does most of the work. Your only job is picking the right stretch of sand.
February 4, 2026
The single best day you can have in this town costs less than a round of golf and involves no golf. Here is how the day is built.
January 28, 2026
Twelve miles of sand, all of it good, none of it the same. The right answer depends entirely on whether you have a toddler, a shelling bag, or a hangover.
January 21, 2026
Eight miles of barrier island, no bridge, no concession stand, and a tide line that resets itself twice a day.
January 14, 2026
A view is not a flavour. But in Naples you can usually have both, provided you know which nights to avoid and what to order when you get there.
January 7, 2026
The town roughly doubles in population between November and April. Everything else — prices, waits, temperature, rainfall, even the wildlife — follows from that one fact.
January 2, 2026
Three days is enough to see Naples properly if you get the order right. The order matters because the water day should not be the day it blows twenty knots.
December 27, 2025
A mangrove archipelago south of Naples that has swallowed surveyors, smugglers and at least one GPS unit belonging to the author.
December 19, 2025
Visitors are told to see Fifth Avenue. Locals will tell you Third Street. They are a four-minute walk apart and they are running entirely different programmes.
December 12, 2025
The estuary behind this town is one of the densest concentrations of wildlife in North America, and most of it is visible from a boardwalk.
December 5, 2025
October 15 to May 1. The restaurants change their menus, the traps go out of the passes, and the town quietly agrees that winter has started.
November 20, 2025
The Gulf here has almost no surf and stays shin-deep for a long way out, which quietly makes Naples one of the easiest places in Florida to bring a four-year-old.
November 14, 2025
The oldest part of town is about twenty blocks, entirely flat, and laid out so that every street ends in the Gulf of Mexico.
November 6, 2025
You need a car, except in the one part of town where a car is actively a liability. Here is where the line falls.
October 30, 2025
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