On the Water7 min read
The Naples Sunset Cruise, Honestly Assessed
Naples faces due west, which means the sun sets into open water 365 nights a year. Here is how to be in the right place when it does.
August 6, 2026
Section
On the Water
Naples is a Gulf town before it is anything else. Dolphins, backwater islands, shelling beaches you can only reach by boat, and the long amber run home at sunset.
On the Water8 min read
Keewaydin Island: How to Actually Get to the Best Beach in Naples
Eight miles of undeveloped Gulf shoreline sitting a mile from one of the wealthiest zip codes in Florida, and almost nobody on it. The reason is simple: you cannot drive there.
August 4, 2026
On the Water9 min read
Dolphin Watching in Naples: When, Where, and How Not to Waste a Morning
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
On the Water10 min read
A Day on the Water in Naples: How Locals Actually Structure It
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
On the Water8 min read
Shelling on Keewaydin Island: The Beach With No Road to It
Eight miles of barrier island, no bridge, no concession stand, and a tide line that resets itself twice a day.
January 14, 2026
On the Water9 min read
The Ten Thousand Islands: Florida's Last Genuinely Confusing Place
A mangrove archipelago south of Naples that has swallowed surveyors, smugglers and at least one GPS unit belonging to the author.
December 19, 2025
On the Water8 min read
Manatees, Spoonbills and Ospreys: A Field Guide to Naples Without Leaving Town
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