
Seasons & Planning
Naples With Kids
Naples has a reputation as a retirement town. It is also unusually easy with small children.
5 min read
Seasons & Planning
Soft soles, real sunscreen, a layer for the ride home — and the one item that ends up overboard every single week.

Nobody in Naples dresses up for a boat. The Gulf here is warm, the sun is stronger than it feels with a breeze on you, and the only real rules come from the deck itself: nothing that marks it, nothing that blows away, nothing you would mind getting wet.
Florida law requires children under six to wear a life jacket on a vessel under 26 feet while under way, and charters carry properly sized ones. Bring a change of clothes, a snack that survives heat, and go in the morning — calm water is worth more to a five-year-old than any itinerary. Operators used to families, including the private trips run out of Naples Bay, will shorten a route on the spot when the mood turns, which is something a fixed-schedule cruise cannot do.

Seasons & Planning
Naples has a reputation as a retirement town. It is also unusually easy with small children.
5 min read

Seasons & Planning
Two things a day, a long lunch, and the late afternoon left open. That is the whole method.
6 min read

Seasons & Planning
Naples has three distinct personalities across the year, and the price difference between them is enormous.
6 min read