
Seasons & Planning
What to Wear on a Naples Boat Trip (and What to Leave in the Car)
Soft soles, real sunscreen, a layer for the ride home — and the one item that ends up overboard every single week.
5 min read
Seasons & Planning
Naples has a reputation as a retirement town. It is also unusually easy with small children.

The Gulf off Naples has almost no surf, a very gradual slope and warm water for eight months of the year. For anyone with a four-year-old, that combination is worth more than any attraction.
This works better than parents expect, with two conditions: go in the morning, when the water is flat, and keep it short unless the child has done it before. Two hours in calm bay water looking for dolphins is a hit at almost any age. A long open-Gulf run in afternoon chop is not.
Florida law requires children under six to wear a life jacket on vessels under 26 feet while underway, and any decent operator carries child sizes — but confirm when booking rather than at the dock. A small private trip out of Naples is generally far easier with young children than a large ticketed cruise, because you can turn around when the day turns.
Naples dines late and formally in season, but Mercato in North Naples, Tin City and Bayfront on the water, and the casual end of Fifth Avenue South all handle families easily. Eat at 5:30pm and you will have the room to yourselves.

Seasons & Planning
Soft soles, real sunscreen, a layer for the ride home — and the one item that ends up overboard every single week.
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