When I was growing up in Chicago, my ol' man had a gorgeous 28 foot Pearson sloop in Lake Michigan. It was named Rambler. The name came from the Loyola Academy High School Ramblers, where one of my brothers played football and ran track, and where me and another brother ran cross country and track.

He had that boat for only a few years. I loved sailing it, learning about sailing, learning nautical terms, learning nautical knots, things like that.

When we moved to Naples, FL Carolyn and I thought about getting a boat. I even casually shopped online for local sailboats. Found a few. But I knew that getting a sail boat probably wasn't the best idea. Taking a sailboat even on just a day sail is a large undertaking. Especially here in Naples, with bridges, shallow water, and crazy winds.

Besides, “sailing” isn't really what Carolyn and I like to do on boats. Our preferences lean more towards driving to beaches, sandbars and local waterfront restaurants. None of those would be options in a typical sailboat.

So, we joined Freedom Boat Club instead. That gave us a chance to use power boats: center consoles, bowriders, deck boats, and pontoons.

We became moderately competent novice boaters. We did the things we enjoyed. I took the Coast Guard Safe Boating class up in Fort Meyers, and Carolyn is going to do the same thing.

But Freedom Boat Club was also a little limiting. We had to have the boats back to the dock before sunset, so sunset cruises were out of the question. And in high season here in SW Florida, it was very difficult to get a boat on weekends.

So after a year of boating at Freedom Boat Club, Carolyn and I took the plunge and got a boat of our own.

We christened her Rambler II.

John P. Needham

February 28, 2023

Bayshore Drive

Naples, FL