Other road races may have more prestige and participants than the Gasparilla Distance Classic, but they have more of what really counts—pirates?
Nay!
The Gasparilla Distance Classic is just one part of the annual pirate-themed Gasparilla festivities here in Tampa.1, 2 As such, there ain’t no road race like a Gasparilla road race because a Gasparilla road race has:
- Runners and volunteers decked out in their best Jack Sparrow drag.3
- Jolly Rogers (the flags, not the candy) flying all over the place.
- “A Pirate’s Life for Me” blasting over the PA.
- Pirate-themed pathetic puns everywhere, like the lazy one I used as the title for this blog post.
The Gasparilla 5K has special meaning for me. I’ve run it every year since 2019, with two exceptions—once because of Covid, the other because I was out of town on business. Also, it’s on Bayshore Boulevard, which is practically in my backyard.
Here’s my account from this year’s race.4
Talking Shit Ship About New York

I sent a version of this photo to my cousins who live in New York and wrote:
Number of working pirate ships in New York City: zero
Number of working pirate ships in Tampa: one
Tampa > New York. Case closed.
The immediate reponse:
New York > Florida. That’s the proper mathematical equation. Although we are expected to get 13 to 18 inches of snow starting tomorrow night.
I’m enjoying a sunny morning on the waterfront in February. I can’t picture what’s involved in shoveling a foot’s worth of snow from my yard. I’m pretty sure my mathetmatical statement is the correct one.
On Your Marks … Get Set … Go!


Halfway There



The Finish Line




By the Numbers


- Distance: 3.2 statute miles (2.8 nautical miles, or 0.9 nautical leagues)
- Temperature: 71° F (22° C)
- Donuts eaten: 0
Thar Be Footnotes
- Gasparilla is when we celebrate José Gaspar, the legendary pirate who ruled these waters and was most definitely a real person and not a real person and certainly not a concoction of pirate tropes cooked up by civic leaders in 1904 who were jealous of the bacchanalia and tourist dollars that Mardi Gras brought to Orleans. ↩︎
- There’s a 5K, 8K, 15K, and half marathon. Sadly, no full marathon, but you can do all four races if you want to rack up 30.5 miles and get a slightly different T-shirt and medal than everyone else. ↩︎
- Tens, tens, tens across the plank! ↩︎
- Which was held Saturday, Feb. 21—a fact I’m hiding down here in the footnotes because I’m kind of embarrassed that I’ve postponed writing this post for nearly two months. ↩︎
- As the crow flies. For those of us without wings, it takes a bit longer to get to my house. ↩︎

