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I finally checked a big one off the bucket list last month: Key West. As a lifelong sailor—and requisite Jimmy Buffett fan—it felt like a pilgrimage that was overdue. Late September seemed to be the perfect time: fewer crowds, cooler temps… right? Well, yes and no.
Fewer crowds? Nailed it. At 7 a.m. on Duval Street, it was just me, a couple of roosters, and the eternal quest for coffee. Cooler temps? Well...it was only mid-80s (30°C), which sounds harmless until you add humidity reminiscent of a YMCA sauna. This northerner was basically a walking, camera-toting, sponge.
And the sights? All the classics—Sloppy Joe’s, Captain Tony’s, Mallory Square—and a fantastic tour of Ernest Hemingway’s home. When the guide asked, “How many of you are mainly here for the cats?” I raised my hand without hesitation.
It was a great trip. I met wonderful people—I mean, when was the last time you spent three hours talking to someone you met at breakfast?! Jeff wrote a definitive book on Porsches. We had a lot to talk about.
And yes, there was sunset sailing. Because, Key West.
I'd do it again...in the winter!
Fewer crowds? Nailed it. At 7 a.m. on Duval Street, it was just me, a couple of roosters, and the eternal quest for coffee. Cooler temps? Well...it was only mid-80s (30°C), which sounds harmless until you add humidity reminiscent of a YMCA sauna. This northerner was basically a walking, camera-toting, sponge.
And the sights? All the classics—Sloppy Joe’s, Captain Tony’s, Mallory Square—and a fantastic tour of Ernest Hemingway’s home. When the guide asked, “How many of you are mainly here for the cats?” I raised my hand without hesitation.
It was a great trip. I met wonderful people—I mean, when was the last time you spent three hours talking to someone you met at breakfast?! Jeff wrote a definitive book on Porsches. We had a lot to talk about.
And yes, there was sunset sailing. Because, Key West.
I'd do it again...in the winter!
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