Bucket list booking: Key West

As I’ve mentioned before, I appreciate the state of Florida, mainly for its warm weather, beautiful beaches, and easy access (numerous cheap, nonstop flights) from New England.

The obvious drawback for me (and many liberal New England types) is the politics there. It’s truly a red state now. (It didn’t used to be.) I know people that despise the whole idea of Florida so much that they actually flinch in disgust when it’s mentioned!

But after one delicious Cosmo and a beautiful Florida sunset on a balmy night in February (when it’s snowing and 20 degrees at home), Florida seems pretty fucking great.

I have been to many places in south and central Florida, including some of the Keys, but I’ve never made it all the way down to Key West—the southernmost point in the US. It’s been on my bucket list for awhile now, primarily for the vibes.

Having worked in the arts for many years, I had many gay male friends and co-workers and they always loved Key West. (A good sign) Also, Ernest Hemingway lived and wrote many of his most famous books there. And I’m currently watching Bloodline, with the amazing Ben Mendelsohn, Sam Shepherd and Sissy Spacek, which was shot there. Then of course, there’s the pie. I love Key Lime pie and I’m assuming they have some great places to get it in (on?) Key West. My understanding is that there’s also a heavy Cuban influence there and while I have no desire to visit actual Cuba, I do like the idea of experiencing some of its culture on Key West.

What I didn’t realize before I booked the flights is how tiny it is! It’s only four miles long by two miles wide. That’s like one-tenth of a Nantucket. Teensy! Hopefully we don’t get bored there for a whole week. Please send any Key West recommendations you may have.

So as the United States descends into fascism this winter, I’m going to practice total avoidance and have me some delicious Key Lime pie.

Final note: I did check their voting records and they went Harris, according to ChatGPT. So, I will feel slightly better about spending my money there. It’s a blue bubble area.

Do people think ChatGPT is reliable for questions like this?

19 thoughts on “Bucket list booking: Key West

  1. Key West is awesome, though I haven’t been in ages. It’s probably quite different now, but Hemmingway House with all the 6-toed cats is a must. Seems that’s already on your list! Mangrove tour might be fun, and yes, a week is a while to spend, but that means you will be able to relax and take life as it comes, which is the best thing about it there.

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    1. Thanks so much Stephanie! I like the mangrove tour idea, and we will definitely look for the 6-toe cats at Hemingway House. My husband is a big cat fan.😻let me know if you think of anything else…not going until Feb. thx! 🙏🏼

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