L L.
Yelp
I remember outdoor dining at a restaurant in Naples, FL with my grandparents when I was 13, & in the middle of our meal, a ferry arrived with a crew of daytrippers, unloading 30 feet away at the dock. "The Key West boat," my grandmother said. I'd been various places in the Carib back then, but that was my first contact with the islands existing off the tip of FL. Ooh, a Caribbean version of FL? Cool!
Any prior visitor I've talked to just LOVES Key West. I have to wonder if they've been to some of the great places in the Carib that I have? The Grenadines (Bequia, Union Island, Canouan)? Remote Bahamas (Harbour Island, San Salvador)? Anguilla? Guadeloupe? These places have so much more ambiance & charm to me, such deeper peoples, & better foods. And they're a HECK of a lot cheaper! (...well, not Harbour Island) I digress.
Having been elsewhere, I will say I loved the Key West climate, & I was fascinated + impressed to learn that ocean water currents bring mega-old waters up from the deepest depths of the sea, right to Key West, so you get some of the most unpolluted, pure water in the WORLD here. UNESCO should label this one!
I got a kick out of the Hemingway references everywhere, b/c last year, I was in Ronda, Spain, & they had Hemingway references from his time there, too. The man was everywhere! ...at least everywhere I go.
I certainly appreciated the many unique things about Key West, but there were a lot of downsides that made it feel like a touristy money-suck, & that is not how I spend a relaxing week.
I am also on the fence about the liberal open container policy. Fun, but WAY unsafe, at once!
Pros:
There are a number of museums covering a variety of topics, & aimed at various audiences. This is much more culture than is offered in most parts of the Carib, or elsewhere in most of FL for that matter.
Duval Loop bus is FREE all over downtown.
A LOT of $ has been put into the upkeep & aesthetic of downtown Key West, & it is truly a beautiful place to visit.
The old "conch house" architecture, mixed with other 19th- & 20th C styles, is breathtaking.
Because of all the competition for tourist dollars, many restaurants have devised ways of going above & beyond for ambiance, & live music. On any given night, there are basically multiple free concerts to be had, just walking down the street & finding a public bench near any restaurant with live music.
Some locals were extremely laid back & kind. (Others are on the cons list.)
Cons:
ANY & all of the restaurants in downtown Key West are overpriced. Drinks, especially, are RIDICULOUSLY overpriced.
Too many bars EVERYWHERE.
Food's pretty much just New American, with maybe one hit-or-miss example of each other genre of cuisine, that's it.
Oodles of Key Lime pie shops, all claiming to be the best, but many are pretty processed & awful.
Every square inch of the island is spoken for, even the roosters have their turf. It's built up & packed to the gills. The newer part of town is typical FL strip malls.
Any decent beach is inside a national park, with PAID admission.
Parking EVERYWHERE is paid. It's $4/hr for municipal parking in various places around town. Paid lots & garages are $3/hr, on up. It is MISERABLE trying to find a space, & then still have to walk 20min each way to your destination, which is almost an hour right there.
The cruise ship element was a deterrent for me. MOBS of people milling around downtown. Many of them belligerent drunks, with obnoxious tacky behavior. Creepy men, & nasty women walking the shopping streets all day in cheap bikini tops & cut off jeans, while sloppy drunk, like this is MTV spring break. Yuk! I also saw some of these people being mean to cats or roosters, which is vile, illegal behavior.
Some of the locals were miserable & unwelcoming; wanted to take your $ for being rude to you.
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What else?
Things we did, & recommend...
-Hemingway House & Museum
-Latitudes Restaurant (take a ferry to Sunset Key for a meal in amazing ambiance)
-Kermit's Key Lime Pops (choco covered key lime pie slice on a stick)
-Taco Grilla (Stock Island food cart, EXCELLENT food for very little $)
-Yahman's Jamaican Jerk (another amazing Stock Island food cart)
-The Key West Butterfly & Nature Conservatory
Things on our list we didn't get to, but wish we had...
-Stock Island Zoo
-Bahia Honda State Park
-Fort Zachary Taylor State Park Beach
-KW Garden Club West Martello Towers
-KW Tropical Forest & Botanical Garden
-Oldest House & Garden Museum
-KW Lighthouse & Keeper's Quarters Museum
-USCGC Ingham Memorial Museum
-Mel Fisher Maritime Museum (that shipwreck treasure looks bomb)
-Harry S Truman Little White House Museum
-Nancy Forrester's Secret Garden
-KW Firehouse Museum
Things I would have done if I didn't have a baby with me...
-Get drunk at Hemingway's house, for s&gs
-Better Than Sex A Dessert Restaurant (though I doubt it can live up to its name)
-Boca Chica Beach Area
-Dry Tortugas National Park
-Drag show