Margaritaville, another must see in Key West. A monument to the free spirited and alternative life style of Jimmy Buffet or a corporate shell, you decide. They do serve pretty good cheeseburgers, personally I won’t eat there again after seeing Corporate Jimmy Buffet sue everyone in sight. Corporate Buffet has sued people for using the phrase “cheeseburger in paradise”, “conch coconut telegraph”, and even sued Six Flags for having a club called “Carrothead Club” for young fans of Bugs Bunny, because it sounds like parrothead. I’ll probably get an angry letter for this but I think Jimmy Buffet sucks anyway.
Sloppy Joe’s and Captain Tony’s, well Hemmingway lived in Key West for a couple years and ever since then Key West has been milking this for all it’s worth. Hemmingway’s favorite bar in Key West was Sloppy Joe’s and it has been an iconic place to go have a drink ever since. Apparently Sloppy Joe’s is not located where it used to be. In Hemmingway’s day it was located where Captain Tony’s saloon is now. So you can either go have a drink where Hemmingway physically drank or you can go have a drink in the bar with the same name as where Hemmingway used to drink. Both bars are very popular especially with middle aged tourists. Captain Tony’s has a tree growing through the center of it, which is pretty neat. Sloppy Joe’s is bigger and sometimes has a lot of people in it. They both have live music sometimes.
They are both kind of must sees when visiting Key West.
Another beach in close proximity to Duval street is Simonton Beach. It is located at the north end of Simonton street which runs parallel to duval street. It is a small beach and has a boat launch for small boats. It looks out over the harbor and can be a good place to sit and watch boats. There is a small dock I see people fishing off of now and again, it would probably be a good spot to fish at night.
Beach at the end of Simonton Street
There are also bathrooms and changing rooms at the beach and some parking but the parking is very limited.
Harbor View at Simonton Beach
Where’s the best place to go for seafood? Anyone who works on Duval Street has no doubt been asked this question dozens of times. Key West is full of fishermen and women, charter fishing boats, commercial fishing enterprises, lobster trappers, and fresh fish every where you look. Just stroll the docks at Historic Seaport when the charter fishing boats come in, you’ll see the mates busy filetting up the fish, or snapping pictures of fish with proud anglers.
But which Duval Street restaurants serve up the freshest seafood at the best prices with the best service? That’s an ongoing debate, and differs according to your needs, but some places have great reputations and others don’t. If you’re willing to pay a bit more, you’ll get better service, and that can make a world of difference, especially at Duval Street restaurants where service can be the worst thing about your meal if you’re not careful. In a town known for expensive real estate and hard drinking, good help is hard to find. You may want to shell out a bit more dough just to have a pleasant dining experience because it’s probably going to be worth it.
Staying on Duval Street while on vacation in Key West can be the greatest thing ever, or it can be a huge mistake. It all depends on what your vacation is all about and how much money you have. And of course which hotel you choose. Duval Street hotels range from the sketchy accommodations with weekly rates and gruff managers, to the posh historical oases of calm and quiet on an otherwise busy street that sizzles with energy day and night.
Duval Street is the center of shopping, restaurants, bars, festivals, and almost everything that’s exciting and fun and doesn’t involve being on a boat or in the ocean. Staying in a hotel on Duval Street will put you within walking distance to just about everything you want to do, including boarding boats for water sports, tours, and excursions.
You will be able to park your car if you drove to Key West, which is something you’ll be thankful to do, once you’ve driven here from Miami or Fort Lauderdale. Key West is a small island, and the less driving you do, the better. This makes the Duval Street hotels very attractive to the average visitor.
There’s only one drawback to staying on Duval Street, and that’s if you end up in a hotel that’s too small or badly designed to isolate you from the noise at night. Luckily, this is not much of a problem in most cases. Many of the Duval Street hotels are small, but they’re clever: they put the rooms in the back so guests can sleep peacefully no matter what craziness is occurring out on the street. Just ask about where the room is located before booking a room and you’ll have a great vacation staying on Duval Street.
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