dznyacct said:
Is that considered low season or mid season?
I'm not sure about timeshare seasons, but it is definitely the lowest tourist season.
Where did you fly into, Miami and get a rental car or Key West?
As noted above, you can fly either to Key West, or fly to Miami and drive.
Depending on the day of the week and the time of day, a drive from Miami to Key West can either be easy or gruesome. If you are flying into Miami, definitely get a morning flight. MIA is almost downtown and by 2-3 PM on a weekday, the traffic really starts to build. Your drive will probably take you a full hour longer if you arrive after 2 PM.
Try NOT to arrive on a Friday. Friday, starting about lunch time, there is an endless stream of cars heading from Miami into the Keys, and most of them are pulling big boats. The same is true coming back on a Sunday afternoon, only worse. US 1 into and out of the Keys is two-lane, and it's a parking lot on Sunday afternoon.
The drive from Miami to Key West is +/- 160 miles, but plan on four hours. If you arrive in the morning and traffic is light, you might make it quicker. It's expressway in Miami until the very start of the Keys, then a mix of two-lane and four-lane (mostly two) to Key West. The roads are good, but don't get impatient on "The Stretch" between Florida City and Key Largo. It ain't worth dying for. (You'll see a lot of little round "Drive Safely in Memory of..." signs along The Stretch.)
The early part of the drive, through Miami and the Upper Keys, is nothing to write home about. However, once you get below Tavenier, you will find the Middle Keys very pretty, all the way down to Big Pine. That's 50+ miles of beautiful "Overseas Highway." Personally, I think the drive is worth taking, but I'm obviously biased. The Lower Keys are about like Key Largo, really not much to see because the islands there are larger.
It's hard to tell from the goofy address that Hyatt uses, but I believe that property is just off of Mallory Square. That's very convenient to Duval Street, the Mel Fisher Museum (worth a stop, on Whitehead), and Hog's Breath.
As mentioned, Key West will be hot in the summer, but there is usually a nice breeze and it's a place where you'll be wearing shorts and a tank top most of the time (if that), so it's not uncomfortable.
There are several required activities in Key West. The most important is the sunset celebration at Mallory Square. Music, food, jugglers, weirdos of all descriptions -- not to be missed. Applause for the sunset is mandatory. (Local knowledge - We usually bring a little cooler with stone crabs and a bottle of champagne, but conch fritters and Red Stripe will suffice)
The quintessential Key West souveniers are 1) a Conch Republic flag, and/or 2) a Hog's Breath teeshirt - hog logo with the text, "Hog's Breath is Better than No Breath at All!" Once you've seen the Hog's Breath Saloon, you may question the truthfulness of the slogan, but it's an institution nonetheless.
As mentioned, Sloppy Joe's is another must - it's "Papa" Hemingway's bar. Jimmy Buffet has a restaurant on Duval Street (Margaritaville), but the bar at the La Concha Hotel is a better place for a sandwich.
Two very good places to eat are the Raw Bar (on Caroline Street) and Louie's Back Yard. Louie's is great for a nice dinner - make reservations and ask to sit outside if the weather is nice. Great food and service. When Louie retired, the employees bought the restaurant because they didn't want to see the legend die.
The Raw Bar is casual...which in Key West, means homeless-shelter casual, flip-flops optional. Good food, reasonable prices, lots of beer. They don't take reservations, so if you have to wait, walk over to the Turtle Kraals and look at the turtles. It's a restaurant too, but don't eat there. Just go look at the turtles -- everybody does, they're used to it.
Things to do - The Conch Train is a good way to see a lot in a short time and get a flavor of the place. As mentioned, Mel Fisher's Museum (Spanish treasure galleon loot!) is well worth the price of admission.
For snorkling/scuba, don't do that from Key West. Go back up the Keys 27 miles to the Looe Key Resort, and go out on a half day snorkle trip to Looe Key. It's the best place in the Keys for snorkling/scuba, but it's five miles offshore, so you have to go by boat.
For history and a beautiful trip, there's Fort Jefferson in Dry Tortugas National Park, 70 miles west of Key West. Among other things, Ft. Jeff is famous as the prison where the infamous Dr. ("Your name is...") Mudd was incarcerated. Absolutely beautiful place. You get there by boat or seaplane, and it is just incredible. You go by (or over)Jimmy Buffet's oft-mentioned Marquessas on the way out. For details, see
www.nps.gov/drto
Have a great trip!