Going in July for our anniversary. My wife and I are excited. Never been, although I have been to Key Biscayne.
Any recommendations on dining or entertainment that we ought to do?
Thanks in advance.
Watch the sunset from Marley's. Visit the Hemingway house. Visit Henry Ford's estate. Look at Cuba, which is 90 miles away (if it's a clear day) from the southern most point in the US. Take a picture next to the road sign designating the starting point of US 1 (it ends in Maine!).
It's a great place to spend a few days relaxing! And have patience driving there - at least the 7 mile bridge is now 4 lanes instead of only 2 (one each way).
Ozzie, your paradigm of optimism!
Go To Hell carolina, Go To Hell!
9F 9F 9F
https://ecogreen.greentechaffiliate.com
The one thing my wife and I didn't like about Key West was that it's not the kind of island where you can walk for miles on a sandy beach (unless something drastic has happened)...walking around downtown gets old, herds and hordes of tourists is not our thing, but it is a charming place...
New bridge opened in 1982. It's a nice wide two lane road, which contributed to Key West as it is now due to the drive being a lot less scary than it used to be. My first time down there was a spring break trip from Duke driving my mom's station wagon over the old railroad bridge in the middle of the night. Not nearly as many tourists made it all the way to Key West back then. Old bridge got converted to a walking path/fishing pier.
gettyimages-944269842-612x612.jpg
I was down near there twice in a short span about 10-15 years ago. Both times stayed up near Islamorada. I'm not really a fisherman but Islamorada is apparently a hot spot for fishing (I think it is an hour from Key West). In addition to the Hemingway house in Key West, I think there is also a Truman house if you are interested in such things. Obligatory picture at the southern most point in the continental US.
The second time I went we flew into Fort Lauderdale or Miami and drove to the keys at night. I love to drive but it was not a lot of fun - some very dark, remote roads. I also had a screaming baby and an anxious mother-in-law in my backseat so that did not help.
While it's even gone up since back in the day, the cheapest place to stay seems to still be good old Boyd's Campground. My first night in Key West was sleeping on a blanket with no tent at Boyd's.
https://www.boydscampground.com/
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This list is a bit dated and not sure how many are still there, but it'll give you a good start. A dude that used to go all the time sent me this list when I was heading there about 10 years ago (thanks Uncle Billy). Definitely hit Blue Heaven. 7 Fish was awesome at the time. If Michael McCloud is still playing at Schooner Wharf, its a great way to spend an afternoon.
Bars
Sloppy Joe’s
It’s not my favorite, but it’s big with the tourists.
Busy, loud, usually good bands. over priced drinks.
http://www.sloppyjoes.com
Capt. Tony’s
Key West legend, don’t miss this place.
www.capttonyssaloon.com
Schooner Wharf
great place to hang out
http://www.schoonerwharf.com
(Michael McCloud plays in the afternoons noon – 5pm)
Take the time to see him at least once.
http://www.michaelmccloud.com/
Chart Room Bar @ Pier House Resort
Another Key West classic
https://www.pierhouse.com/dining/chart-room-bar.aspx
Hog’s Breath Saloon
Another great place to hang out
http://hogsbreath.com/
The Green Parrot
funky local kinda place
http://www.greenparrot.com
Rick’s
fun place in the middle of the action
http://ricksbarkeywest.com/pages/ricks-bar
Fat Tuesday
Best and biggest selection of frozen drinks
http://www.fattuesdaykeywest.com/
Margaritaville
Jimmy Buffett’s home restaurant/bar
www.margaritavillekeywest.com/
Places to eat
Blue Heaven
corner Thomas & Petronia St.
don’t miss this place, this is what most people think
Key West should be like, and so little of it still is.
laid back outdoor dining under the shade of sails
stretched in the trees. cats and chickens everywhere.
and the food is excellent.
www.blueheavenkw.com
http://blueheavenkw.homestead.com/Bl..._Key_West.html
Two Friends Patio
Front St. (one of my all time favorites)
http://twofriendskeywest.com/
Half Shell Raw Bar
Schooner Wharf (another favorite of mine)
During longer stays in Key West, I usually
eat here more than anyplace else.
http://www.halfshellrawbar.com/key-w...ood-restaurant
Turtle Kraals
Schooner Wharf (good food, fun atmosphere)
http://www.turtlekraals.com/ <http://www.turtlekraals.com/>
B.O.’s Fish Wagon
corner Caroline & William St.
don’t miss this place, it's a real KW classic.
http://www.bosfishwagon.com/
El Siboney
900 Catherine St. (Cuban cooking)
http://www.elsiboneyrestaurant.com/index.html
Louie’s Back Yard
700 Waddell St. (pricey,)
http://www.louiesbackyard.com/
Pepe’s Café
806 Caroline St.
another real Key West classic; a must visit
http://pepeskeywest.com/
El Meson de Pepe
Mallory Square (Cuban cooking)
http://www.elmesondepepe.com <http://www.elmesondepepe.com/>
Rooftop Café
310 Front St.
excellent food, a touch of class,
and great vantage point for people watching.
http://www.rooftopcafekeywest.com/
Duval Beach Club
right on South Beach
Good food, good prices, great view.
http://www.southernmostbeachcafe.com/
Duffy’s
corner of Truman and Simonton
My favorite KW steak house. the prime rib is excellent.
http://www.duffyskeywest.com/
Billie’s
407 Front St.
My favorite for stone crab claws & banana daiquiris
Seven Fish
623 Olivia St.
http://7fish.com/
Willie T’s
525 Duval St.
http://www.williets.com/
Conch fritter stand at sunset celebration
(best conch fritters in town)
Frozen drink stand at Sunset Celebration..
local flavor
Dennis Pharmacy
corner of Simonton and South St.
a very local kinda place, very popular for breakfast.
5 Brothers Grocery
corner of Southard and Grinnell St.
Good Cuban sandwiches, breakfasts, and other stuff..
Sandy's
walk up window located in the M&M Laundry at 1026 White St.
Great Cuban sandwiches..
Sights to see & things to do
Hemingway House
http://www.hemingwayhome.com/
Lighthouse & museum
http://www.kwahs.com/lighthouse.htm
Mel Fisher Treasure Museum
http://www.melfisher.org/
Mallory Square (nightly sunset celebration)
http://www.mallorysquare.com/
Fort Taylor
http://www.thefloridakeys.com/parks/zach.htm
Aquarium
http://www.keywestaquarium.com/ <http://www.keywestaquarium.com/>
Duval St. Shopping and just walking
http://www.seefloridaonline.com/duval/
Ride the conch train like a tourist
http://www.conchtourtrain.com/
Ghost tours of Key West
Leaves nightly at 8 from lobby Of La Concha Hotel
http://hauntedtours.com (reservations required)
Sunset sail (Try the Western Union)
http://www.schoonerwesternunion.com/
It’s a beautiful old schooner.
Back in the 70’s Buffett took his first trip to Cuba
on the Western Union, while he was doing the soundtrack
for a documentary on Hemingway .
The Schooner Wolf plays up the pirate theme.
The catamarans are just drinking platforms.
They have no romance about them.
Snorkel trips You have to get out to the reef at least once.
There are several boats that you can choose from.
My favorite is the Appledore, they spend winter in Key West
and the summer in Maine. http://www.appledore2.com/keywest/index.html
Sunny Days http://www.sunnydayskeywest.com/
and Seabago http://www.keywestsebago.com/
are two of the big catamarans. They both do nice trips.
Beaches
Smathers beach
Everyone goes here to play, but the swimming sucks
http://www.keywestcity.com/egov/apps...w=detail&id=24
Higgs Beach
My favorite, for swimming, and snorkeling around the old sea wall
http://www.monroecounty-fl.gov/index.aspx?NID=235
South beach
small beach, usually quiet, water is very shallow
http://keywest.com/beaches.htm#.U4z0mEFOUcA
Fort Taylor Beach
best beach on the island, nice shady area for picnics,
great place to relax, swim, sun, and just spend the day.
http://www.floridastateparks.org/forttaylor/
Bring aqua socks, the beaches in the keys have a coarse coral sand that’s hard on the feet.
I have only been once, and it was in Fall 2013, so YMMV. But . . . .
The Cuban sandwich at Caroline's is terrific. And Cuban Coffee Queen has amazing coffee.
"Amazing what a minute can do."
This isn't dining or entertainment, but...
My best advice is to spend extra to get a place within a block or two of Duval Street. Driving and parking is a nightmare, you're going to want to drive in and pick up provisions (I suggest tequila and a cooler of beer) at Publix and then park at your place, and not move the car until you head for home. This allows you to sample everything of morning, afternoon, and night with a short walk to your temporary home for recuperation (and refreshments).
Louie's Backyard. It's a great backyard. The food is excellent.
Wheat must fish out of Bud 'n Mary's. Fantastic fishing out of Islamorada.
Just looked through some old e-mails from my first trip to Islamorada about 15 years ago. We had a great dinner at Lazy Days. I was with a big group and someone caught a 20+ lb. tuna that the restaurant cooked up for us really nicely. Not sure if it is worth the drive from Key West just to go there as other posters have given you a great list of options in Key West, but if you decide to day trip to Islamorada, it is a nice option.
Sage Grouse
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'When I got on the bus for my first road game at Duke, I saw that every player was carrying textbooks or laptops. I coached in the SEC for 25 years, and I had never seen that before, not even once.' - David Cutcliffe to Duke alumni in Washington, DC, June 2013
Nice thought, but territories are not generally counted in that kind of reference. Nobody says that the westernmost town in Denmark is Qaanak, Greenland. But Hawaii is state, so it is considered an integral (if non-contiguous) part of the U.S., even if many people on this side of the country routinely forget about it.
I lived in Key West from 2009 to 2015. There have been some changes, of course, but I highly recommend dinner at Flaming Buoy Filet Co. Make sure you get the lobster Mac n cheese. If you want to go out on the water, choose Danger Charters for a more intimate experience than the cattle boats. Also, taking the speed ferry out to Fort Jefferson is really worth the trip.
Brunch at least once at Blue Heaven.
No soup for you!