Islamorada
Eat. Fish. Sleep.
That’s the mantra on this tiny key halfway between Miami and Key West.
Known primarily for excellent fishing, the vibe in Islamorada is peaceful and laid back. There are
beautiful coral reefs and the same gorgeous water you see down the Florida coast, but you’re
more likely to run into Jimmy Buffett down this way than Pitbull.
There's a ton to do in Islamorada
Into water sports?
Paddleboards, kayaks, sail boats, jet skis, and snorkeling equipment can be rented at each of the hotels on our list.
Want to go fishing?
Head to
and board the Capt. Michael, an industrial barge that takes beer-bellied regulars out on daily excursions.
Even beginners will return from the four-hour trip with a few sizable snappers.
You can bring beer and wine coolers (yep, wine coolers) on the boat but no liquor. Beer, soda and snacks are also for sale if you don’t want to bring your own.
If an excursion isn’t in the cards, taking some time to feed the tarpon ($3 for a bucket of bait) off the dock at Robbie’s is a Keys rite of passage.
77522 Overseas Highway
877-664-8498
$40 per person
Looking for adventure?
Check out
Indian Key State Park a deserted 11-acre island with ruins of an 1800s town & reefs for snorkeling, accessible by boat.
Some local favorites for Food and Drink
Start your day off at Bob's Bunz for a fresh-from-the-oven cinnamon bun to start the day off right.
Chef Michael’s has delicious food and the freshest fish. They’ll even cook up your day’s catch if you bring it in!
Check out Green Turtle Inn – a revamped 1940’s diner with one of the best morning meals around (try. just try to resist the coconut French toast) and plenty of delicious options for lunch and dinner too.
Grab a bucket of beers at Lorelei and take in the gorgeous sunset view with the locals.
81620 Overseas Highway
81671 Overseas Highway
81219 Overseas Highway
Mile Marker 82
Ever wanted to kiss a dolphin?
Admit it to yourself, and head to Theater of the Sea
for your chance to swim with the dolphins, or simply spend a few hours getting to
know more about the local wildlife up close and personal.
81671 Overseas Highway