The Jewel of the Florida Keys
History and Background
I grew up in the Florida Keys on this island called Islamorada, and I’ve been going back my entire life. I believe you should visit too. Known as “the island of dwelling,” many people call this place home, and for good reason. From stunning natural beauty to incredible food and vibrant local culture, Islamorada has it all. Here are some local and tourist favorite places that make Islamorada great.
Main Attractions
Alligator Reef and Lighthouse: Spend the day wading and snorkeling with sharks, barracudas, and stingrays. Although the stairs to the top of the lighthouse are now closed, the area remains a popular spot for underwater adventures.
Islamorada Sandbar: Relax in the afternoon sun at this naturally formed sandbar. Be wary of low tide, as many boats have had to stay put until the tide rises.
Hens and Chickens Reef: Head out on a day with 1-2 foot seas and try to find the elusive shipwreck at this local favorite dive spot.
Molasses Reef: Just north of Islamorada, this reef is home to the Christ of the Abyss statue and stunning deep coral reefs.
Theater of the Sea: Enjoy animal education, shows, and the opportunity to swim with dolphins.
Local Culture
Islamorada’s culture is a laid-back blend of local traditions and tourist-friendly activities. The island’s charm lies in its ability to offer both relaxation and adventure. The community is friendly and welcoming, making it a perfect getaway spot.
Food and Drink
Island Grill: Famous for their “world famous” tuna nachos, this spot is perfect for a mid-boat day snack. Arrive by car or boat and enjoy a relaxing lunch.
Lazy Days: The perfect dinner spot for the whole family, with an upstairs patio and downstairs beach area offering nighttime views of the ocean and the lighthouse. Try the chicken parmesan if you want a break from seafood.
Islamorada Fish Company: A staple of the island with dock seating and Caribbean music all day long. Watch the staff feed the tarpon while you wait for a table.
Chef Michael’s: Ideal for a date night, this restaurant serves some of the best seafood on the island. Be sure to make a reservation.
Islamorada Beer Company: A new local favorite brewery serving refreshing brews.
Lorelai Cabana Bar and Restaurant: This waterfront restaurant offers all the seafood your heart could want.
Craig’s Diner: A local favorite for their famous super fish sandwich.
Activities and Entertainment
Founders Park: A bayside hangout where you can pull your boat up close to the shore, people watch, and hide from the wind.
Otherside Watersports: Rent equipment for all-day watersports and adventures.
Robbie’s Marina: Feed the tarpon and explore local shops. You can also rent paddleboards for some bay cruising.
Annie’s Beach: Perfect for a day with chairs and a barbecue if you don’t have a boat.
Parasailing at Cheeca Lodge: Get a bird’s eye view of the entire island with parasailing adventures starting from the dock of this fantastic resort.
Additional Activities:
- Kayaking through Mangroves: Explore the serene waters and rich wildlife.
- Fishing Charters: Islamorada is known as the “Sport Fishing Capital of the World.”
- Yoga on the Beach: Join a morning yoga session right by the water.
Accommodation
Cheeca Lodge: A fantastic resort with a huge pool that hosts parasailing over the reef from their dock. It offers luxury and comfort with a true Keys vibe.
Additional Accommodation Options:
- The Moorings Village: A beautiful and serene resort with private beach access.
- Islander Resort: Family-friendly with spacious accommodations and great amenities.
- Casa Morada: A boutique hotel perfect for a romantic getaway.
Tips and Insights
- Best Time to Visit: Islamorada is great year-round, but spring and fall offer the best weather with fewer crowds.
- Getting Around: The island is small and easily navigable by car or bike.
- Safety Tips: Always be cautious when snorkeling or diving, and pay attention to tide schedules to avoid getting stuck.
Islamorada is a gem in the Florida Keys, offering a perfect blend of relaxation and adventure. Whether you’re snorkeling at Alligator Reef, enjoying a meal at Lazy Days, or simply soaking in the local culture, this island has something for everyone.




