Islamorada is where the Florida Keys truly come alive—vivid blue waters, swaying palms, and that perfect mix of adventure and relaxation. It’s a place where you start your morning paddleboarding with manatees, spend the afternoon deep-sea fishing, and end the day watching the sky explode into color over the Gulf. Whether you’re snorkeling at Alligator Reef, grabbing a Key lime pie at the iconic Green Turtle Inn, or sipping a cocktail at Lorelei’s live music, Islamorada is full of unforgettable moments. Let’s explore the 12 amazing things you won’t want to miss!
Coolest Things to Do in Islamorada
Ready to explore the best of Islamorada? Snorkel vibrant coral reefs at Alligator Reef Lighthouse, reel in a big catch on a deep-sea fishing charter, or paddle through mangrove tunnels at Indian Key Historic State Park. Visit the Theater of the Sea for up-close encounters with marine life, browse local art galleries, and enjoy fresh seafood with waterfront views. Whether you’re after outdoor adventure or laid-back island vibes, Islamorada has something for everyone.
1. Alligator Reef
If you love snorkeling or diving, Alligator Reef is a must-visit in Islamorada. This vibrant coral reef, located about four miles offshore, is home to hundreds of species of tropical fish, sea turtles, and even the occasional nurse shark. The crystal-clear waters make it easy to spot parrotfish, angelfish, and rays gliding beneath the surface. The reef is named after the USS Alligator, a Navy schooner that ran aground in the 1800s, leaving behind a fascinating underwater site. Snorkeling here feels like swimming in an aquarium, with marine life surrounding you at every turn.
On my visit, I remember being completely mesmerized by the bright colors of the reef—it looked even better than the photos. Whether you’re free diving near the lighthouse or snorkeling in the shallows, Alligator Reef offers an unforgettable experience in the Florida Keys. Be sure to bring an underwater camera!
2. Garfield Bight
For a peaceful escape into nature, Garfield Bight offers a kayaking adventure through winding mangrove tunnels and calm, shallow waters. Located within Everglades National Park, this gem is teeming with wildlife, from wading birds to the occasional manatee gliding by. The best way to explore is by kayak or paddleboard, allowing you to navigate the quiet waterways and take in the untouched beauty of the mangroves. It’s a perfect spot for nature lovers looking to experience a different side of Islamorada beyond the reefs and ocean.
I paddled through Garfield Bight early in the morning, and the stillness of the water made it feel like I had the entire place to myself. The occasional splash from a fish or the rustling of mangrove leaves kept me alert, making it a serene yet exciting experience. If you want a mix of adventure and relaxation, this spot should be on your list.
3. Lorelei Restaurant & Cabana Bar
Few places in the Florida Keys capture the island vibe like Lorelei Restaurant & Cabana Bar. Famous for its stunning sunset views, live music, and fresh seafood, this laid-back waterfront spot is a must-visit in Islamorada. Whether you’re sipping a frozen cocktail at the tiki bar or enjoying a plate of conch fritters by the water, the atmosphere here is unbeatable. It’s a popular gathering spot for both locals and visitors, with live entertainment almost every evening and a front-row seat to one of the best sunsets in the Keys.
The first time I came here, I ended up staying for hours, completely absorbed in the relaxed energy and great music. Watching the sky turn shades of pink and orange while enjoying a cold drink made it one of my favorite memories in Islamorada. If you’re looking for good food, live tunes, and a perfect sunset, Lorelei’s won’t disappoint.
4. Islamorada’s Famed Waters
Known as the Sportfishing Capital of the World, Islamorada’s waters offer some of the best fishing experiences in Florida. Whether you’re after sailfish in the Atlantic or tarpon in Florida Bay, the fishing scene here is unmatched. Charters like Bud N’ Mary’s Marina and Robbie’s of Islamorada provide everything you need for a successful trip, from gear to expert guides who know the best spots. Even if you’re not an experienced angler, the thrill of reeling in a big catch while surrounded by turquoise waters makes for an unforgettable adventure.
On my first fishing trip here, I was surprised by how quickly I got hooked—literally and figuratively. Fighting to reel in a mahi-mahi while the boat rocked with the waves was an adrenaline rush like no other. Whether you’re deep-sea fishing, fly fishing, or just watching others make their catch, Islamorada’s waters deliver an experience that keeps people coming back.
5. Morada Bay Beach Café
For a dining experience with unbeatable ocean views, Morada Bay Beach Café is the place to be. This beachfront eatery offers fresh seafood, tropical cocktails, and a laid-back atmosphere perfect for unwinding. Located right on the sand, it’s the ideal spot to enjoy a meal with your toes in the warm Florida Keys breeze. As the sun sets, tiki torches light up, live music sets the mood, and the entire setting transforms into a dreamy island escape.
I still remember my first dinner here—eating coconut shrimp while watching the sky turn shades of pink and purple. The combination of good food, relaxing vibes, and the sound of waves lapping at the shore made it an unforgettable experience. Whether you’re stopping by for lunch, dinner, or one of their full-moon parties, Morada Bay Beach Café delivers that perfect mix of island charm and delicious flavors.
6. The Theater of the Sea
For an up-close encounter with marine life, Theater of the Sea is one of Islamorada’s top attractions. This marine park offers interactive experiences, including swimming with dolphins, painting with sea lions, and up-close encounters with sharks and stingrays. The park’s lush tropical setting and conservation efforts make it more than just an entertainment venue—it’s an educational experience for visitors of all ages. The shows, featuring dolphins and sea lions, highlight the animals’ intelligence and playful nature while promoting marine conservation.
When I visited, I opted for the dolphin swim, and the moment I got in the water, I was amazed by how friendly and intelligent they were. Feeling a dolphin glide past me was a surreal experience I’ll never forget. Whether you’re traveling with kids or just want to experience marine life in a unique way, Theater of the Sea is an unforgettable stop in Islamorada.
7. Windley Key Fossil Reef Geological State Park
History and nature blend beautifully at Windley Key Fossil Reef Geological State Park, a former quarry showcasing fossilized coral reefs from millions of years ago. The park offers self-guided and ranger-led tours that explain the area’s geological history and how these ancient coral formations became part of Florida’s landscape. Walking along the limestone trails, you’ll see fossilized corals embedded in the rock, giving a glimpse into the prehistoric past of the Florida Keys.
I found it fascinating to run my fingers over the fossilized corals, imagining a time when this land was completely underwater. The quiet trails and shaded pathways made for a relaxing walk, while the history added an extra layer of intrigue. If you’re looking for something beyond beaches and water sports, Windley Key is a great way to experience a different side of Islamorada.
8. Islander Watersports
For adrenaline-pumping fun on the water, Islander Watersports offers everything from jet skiing and paddleboarding to parasailing and boat rentals. Located at Islander Resort, this watersports hub is the go-to spot for thrill-seekers looking to explore Islamorada’s crystal-clear waters in an exciting way. Whether you want to cruise through the waves on a jet ski or take in aerial views while parasailing, the options here cater to every adventure level.
I tried jet skiing for the first time here, and the rush of speeding across the open water was incredible. The staff made sure I felt comfortable before taking off, and within minutes, I was zipping past mangroves and feeling the spray of the ocean. Whether you’re a beginner or an experienced rider, Islander Watersports makes sure you have an unforgettable experience on the water.
9. Islamorada Farmers Market
For a taste of the Florida Keys’ local culture, the Islamorada Farmers Market is the perfect stop. Held weekly, this open-air market features fresh produce, handmade crafts, baked goods, and unique island-inspired products. You’ll find everything from tropical fruits and artisanal cheeses to locally made soaps and one-of-a-kind souvenirs. It’s a great place to grab a bite, meet local vendors, and experience the laid-back community vibe that makes Islamorada so special.
On my visit, I picked up a fresh coconut from a vendor who cracked it open on the spot—nothing beats that refreshing taste in the Florida heat. Whether you’re looking for snacks, gifts, or just a relaxing way to spend the morning, this market is a must-visit. Arrive early for the best selection, and don’t be surprised if you end up staying longer than planned!
10. Keys History & Discovery Center
If you’re curious about the rich past of the Florida Keys, the Keys History & Discovery Center is the perfect place to explore. Located at The Islander Resort, this museum highlights everything from early Native American inhabitants and Spanish explorers to the development of modern Islamorada. Interactive exhibits feature shipwreck artifacts, historic photographs, and stories of pioneers who shaped the region. The second floor even offers panoramic ocean views, making history lessons here anything but boring.
I spent over an hour getting lost in the exhibits, especially the one on Henry Flagler’s railroad—learning how it changed the Keys forever was fascinating. The museum is small but packed with intriguing details that bring the island’s past to life. If you want to understand the stories behind Islamorada’s charm, this stop is definitely worth your time.
11. Anne’s Beach
If you’re looking for a quiet, scenic beach in Islamorada, Anne’s Beach is the perfect retreat. Known for its shallow waters and soft sand, this peaceful shoreline is ideal for wading, sunbathing, or enjoying a leisurely picnic. A scenic boardwalk winds through the mangroves, offering plenty of spots to relax and take in the views. Unlike the busy tourist beaches in the Keys, Anne’s Beach provides a more low-key, relaxing atmosphere.
I spent an afternoon here just strolling along the boardwalk, stopping at one of the shaded benches to soak in the ocean breeze. The water was so shallow and clear that I could walk far out without ever losing my footing. Whether you’re visiting with family or looking for a quiet escape, Anne’s Beach is a perfect spot to unwind in Islamorada.
12. Rain Barrel Sculpture Gallery
Art lovers and curious travelers alike will enjoy a stop at the Rain Barrel Sculpture Gallery, home to one of Islamorada’s quirkiest landmarks—Betsy the Lobster. This massive spiny lobster sculpture greets visitors at the entrance, making it an iconic photo spot in the Florida Keys. Inside, you’ll find a collection of handcrafted art, jewelry, and sculptures made by local artists. From colorful paintings to unique wood carvings, it’s a fantastic place to browse and pick up a one-of-a-kind souvenir.
I didn’t expect to spend much time here, but the variety of artwork and friendly artists made it hard to leave. I ended up chatting with a sculptor about his creative process and left with a small hand-carved dolphin as a keepsake. Whether you’re an art enthusiast or just passing through, Rain Barrel Sculpture Gallery is worth a visit.
