The Upper Florida Keys are the first islands visitors encounter when driving south from Miami on the scenic Overseas Highway. Known for their turquoise waters, coral reefs and small-town charm, these islands offer a laid-back coastal escape that blends outdoor adventure with island relaxation.
This northern section of the Keys starts in Key Largo and ends in Islamorada, stretching roughly between Mile Markers 108 and 72. Together, they make up the northernmost portion of the Florida Keys archipelago, which is a 113-mile string of coral islands that extends all the way down to Key West.
The best time to visit the Upper Keys is between November and May, when the weather is warm, dry and sunny, with average highs from 75 to 85°F. Summer can also be a great time to visit; during this time, visitors can expect warmer temperatures and more afternoon showers, but fewer crowds on the beaches and reefs.
Key Largo: Gateway to the Keys
Key Largo is considered the “Diving Capital of the World” and is a haven for ocean lovers and anyone seeking eco-adventures above or below water. As the northernmost island in the Florida Keys, Key Largo is the first destination travelers reach after leaving the mainland.
The island is bordered by two remarkable ecosystems: the Everglades National Park on one side and the Florida Keys National Marine Sanctuary on the other. This gives visitors easy access to a wide range of experiences. Beyond its natural attractions, Key Largo offers a mix of casual dining, small resorts and family-friendly adventures.
Some highlights include:
John Pennekamp Coral Reef State Park
The first underwater state park in the U.S. is famous for snorkeling, scuba diving, glass-bottom boat tours and kayaking through mangrove tunnels. Don’t miss the Christ of the Abyss statue beneath the waves!
Diving & Snorkeling Tours
Explore the reefs and wrecks that made Key Largo famous, including the USS Spiegel Grove, one of the largest artificial reefs in the world.
Everglades Excursions
Paddle or take a guided eco-tour through mangrove tunnels on the bay side for a chance to spot manatees, dolphins and wading birds in their natural habitat.
Islamorada: The Village of Islands
As you continue south, the islands narrow and the scenery becomes even more picturesque. The stretch of islands that includes Plantation Key, Windley Key, and Upper Matecumbe Key together form Islamorada, known as the “Sport Fishing Capital of the World.”
Islamorada is a place where laid-back luxury meets adventure. A day could kick off with offshore fishing in the morning, art gallery browsing in the afternoon and enjoying fresh-caught seafood in the evening.
Some of the best things to do in the Upper Keys are found in Islamorada:
Robbie’s Marina
This is a must-visit stop and a favorite among locals and visitors. You can feed tarpon by hand, browse open-air shops or head out on a snorkeling, sandbar or parasailing excursion.
Sportfishing Charters
Islamorada’s fishing reputation precedes it. Around every corner, you’ll find charter boats eager to take clients offshore to target mahi mahi, sailfish and tuna deep in the ocean. Backcountry charters navigate shallow waters for tarpon, bonefish and snook.
Founders Park
This relaxing beach and recreation area has pavilions, beach volleyball courts, a splash pad for kids and calm waters for swimming and paddle boarding. It’s perfect for a laid-back beach day.
Morada Way Arts & Cultural District
The arts and culture district covers six blocks of the town. It’s filled with galleries, studios and boutiques where local artists showcase and sell paintings, glasswork and jewelry. The district also hosts Third Thursday Art Walks on the third Thursday of each month, which include tons of art, food and live music.
Where to Eat in Islamorada
The Upper Keys are home to some of the best dining in the Florida Keys, and Islamorada’s restaurant scene shines brightest. From upscale seafood to local favorites, these are must-try spots for visitors exploring the area:
Kaiyo Grill & Sushi
Located at Mile Marker 81.7 on the Old Highway, Kaiyo blends Island-Asian flavors with wood-fire grill cooking. Dine al fresco on the wrap-around porch and savor locally caught fish prepared with creative flair.
Green Turtle Inn
This restaurant is a beloved Islamorada institution known for its welcoming hospitality and fresh local seafood. Serving breakfast, lunch, and dinner, the Green Turtle is famous for its signature turtle chowder and Keys-inspired dishes.
The Nest BBQ & Sports Bar
This family-friendly sports bar offers something for everyone. Enjoy fresh smoked North Carolina-style BBQ, along with trivia nights, comedy shows and live sports on big screens.