Things To Do

Papa Joe's Waterfront

Papa Joe’s Waterfront is an Islamorada favorite with incredible ocean views, great food, and a laid‑back Keys vibe. Dylan and Kait especially love the Asian‑inspired dishes, and guests can enjoy everything from fresh seafood to tropical cocktails across the dining room, backyard lawn, and 21+ tiki bar - plus some of the best sunsets in the Upper Keys.

Robbie's of Islamorada

Robbie’s is one of the most iconic stops in the Florida Keys, best known for its world‑famous tarpon feeding, where you can hand‑feed huge tarpon right from the dock. It’s a lively waterfront spot with a colorful open‑air market, local art and souvenirs, a marina offering fishing charters and water activities, and the laid‑back Hungry Tarpon restaurant.

Square Grouper Islamorada

Islamorada Brewery & Distillery

Turtle Hospital

The Turtle Hospital in Marathon is a nonprofit rescue and rehabilitation center for injured sea turtles, offering guided tours to learn about their mission and meet the turtles currently in care. It’s a meaningful, educational stop, and a perfect activity if you’re bringing the kids. It’s about a 40‑minute drive from Islamorada - book in advance!!

John Pennekamp Coral Reef State Park

Kayak through the mangroves or book a glass bottom boat tour to the coral reef. There’s tons to do at this state park in Key Largo, including swimming, snorkeling, paddle boarding, and hiking.

Islamorada Fish Company

Lorelei Restaurant & Cabana Bar

Theater of the Sea

Get up close with dolphins, sea lions, parrots, and more in a beautiful tropical lagoon setting. It’s family‑owned, full of Old Florida charm, and offers everything from animal shows to interactive swims.