The Ultimate Guide of Things To Do in Islamorada, Florida

Charter a Boat to Fish in the Waters surrounding Islamorada

There are numerous guided fishing opportunities available in Islamorada, where you can embark on a variety of trip types to catch a wide range of species. Explore the reefs and shipwrecks with an nearshore fishing charter to target snapper and grouper, or try guided backcountry fishing for permit, bonefish, and tarpon. For larger offshore species, venture beyond the reef with top Islamorada fishing guidesto fish for sailfish, tuna, mahi-mahi, and more. Book your fishing trip in Islamorada on AnyCreek with exceptional guides for an unforgettable experience.

Anne’s Beach

Anne's Beach, situated at Lower Matecumbe Key in Islamorada, Florida, is a cherished coastal destination named for local environmentalist Anne Eaton. The beach features a shallow swimming area, covered picnic tables, a boardwalk, and restrooms. With two parking lots conveniently located about a quarter-mile apart on US-1 at MM 73, visitors can easily access the beach.

Windley Key Fossil Reef Geological State Park 

Windley Key Fossil Reef Geological State Park, located on Windley Key near Islamorada, offers visitors a glimpse into Florida in the 20th-century. Observe ancient coral formations that decorate the landscape. The park is home to the Key Largo limestone quarry, which was responsible for supplying stone for Henry Flagler's Overseas Railroad in the early 1900s. There are 8-foot-high quarry walls that visitors can explore, which reveal cross sections of fossilized coral. There are five self-guided trails you can take to immerse yourselves in the island's natural beauty. In the visitor center you can find educational exhibits that expand further on the history of the island.

Lignumvitae Key Botanical State Park

Located in the Upper Keys of Florida, Lignumvitae Key Botanical State Park showcases the once abundant tropical hardwood hammocks that thrived in the region. The land was originally purchased in 1919 by William J. Matheson, a prominent chemist from Miami, and his historic home now serves as the visitor center. Lignumvitae is only accessible by boat or kayak, and rentals are available through local vendors, making a trip out to the park very unique and secluded. Visitors to the State Park can explore the island's features using a self-guided tour brochure. 

History of Diving Museum 

The History of Diving Museum is a dedicated to preserving and showcasing the rich history of diving, aiming to tell the story of humanity's pursuit to explore, comprehend, and venture beneath the ocean's surface. The Museum's exhibits include an extensive collection of artifacts, antiques, books, documents, photographs, and oral history. These highlight the significant role that South Florida and the Florida Keys have played in the evolution and innovations of diving. Visitors to the museum can explore various exhibits, including the Timeline of Diving, Beebe's Lab and Marine Biology, Underwater Photography, the Treasure Room, and Evolution of Regulators & Rebreathers. 

Indian Key Historic State Park 

Over the years, the island has seen uses for various purposes — from failed wrecking industry to use by the military during the Third Seminole War to support lighthouse construction. In 1935, a hurricane led to the abandonment of Indian Key, and eventually, in 1971, the State of Florida acquired the island to preserve its history for visitors for decades to come.

Keys History & Discovery Center 

The Florida Keys History and Discovery Foundation was established in 2013. The center offers visitors a glimpse into the rich history of the Keys through permanent exhibits showcasing topics like indigenous tribes of the area, pirates, Spanish treasure fleets, and notable people who have helped to shape the Upper Keys. Additionally, visitors can explore exhibits focussing on more scientific topics, like the area's unique coral reef ecosystem and the challenges it faces.

Third Thursday Art Walk hosted by the Morada Way Arts & Cultural District

The Morada Way Arts & Cultural District, established in 2011, is the driving force behind the creation of The Upper Keys' Arts & Cultural District, centered around the vibrant Morada Way. This grassroots initiative transforms the district into a lively downtown area with galleries, restaurants, and studio spaces. The district provides an environment for artists to showcase their work and enriches the local community and visitors with diverse arts and cultural programs.

Theater of the Sea 

Theater of the Sea is a family-owned marine mammal rescue facility that was established in 1946. They host interactive shows and programs that showcase rehabilitated animals with the public to foster awareness around marine protection and conservation. The Theater of the Sea has lagoons and gardens that are home to a variety of animals including dolphins, sea lions, sea turtles, fish, sharks, stingrays, alligators, and birds. Guests can also enjoy a gift shop, Papa's grill, and a private beach for relaxation. General admission to Theater of the Sea grants visitors access to performances, boat rides, and a private beach. 

Key Largo Conch House 

Located in Key Largo, the Key Largo Conch House is a second-generation, family-owned and operated restaurant established in 2004. They are known for homestyle seafood and their breakfasts, as well as their garden veranda and resident pet parrot. The restaurant sources seasonal and local ingredients, including fresh seafood and produce to ensure a quality culinary experience.

Blond Giraffe Key Lime Pie Factory 

Blond Giraffe Key Lime Pie Factory is a haven for key lime pie enthusiasts seeking a ‘taste of pure happiness.’ Their pies feature a delicious combination of meringue, crispy graham cracker crust, and the perfect balance of tartness that has won accolades and delighted customers for over 20 years. Apart from their iconic pies, the store also offers 170 different treats, ranging from cookies and candies to key lime rum cakes.

Islamorada Brewery & Distillery

Established on a quaint island, the Islamorada Beer Company is dedicated to producing exceptional craft beer embodying the local lifestyle's essence. With more than 12 beers on tap at their Islamorada location, their wide selection can satisfy various tastes. Additionally, on Sundays, they extend an invitation to join them for a day-wading adventure to enjoy the refreshing company of a cold beverage during their renowned Sandbar Sundays.

Keys Brewing Company

Florida Keys Brewing Co. is the premier microbrewery in the Upper Keys. It invites beer enthusiasts to visit its tasting room which is open daily from 11am to 10pm (extended until 11 pm on Fridays and Saturdays). Located in the heart of the Morada Way Arts and Cultural District, visitors can savor a diverse range of signature brews and discover rotating selections of seasonal and barrel-aged beers on tap. With brewery tours, beer flights, and live music, Florida Keys Brewing Company guarantees a delightful experience for craft beer lovers and those seeking a relaxed and entertaining outing in Islamorada.

Islamorada Wine Co.

Islamorada Wine Co., located in the heart of Islamorada, offers an extensive selection of wines, craft beer, and charcuterie. With a welcoming atmosphere, knowledgeable staff, and delectable pairings, Islamorada Wine Co. invites locals and visitors alike to discover new wines, and other great salads and sandwiches.

Take A Trip from Islamorada to Key Largo

Embark on an unforgettable day trip from Islamorada to Key Largo, and go north on US 1 to explore the scenic wonders of this tropical paradise, or charter a boat to cruise through the crystal-clear waters of the Florida Keys. AnyCreeks selection of top Islamorada fishing charters are a great way to explore neighboring waters, keys, and reefs with a rod in hand. Ask your guide about a lunch spot and indulge in the local flavors of Key Largo by savoring a delicious seafood feast at one of the waterfront restaurants.

John Pennekamp Coral Reef State Park

John Pennekamp Coral Reef State Park is the first undersea park in the U.S. The park is approximately 70 nautical square miles including mangrove swamps, tropical hammocks, and captivating coral reefs teeming with marine life. Experience the parks in various ways by scuba diving or snorkeling for a closer look at the teeming marine ecosystem. Engage in activities like glass-bottom boat tours, canoeing, kayaking, or picnicking; there's something for everyone to enjoy. The Park's Visitor Center has a great saltwater aquarium and educational nature videos, and you can take advantage of the park's amenities.

Charter a Seaplane to Dry Tortugas National Park

Charter a seaplane and embark on a breathtaking journey to Dry Tortugas National Park, 70 miles west of Key West, Florida. Experience the thrill of a low-altitude sightseeing flight narrated by an experienced pilot as you soar over the Florida Keys and the vibrant marine life in the shallow waters known as "the flats." Get an aerial view of the Marquesas Islands coral atoll, tour the iconic Fort Jefferson, and indulge in the natural marine wonders that await you in the beauty of Dry Tortugas National Park.