Couple descending wooden ship-themed stairway with nautical decor.

Things to Do

In The Florida Keys, adventure is just a footstep (or paddle, or fin) away. Whether you’re chasing sunrise paddle-trips, sunset sails, or discovering hidden mangrove tunnels, there’s always something new to try. Museums, wildlife tours, water sports, quirky local events—every destination brings its own flavor of fun. These listings span every kind of experience: rugged and wild, soft and serene, absurdly beautiful. So map out some time, pack your curiosity, and let the Keys pull you in.

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Islamorada

Kraken's Lair Diving

Dive Kraken's Lair: Keys PADI center with charters, gear, training.

Islamorada

Islamorada's Art on a Whim Gallery

Judith Chesher stocks her shop with work from around thirty Keys artists, and as she puts it, the Keys are full of artists doing all kinds of weird things. It sits in Rain Barrel Village, a few steps from a forty-foot lobster.

Islamorada

Mission Wild Bird Hospital

Rescue, rehabilitate, and protect wild birds at Florida Keys' top sanctuary.

Islamorada

Dolphin Life Hospital

Hands-on dolphin encounters, research, and education in an immersive marine setting.

Islamorada

Bamboo Charters

Bamboo Charters, led by Captain Matt Bellinger, offers personalized fishing, snorkeling, sandbar, and sunset excursions aboard the "Chubby Mermaid," providing unforgettable experiences in the Florida Keys.

Islamorada

The Banyan Tree Garden Boutique

The Banyan Tree Garden & Boutique — a hidden oasis in Islamorada showcasing tropical gardens, artisan gifts & women’s fashion.

Islamorada

Florida Keys Kayak and Ski

Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.

Islamorada

IslaMarina

Full-service marina / rentals hub in Islamorada.

Islamorada

Drop Anchor Resort & Marina

Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.

Islamorada

Pelagic Raptors Charters

Captain Mike runs a 39 foot Contender with triple 300s and a Seakeeper stabilizer out of Islamorada, for up to six anglers. Trips run from four hours to a ten hour swordfish expedition, with tackle and your fishing license included.

Islamorada

Friend With A Boat Charters

Friend With A Boat Charters: Enjoy private, family-friendly boat tours out of Key Largo — snorkeling, sandbars, and BYOB fun on the water.

Islamorada

Ultimate Dream Fishing Charters

Scott’s Fishing Florida Keys — expert private charters in Islamorada offering back-country, reef and offshore fishing adventures.

Islamorada

Betsy Bar and Souvenirs

Rain Barrel Village is an iconic, open-air artisan complex in Islamorada featuring unique galleries, boutiques, tropical gardens, and the famous 30-foot Betsy the Lobster sculpture—one of the most photographed landmarks in the Florida Keys.

Islamorada

Clearly Unique Charters

Clearly Unique Charters offers snorkeling, sandbar, and sunset boat tours in Islamorada aboard spacious powerboats designed for family fun and special events.

Islamorada

Sway Islamorada

Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.