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.
Art, Crafts, Great Food.....Oh my!
From vintage cars to vibrant arts and crafts, at the Islamorada Island Fest March 28-28 you can spend your day savoring keys cuisine, listening to local live music or running into friends from across the island chain.
Afro Roots Fest in Islamorada
Experience a weekend April 3-5 that showcases the roots of the islands through music and the diverse cultures that have formed the communities and laid back vibe locals and visitors can't get enough of.
Explore the keys by foot
The Florida Keys offer numerous places to stretch your legs to explore the beautiful and unique natural ecosystems found throughout the chain of islands.
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The Trading Post
The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.
Blue Hole Observation Platform
Visit the trail and observation deck at Blue Hole, a cenote-like pond that is the largest body of fresh water in the Florida Keys.
Islamorada Turtle Tours
Sandbar trips, snorkeling, sunset cruises & private charters in Islamorada.
Your Island Charter
Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.
Caloosa Cove Resort
Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.
Captain Hook's Looe Key Reef Adventures
Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!
Vacation Boat Rentals
Explore the Florida Keys with the largest fleet of fully equipped rental boats!
Islander Girl Snorkel & Tours
Explore Keys reefs, sandbars & sunsets with Islander Girl Snorkel & Tours.
Alligator Reef Light House
Alligator Reef Sanctuary Preservation Area is a 0.32-square-mile protected marine zone in the Florida Keys, renowned for its diverse coral reef ecosystem and the iconic black-and-white lighthouse visible from the Overseas Highway.
Theater of the Sea
Theater of the Sea — immersive marine life shows and animal interaction programs in Islamorada, Florida Keys.
Captain Michael Fishing
Captain Michael Party Boat Fishing offers affordable, group-friendly deep-sea fishing trips aboard a 65-foot vessel, departing daily from Robbie’s of Islamorada.
Effortless Creations
Effortless Creations — curated gift boxes and custom handcrafted presents in Key West & the Florida Keys for weddings, corporate events, celebrations, and special occasions.
Amoray Dive Resort
Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.
The Water Traveler Vacations
The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.