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.
On Island Time at Island Fest
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.
Get back to the roots of the islands
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.
I would walk 120 miles
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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Islamorada
Sunrise Cuban Market & Cafe
Sunrise Cuban Cafe & Market — authentic Cuban cuisine, breakfast through dinner, right on the Overseas Highway in Tavernier.
Islamorada
Islamorada Art Gallery By Pasta
Marine-inspired art gallery & working studio in Islamorada.
Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Islamorada
Our Place in Paradise
Discover unique original art, pottery, and workshops in a welcoming Florida Keys gallery.
Islamorada
Morada Mermaid Adventures
The Morada Mermaid is a scenic charter boat experience in the Florida Keys offering sunset cruises, sandbar escapes, and island adventures from Marathon and Islamorada, FL.
Islamorada
Foraged Living Floral Atelier + Boutique
Handmade floral design, vintage decor & regionally sourced treasures in Islamorada.
Islamorada
Breezy Palms Resort
Breezy Palms Resort offers a family-friendly, oceanfront experience with accommodations including poolside apartments, two-bedroom units, beach cottages, oceanfront apartments, and bungalows.
Islamorada
Amiga Mia Home - Boutique
Amiga Mia Home is a boutique in Islamorada offering artisanal home decor and personal accessories inspired by natural, organic, and boho-chic design.
Islamorada
Reef Roamer Catamaran Snorkel Sail
Catamaran snorkeling tours exploring Key Largo’s coral reefs.
Islamorada
The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Islamorada
Florida Keys Watersports
Boat & jet ski rentals + tours exploring reefs, mangroves & sandbars in Islamorada.
Islamorada
KeyZ Charters
Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!
Islamorada
Wild Lily Boutique
Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.
Islamorada
Caribee Marina
Caribee Boats Marina — full-service marina and boat sales in Islamorada, where 75+ years of Keys boat-lifestyle expertise meets prime waterfront access.
