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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Key Largo
The Mark Sorensen Youth Sailing Program
Mark Sorensen Youth Sailing — nonprofit sailing school in the Keys teaching kids boat handling, safety & seamanship.
Key West
Your Island Charter
Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.
Key West
Mattheessen's
Mattheessen’s on Duval Street serves homemade cookies, ice cream, key lime pie & marble slab fudge made with the finest ingredients.
Key West
Sunset Waterfront Shoppes
Sunset Waterfront Shoppes — boutique shopping destination with waterfront vibes in Key West’s historic harbor.
Islamorada
Billy B Fishing Charters LLC
Billy B Charters — expert private fishing, snorkeling and custom outings in Islamorada, Florida Keys.
Islamorada
Coconuts Art Studio
Art by Arana is an art studio in Islamorada offering a vibrant range of paintings, prints, apparel, accessories, and home décor inspired by Florida Keys themes.
Key West
Old Island General Store
OIRF: preserving Key West’s history with the Oldest House Museum & Home Tours.
Key Largo
Largo Cargo Co.
Key Largo’s go-to gift & souvenir shop with tropical apparel, Key Lime treats, and beach gear.
Key West
Emeralds International
Fine jewelry design, repair & appraisal — specializing in rings, bracelets, necklaces & earrings in Key West.
Islamorada
Seahorse Water Adventures
Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.
Key West
Island Safari Rentals
Cruise Key West on 2 wheels—affordable bike & scooter rentals, free hotel pickup.
Marathon
City of Marathon Marina
City of Marathon Marina & Ports — full-service marina operations and public boating access in Marathon, FL, where marine convenience meets Keys cruising.
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.
Key West
Whimsy Key West
Whimsy Key West — custom illustration & whimsical art in Key West, where imagination becomes keepsake.
