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
Blackbeard Private Charters
Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.
Marathon
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Islamorada
City Hall Cafe & Wine Bar
City Hall Café & Wine Bar in Tavernier offers gourmet dining with fresh, locally sourced seafood, an extensive selection of wines and beers, and a welcoming atmosphere for both dine-in and take-out guests.
Islamorada
Billy B Fishing Charters LLC
Billy B Charters — expert private fishing, snorkeling and custom outings in Islamorada, Florida Keys.
Key Largo
Underwater Cowboy
Underwater Cowboy – luxury private charters in Key Largo offering scuba diving, fishing, snorkeling & PADI instruction.
Key West
Key West Art Center & Gallery
Experience the vibrant creativity of Key West with local paintings, sculptures, and unique crafts. A must-visit for art lovers.
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.
Key West
Southernmost Surf Shop
Southernmost Surf Shop KW — Key West’s local surf & beach gear destination.
The Lower Keys
The Wandering Paddler - Paddle Board Tours & Rentals
We're a mobile SUP guide that brings paddleboarding to you, wherever you are on Big Pine Key or the Lower Keys. SUP rentals, lessons or guided eco-tours through mangroves and on our clear turquoise waters - we come to you!
Key West
My Ohana Fishing Charters
My Ohana Fishing & Charters offers sport fishing, snorkeling, reef & sandbar tours, and custom boat adventures in Key West.
Islamorada
Why Knot Boat Rentals & Charters
Why Knot Exclusive Rentals — custom boat rentals and captained charters in the Florida Keys for your perfect day on the water.
Islamorada
Maria Wagner Artworks
Painting with Maria — original tropical art & interactive paint parties in Islamorada, where island vibes meet creative expression.
Key Largo
Holiday Inn Key Largo
Holiday Inn Key Largo is a tropical hotel featuring two heated outdoor pools with a waterfall, a poolside Tiki bar, and an on-site marina.
Weddings Max
140
Meetings Max
140
Total Space
3070 sq ft
Largest Room
2400 sq ft
Marathon
Captain Hook’s Marina and Dive Center
Explore award-winning Florida Keys adventures with Captain Hook’s Marina & Dive Center!
