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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Marathon
Coco Plum Beach
This secluded beach on the Atlantic side of Marathon offers calm, shallow waters perfect for kayaking, with free parking, restrooms, and a shower.
Islamorada
Wild Dolphin Tours
Wild Dolphin Tours — intimate dolphin-watching and snorkeling excursions in Islamorada where wild pods, reef adventures and island calm meet.
Islamorada
A1A Watersports and Boat Rentals
A1A Watersports & Boat Rentals is a family-owned operation at Mile Marker 85.9 in Islamorada offering year-round jet ski tours, WaveRunner freedom rides, and self-guided boat rentals with a large fleet and guided island adventures.
Marathon
ArtBodySoul Inc.
Art Body Soul – Inspiring creative movement, wellness, and expression through yoga, art, dance, and eco wellness retreats in the Keys.
Key West
Life On The Rocks Charters
Life on the Rocks Charters offers fun, customizable boat trips around Key West—sandbar hopping, snorkeling, sunset cruises, and more.
Marathon
Keys Jet Ski & Boat Rentals
High-octane jet ski rentals and guided water adventures in the Florida Keys.
The Lower Keys
Island Deli
Island Deli — popular sandwich shop in Big Pine Key serving hearty subs, Cuban sandwiches and breakfast favorites since the morning hour.
Key West
The Water Traveler Vacations
The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.
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
Overseas Aero Tours
Take to the skies over the Florida Keys with Overseas Aero Tours — scenic biplane flights delivering breathtaking views and unforgettable memories.
Islamorada
Florida Keys Fragrance & Gifts
Boutique fragrance and jewelry shop in Islamorada offering unique scents and accessories.
Key Largo
Reef Environmental Education Foundation (REEF)
Explore ocean conservation with REEF's citizen science, education, and marine programs.
Marathon
Royal Furniture - Marathon
Royal Furniture Marathon—free consultation for your dream home.
