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
DePaula Jewelers
DePaula Jewelers, a trusted family-run jeweler in the Florida Keys for over 35 years, offers handcrafted nautical and island-inspired jewelry—including fish hook, treasure coin, and opal pieces—designed by GIA-certified gemologists and master artisans.
Key West
Nine Line Apparel & Black Rifle Coffee Shop - Key West
Nine Line Apparel offers patriotic, veteran-owned apparel — shirts, hoodies, gear that honors service and American values.
Key West
Cariloha
Cariloha Key West offers luxuriously soft, eco-friendly bedding, clothing, and bath goods made from sustainable bamboo, providing a unique shopping experience in the heart of Old Town.
Islamorada
The Trading Post
The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.
Key West
Audubon House & Tropical Gardens
The Audubon House & Tropical Gardens is a beautifully restored 19th-century Bahamian-Greek Revival home in Key West, showcasing original works by John James Audubon and lush tropical gardens.
Weddings Max
250
Key West
Key West Golf Club
Play the stunning Rees Jones-designed Key West Golf Club, a tropical paradise challenge!
Meetings Max
150
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.
Marathon
Surf Style
Surf Style — beachwear, swimwear & accessories in Florida & online, where vacation vibes meet surf-lifestyle style.
Islamorada
Amber Waves Boutique
Amber Waves Swim is a boutique in Islamorada's Art District offering chic, functional swimwear and accessories designed to flatter every figure.
Islamorada
Ciao Bella of Islamorada Salon, Day Spa, Wellness & Yoga
Ciao Bella Salon & Day Spa in Islamorada offers a full spectrum of beauty and wellness services, including haircuts, skincare treatments, massage therapies, yoga classes, and bridal services.
Key Largo
Key Largo Tiki Tours
Float, sip & unwind—tiki cruises and private charters in Key Largo’s waters.
Key Largo
Ocean First Key Largo
Ocean First Key Largo offers personalized diving experiences, including reef and wreck dives, training, and citizen science projects.
Marathon
Keys Vacation Supply Rentals
Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!
Marathon
Nautica Watersports
Thrilling jet ski adventures and serene sunset rides in Marathon, Florida.
Key Largo
REEF Ocean Exploration Center for Marine Conservation
Explore the REEF Ocean Exploration Center: inspiring ocean discovery and conservation!
Meetings Max
136
Total Space
4000 sq ft
Largest Room
2000 sq ft
