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.
1 of
Filters
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
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.
Key West
Key West Local Luxe Jewelry
Key West Local Luxe is a boutique jewelry studio offering handmade, rare & statement pieces—including pearls, gemstones, sea-life designs, unisex styles & curated under-$100 finds.
Key West
The Promenade at The Perry Hotel & Marina
The Perry Hotel & Marina — boutique waterfront resort on Stock Island blending marina life with Key West charm.
Key West
Cabana Club
The Cabana Clubis a premier private swim and beach club offering a range of amenities including a heated/cooled pool, private sandy beach, spa/whirlpool, showering facilities, full bar, and a beach shop.
The Lower Keys
Big Pine Kayak Adventures Inc
Florida Keys Kayak Tours offers guided eco-adventures through the pristine backcountry waters of the Lower Florida Keys, including Big Pine Key, with options like the Mangroves & Manatees Eco Tour and the Night Kayak of Coupon Bight.
Islamorada
Florida Keys Fishing and Eco-Tours
Tarpon specialists delivering snag-free charters & gear to reel in the Silver King.
Key West
Stingray Steve
tingray Steve — coastal performance & sun protection apparel shop in Key West specializing in UV-resistant clothing
Key West
Conch Harbor Marina
Conch Harbor Marina is a full-service, resort-style marina in Key West’s Historic Seaport, offering fuel, dockage for vessels up to 200 ft, and upscale amenities right in the heart of Old Town.
Key West
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.
Weddings Max
300
Meetings Max
550
Total Space
11000 sq ft
Largest Room
5000 sq ft
Key West
Sea Monkey Ocean Adventures
Exciting Key West boat tours and ocean adventures — snorkeling, sunset cruises & more.
Marathon
Florida Keys Kiteboarding and Stand Up Paddleboarding
Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.
