Couple descending wooden ship-themed stairway with nautical decor.

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.

Filters
Keys Season Deals
Destination
Category
The Lower Keys

The Perry Hotel & Marina

The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.

Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft

Islamorada

DRIFT Island Collective

DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.

Key Largo

RR Island Boutique

Stylish, affordable women’s boutique in Key Largo — RR Island Boutique

Key Largo

Key Largo Art Gallery

Discover vibrant local art at Key Largo Art Gallery in the Florida Keys, showcasing unique island-inspired paintings, sculptures, and handcrafted pieces.

Key West

Pirate Paradise

This store has a wide variety of everything Key West. They have shirts, dresses, kids clothes, magnets, keychain, and anything else you might need.

Key West

Williams Hall

Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.

Key Largo

Tarpon Flats Inn & Marina

Tarpon Flats Inn & Marina is a boutique waterfront retreat in Key Largo, offering five spacious, air-conditioned rooms with kitchenettes, private beach access, and complimentary kayaks for exploring the surrounding waters.

Key West

Cora Beth Fishing

A 60 foot party boat out of C Dock at the Historic Seaport, running five hour reef trips from $75 with a limited load so nobody fishes elbow to elbow. They fillet your catch at the dock and a restaurant around the corner will cook it for you.

Key West

Captain Conch Charters

Captain Conch Charters offers customizable fishing experiences in Key West, including split, private, and party boat charters, targeting species like mahi mahi, tuna, and sharks.

Key West

SeaSister Island Gallery

Rachel Garreau came to Key West from Casablanca with thirty-six dollars, worked at Sloppy Joe's, spent five years as an art director, then sold her house to open her own gallery on Duval. It is full of work by Key West artists, and she is usually in it.

Islamorada

Billy B Fishing Charters LLC

Billy B Charters — expert private fishing, snorkeling and custom outings in Islamorada, Florida Keys.

Key West

Galactic Lasers

Galactic Lasers is a Key West custom laser engraving shop specializing in personalized tumblers, metal business cards, mirrors, and one-of-a-kind gifts. Owner Matt designs and engraves each piece himself, made in Key West and shipped nationwide, with most orders out the door in 24 to 48 hours.

The Lower Keys

WILD about DOLPHINS-Captain Sheri's

Wild About Dolphins — private eco-boat tours and wild dolphin encounters departing from Key West, Florida.

Key West

Bamboo Cay Key West

Bamboo Cay: island lifestyle for your daily life—shop now.