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.

Islamorada

Ultimate Dream Fishing Charters

Scott’s Fishing Florida Keys — expert private charters in Islamorada offering back-country, reef and offshore fishing adventures.

Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering elegant rooms, a 9-hole golf course, multiple dining options, and a full-service spa. Ideal for couples and families seeking a tranquil Keys getaway.

Meetings Max

675

Total Space

16000 sq ft

Largest Room

10000 sq ft

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.

Islamorada

Anchors Away Boat Rentals and Tours

Anchors Away Boat Rentals & Tours offers a diverse fleet of over 30 boats, including center consoles, deck boats, and pontoons, available for flexible rentals ranging from 2-hour to monthly durations, with GPS-equipped vessels and optional add-ons like snorkeling gear and GoPro cameras.

Islamorada

Florida Keys Farmers Market

A lively weekly farmers market in Islamorada with fresh produce, local art, and live music.

Islamorada

Lignumvitae Key Botanical State Park

Lignumvitae Key: boat-access tropical hammock and historic Matheson home.

Islamorada

Easy Livin' Charter Boat

Custom boat tours and fishing adventures with local legend Captain Augie in Islamorada.

Islamorada

MyKeys Tours of Islamorada

MyKeys Tours offers private snorkeling, sandbar, sunset & sightseeing charters aboard a 26′ SeaFox in Islamorada.

Islamorada

Crustacean Plantation

Crustacean Plantation Inc. is a nonprofit sanctuary in Tavernier dedicated to conserving native Florida Keys hermit crabs—known as "Purple Pinchers"—through habitat support, education, and community outreach.

Keys Season Deals

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

Coconut Cove Resort & Marina

Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.