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
Islamorada

Islamorada's Art on a Whim Gallery

Local artists and artisans selling beautiful works of art, jewelry & pottery at all prices levels.

Islamorada

Islamorada Spearfishing Adventures

Islamorada Spearfishing Adventures is Islamorada's premier spearfishing charter led by Captain Jordi, a Florida Keys-raised PADI Scuba Instructor with 16 years of diving experience, offering private spearfishing, lobster hunting, scuba diving, freediving, and snorkeling charters with a 5.0-star rating across 100-plus reviews.

Islamorada

T-Shirt City

Clothing store in Islamorada, Florida

Islamorada

Islander Girl Snorkel & Tours

Explore Keys reefs, sandbars & sunsets with Islander Girl Snorkel & Tours.

Islamorada

Blue Marlin Jewelry

Blue Marlin Jewelry is a family-owned fine jewelry boutique in Islamorada, Florida, offering a curated selection of designer pieces, custom creations, and nautical-themed designs.

Islamorada

Scuba Town USA

Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.

Islamorada

Florida Keys Watersports

Boat & jet ski rentals + tours exploring reefs, mangroves & sandbars in Islamorada.

Islamorada

Islamorada Art Gallery By Pasta

Marine-inspired art gallery & working studio in Islamorada.

Islamorada

Coconuts Art Studio

Art by Arana is an art studio in Islamorada offering a vibrant range of paintings, prints, apparel, accessories, and home décor inspired by Florida Keys themes.

Islamorada

Islamorada Wine Co.

Cozy wine bar with charcuterie, craft beer & boutique wines.

Islamorada

Wild Lily Boutique

Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.

Islamorada

Pan In Paradise

Keys Steel Drum Weddings — live steel-drum music for beach weddings across the Florida Keys, bringing island rhythm to your big day.

Islamorada

Three Waters Resort & Marina

Escape to Three Waters Resort & Marina for island luxury, ocean views, and endless adventure.Three Waters Resort & Marina, a Tribute Portfolio Resort, is a newly reimagined oceanfront destination in Islamorada, Florida, blending island charm with modern luxury.

Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft

Islamorada

Lignumvitae Key Botanical State Park

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