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

Whale Harbor Marina

Whale Harbor Marina — premier full-service marina and charter hub in Islamorada, Florida Keys.

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

Foraged Living Floral Atelier + Boutique

Handmade floral design, vintage decor & regionally sourced treasures in Islamorada.

Islamorada

Otherside Boardsports

Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.

Islamorada

Tavernier Creek Marina

Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.

Islamorada

Keys Salt Scrub (The)

Handcrafted, chemical-free sea salt scrubs from the Florida Keys — exfoliating, moisturizing, and odor-neutralizing.

Islamorada

Drop Anchor Resort & Marina

Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.

Islamorada

Florida Keys Outfitters Fly Shop & Guide Service

Islamorada's premier fly fishing outfitter offering guided trips, gear, and expert instruction.

Islamorada

Forever Salty Charters LLC

Private snorkeling, sandbar, sunset & eco-tours from Islamorada.

Islamorada

Key Dives

Explore top-rated scuba diving and reef conservation adventures in the Florida Keys!

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

Breezy Palms Resort

Breezy Palms Resort offers a family-friendly, oceanfront experience with accommodations including poolside apartments, two-bedroom units, beach cottages, oceanfront apartments, and bungalows.

Islamorada

Amiga Mia Home - Boutique

Amiga Mia Home is a boutique in Islamorada offering artisanal home decor and personal accessories inspired by natural, organic, and boho-chic design.

Islamorada

Sand Dollar Boat Rentals

Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.

Islamorada

Purple Pineapple Boutique

Women’s Plus size, Women’s, baby, toddler and so much more!