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.

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Islamorada

DRIFT Island Collective

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

Islamorada

Safe Harbor Angler House

Secluded marina sanctuary with luxury lodging, sportfishing, pool, and events.

Islamorada

Morada Way Arts & Cultural District

Discover vibrant art and culture in the heart of Islamorada at Morada Way!

Islamorada

Florida Keys Fragrance & Gifts

Boutique fragrance and jewelry shop in Islamorada offering unique scents and accessories.

Islamorada

A1A Watersports and Boat Rentals

Jet skis and boats on the bayside at mile marker 85.9, open 8 to 5 every day of the year. The two hour guided tour covers 26 miles of reef, sandbar, mangrove tunnels and backcountry, and the snorkel gear comes with it.

Islamorada

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.

Islamorada

Wild Dolphin Tours

Wild Dolphin Tours — intimate dolphin-watching and snorkeling excursions in Islamorada where wild pods, reef adventures and island calm meet.

Islamorada

Purple Pineapple Boutique

Walk into Purple Pineapple Boutique in Islamorada and you'll immediately feel like you've found your people. Owner Lisa has filled this Village Square gem with breezy resort wear, dresses, rompers, two-piece sets, the best denim in the Keys, tarnish-free waterproof jewelry with select locally made styles, exclusive Purple Pineapple candles, Marlin's Cocktail Co. products, and a heartfelt Crafts Against Cancer collection handmade by Lisa's mom Peggy — all in a warm, kid-friendly space with a play area for little ones and a shave ice truck just steps away.

Islamorada

Clearly Unique Charters

Clearly Unique Charters offers snorkeling, sandbar, and sunset boat tours in Islamorada aboard spacious powerboats designed for family fun and special events.

Islamorada

JSK Watersports

Jet ski & snorkel adventures in Tavernier — bayside, oceanside & sandbars await.

Islamorada

Florida Keys Hot Sauce Company

Locally owned hot sauce maker in Islamorada, FL, offering a variety of sauces and gift sets.

Islamorada

Ciao Bella of Islamorada Salon, Day Spa, Wellness & Yoga

Ciao Bella Salon & Day Spa in Islamorada offers a full spectrum of beauty and wellness services, including haircuts, skincare treatments, massage therapies, yoga classes, and bridal services.

Islamorada

Treasure Harbor Marina

Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys 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

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.