Things to Do

CN-IT Adventures offers personalized boat excursions in Key West aboard a 26-foot Twin Vee, delivering custom eco-tours, snorkeling, and island hopping catered to your preferences and weather conditions.

Reel Fresh Fishing — private fishing charters in Key West, where expert captains and top-tier gear deliver unforgettable deep-sea, reef and wreck experiences.

The Green Pineapple — eco-conscious lifestyle boutique & wellness café in the heart of Key West.

Bad Girls Yoga brings private bachelorette yoga and Pilates experiences to Key West groups, with mobile classes, custom music, and a rosé toast.

A family run outfit fishing Key West since 2006, with boats at three Old Town docks: a 64 foot air conditioned catamaran running $85 half day party trips, a fleet of sportfishers, and a 52 foot sailing ketch for sunset charters and weddings. Fishing license and bait come included in the party boat fare.

Maggie Ruley paints Key West in acrylic, sometimes from a picnic table at Fort Zachary Taylor with a water bucket and a stack of snacks. Her Fleming Street studio sells the paintings and teaches you to make your own on Tuesdays.

Seven Key West artists went in together on one gallery a block off Duval, and the range inside is the fun part: watercolors and oils on one wall, photography and glass on the next, sculpture and hand made jewelry in between. Walk in off Simonton Street, or book the place to yourself by appointment.

LED-lit clear-bottom kayaks & paddleboards in Key West

Local artisan market in Key West featuring handmade goods, fresh food, live music, and local flavor every season.

Mallory Square is Key West’s iconic waterfront plaza where nightly sunset celebrations come alive with street performers, food, and local artisans.

Holle represents Tom Everhart, the only artist Charles Schulz ever taught and legally authorized to paint Peanuts as fine art. The gallery sits on Duval and stays open until ten every night, so it fits into an evening rather than competing with your beach day.

The Underwater Gardener is a saltwater aquarium shop and working coral farm at 2816 N Roosevelt Boulevard in Key West, tucked into the Overseas Market plaza. It is free to walk in and fully indoors, so you can see living coral, reef fish, and invertebrates up close on a rainy afternoon or a hot August day.

Tiki Boat Adventures — private tiki-bar boat charters in Key West for sandbars, sunsets & island-style fun.

Nighttime trolley tour revealing Key West’s haunted history, including eerie tales and historic sites.

Guided walking tours of Key West’s haunted side, full of local lore, ghosts, and history—90 minutes of spooky fun whether you believe in the paranormal or not.