Things to Do

Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.

Florida Keys' top spot for family fun with bowling, axe throwing, arcade & more!

Luxury private boat charters in Islamorada, Florida Keys—Islamorada Luxe Charters offers fully customized, high-end excursions aboard The Bougie Girl, a 28-ft Scout Dorado.

Reef Roamer is a family-owned 44-foot sailing catamaran based in Tavernier, sailing to shallow, marine-packed reefs in the Florida Keys National Marine Sanctuary. Flat, stable, and easygoing, it is built for snorkelers of every age and skill level, from young kids to grandparents, with fully sanitized gear and a friendly local crew.

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

The old Postcard Inn at mile marker 84, reborn in 2024 as a 214 room Tribute Portfolio resort across 15 waterfront acres, with three pools, three beaches and a 72 slip marina. The Cove is the adults-only half, 63 king rooms around a private beach lagoon.

Islamorada's boat shop at mile marker 81.5, selling Boston Whaler, Cobia, Axopar and Bluewater, with Yamaha certified techs in the service bays and racked dry storage running seven days a week. If you keep a boat in the Upper Keys, this is where it gets sold, serviced and stored.

David Wirth’s Wirth Gallery showcases striking marine sculptures, bespoke fish-hook creations, and unique slab wood art, all inspired by coastal life and craftsmanship.

Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.

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

Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.

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.

Billy B Charters — expert private fishing, snorkeling and custom outings in Islamorada, Florida Keys.

Studio Sesh Arts — contemporary gallery and creative hub in Islamorada showcasing emerging Southern artists.