Seafood platter with crab, shrimp, and wine on a wooden table.

Food & Drink

Taste your way through The Florida Keys, where every bite feels like a mini adventure. From dockside seafood shacks and fresh-caught fish to Cuban coffees, quirky tiki bars, and Key lime pie that might just change your world, the culinary scene here is as vibrant as the coral reefs. Whether you’re after a fancy dinner with sunset views or a casual snack by the water, local chefs, distilleries, and cafés serve flavor with a sprinkle of Keys charm. Come hungry — you won’t leave disappointed.

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Islamorada

Enrico’s Pizza

Enrico’s Pizza blends New York–style pizza, pasta, subs, and salads with fresh ingredients and family tradition in the Florida Keys.

Islamorada

Marker 88

Marker 88 — iconic waterfront dining in Islamorada where sunset views, fresh seafood and island-crafted cocktails converge.

Islamorada

The Nest BBQ and Sports Bar

Nest BBQ serves up mouthwatering, slow-smoked barbecue with bold flavors in a casual, welcoming atmosphere. A must-visit spot for barbecue lovers.

Islamorada

Calypso's

Calypso’s in Tavernier serves up fresh seafood, Caribbean-inspired dishes, and tropical cocktails in a laid-back, island-style setting.

Islamorada

Dive Bar on the Bay

Dive Bar on the Bay in Tavernier is a waterfront bar and grill serving cold drinks, casual bites, and island views in a laid-back setting.

Islamorada

Tasting Florida Keys History With Brad Bertelli

Tasting Florida Keys History with Brad Bertelli is a unique Islamorada experience combining local history, iconic island cuisine, and storytelling at Robbie’s Marina in the Florida Keys.

Islamorada

Nikai Sushi

Nikai Sushi Bar & Restaurant – Sleek, ocean-view sushi and Japanese-fusion dining at Cheeca Lodge in Islamorada.

Islamorada

Caloosa Cove Resort

Fifteen acres on the ocean at mile marker 73.5, with 30 suites that all have kitchens, balconies and water out the front door, plus a heated pool and a sandy beach. Tie your boat up out back, walk over to Habano's for Cuban food, and never move the car.

Islamorada

A Dinner in Paradise

A Dinner in Paradise is a personal chef and private dining service operating throughout the Florida Keys from Key Largo to Marathon, led by Chef Arthur, offering fully customized 4-course ocean-to-table meals prepared, cooked, served, and cleaned up at your home, vacation rental, or resort for events, gatherings, and special occasions starting at $90 per person with a $375 minimum plus groceries.

Islamorada

Chef Drew's Island Catering

Chef Drew’s Island Catering delivers gourmet, chef-driven catering and private chef services throughout the Florida Keys.

Islamorada

HARBOR CAFE 90

Harbor Café 90 blends Cuban café culture with Florida Keys vibes, serving freshly baked pastelitos, croquetas, cafecitos, and savory bites by the waterfront.

Islamorada

Robbie's of Islamorada

Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.

Islamorada

Whale Harbor Seafood Buffet

What The Fish Rolls in Islamorada serves up fresh, local seafood with a creative twist, featuring hand-crafted rolls, tacos, and tropical flavors.

Islamorada

Tides Beachside Bar & Grill

Beachside Bar & Grill at Islander Resort in Islamorada offers fresh coastal cuisine, handcrafted cocktails, and stunning oceanfront views in a relaxed tropical setting.