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Dining & Local Flavor

Cafe Moka

Café Moka in Islamorada is a breezy garden-cafe tucked behind the Trading Post, serving up homemade French pastries, sandwiches and espresso drinks in a relaxed outdoor setting.
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Midway Cafe and Coffee Bar

Midway Café & Coffee Bar in Islamorada is a funky, locally loved spot serving breakfast, lunch, fresh-baked pastries, and specialty coffees, with indoor and outdoor seating.
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Bayside Gourmet

Located in the heart of Islamorada, Bayside Gourmet is a locally owned restaurant known for its creative, delicious pizzas, classic Italian dishes, and a selection of wine and beer. Offers both indoor and outdoor seating.
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Bad Boy Burrito & Sushi

Bad Boy Burrito & Sushi in Islamorada offers a unique fusion of burritos, tacos, and a sushi menu in a casual, tropical setting — tucked into Village Square at the Trading Post.
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Square Grouper

Square Grouper offers a refined yet relaxed dining experience with fresh, locally sourced seafood and craft cocktails. Enjoy waterfront views and a menu that blends island flavors with classic dishes. Open Wednesday through Sunday for lunch and dinner.

Chef Michaels

Chef Michael’s is a fine dining destination known for its fresh, local seafood and prime steaks. With a warm, inviting atmosphere featuring tropical veranda seating and a sleek bar, it's perfect for a romantic dinner or special occasion. Open Monday through Saturday for dinner service.

Kaiyo Grill & Sushi

Kaiyo Grill & Sushi showcases a vibrant fusion of island and Asian flavors, highlighting fresh sushi, wood-fire grilled dishes, and an impressive selection of specialty sakes. Guests can enjoy elegant dining either al fresco on the wrap-around porch or in the stylish interior. Open Tuesday through Saturday for dinner service.

Marker 88

Marker 88 is a waterfront restaurant in Islamorada offering fresh seafood, tropical cocktails, and sunset views from its beachside setting. It’s a relaxed yet upscale spot for dining outdoors along Florida Bay.
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Shima

Shima in Tavernier is an elevated sushi and champagne bar serving Japanese‑Asian fusion, offering a stylish dining experience with artfully prepared sushi and a curated selection of sparkling wines.
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