Summerland Key, FL Listings Dining Shopping Leisure Highest Rated Dining Square Grouper Bar & Grill $$ 694 reviews Seafood, New American, Bars (305) 745-8880 22658 Overseas HwyCudjoe Key, FL 33042 Tonio's Seafood Shack And Tiki Bar $$ 209 reviews Tiki Bars, Seafood, Pasta Shops (305) 745-3322 25163 Overseas HwySummerland Key, FL 33042 Galley Grill $$ 265 reviews New American, Cafes (305) 745-3440 24862 Overseas 1 HwySummerland Key, FL 33042 Moritas Cuban Cafe $ 164 reviews Cuban, Mexican, Cafes (786) 326-5529 22836 Overseas HwyCudjoe Key, FL 33042 Five Brothers Two $ 69 reviews Cuban, Sandwiches, Seafood Markets (305) 872-0702 27023 Overseas HwySummerland Key, FL 33042 Broil $ 87 reviews Seafood, Steakhouses (305) 741-7879 21611 Old State Rd 4ACudjoe Key, FL 33042 The Bent Prop Bar & Grill $ 83 reviews Bars, New American, Seafood (305) 741-7017 457 Drost DrCudjoe Key, FL 33042 South Of The Seven $ 72 reviews Bars, Seafood, American (305) 741-7115 17075 Overseas HwyUpper Sugarloaf Key, FL 33042 My New Joint $$ 89 reviews Cocktail Bars, Seafood, New American (305) 745-8880 22658 Overseas HwyCudjoe Key, FL 33042 Morning Joint $ 46 reviews Coffee & Tea, Breakfast & Brunch, Juice Bars & Smoothies (305) 741-7632 22864 Overseas HwyCudjoe Key, FL 33042 Mangrove Mama's Restaurant $$ 548 reviews Seafood, American, Bars (305) 745-3030 19991 Overseas HwySugarloaf Key, FL 33042 Forks & Stix $$ 53 reviews Poke, Desserts, Asian Fusion (305) 741-7643 30945 Ave ASte A Boondocks Grille & Draft House $$ 543 reviews Mini Golf, Bars, American (305) 872-4094 27205 Overseas HwySummerland Key, FL 33042 The Dining Room $$$$ 45 reviews Seafood, Wine Bars, Breakfast & Brunch (305) 422-4236 28500 Overseas HwyLittle Torch Key, FL 33042 Big Pine Rooster $$ 466 reviews American, Southern, Breakfast & Brunch (305) 330-1330 29943 Overseas HwyBig Pine Key, FL 33043 Kiki's Sandbar $$ 548 reviews Seafood, Bars, Chicken Wings (305) 780-7753 183 Barry AveLittle Torch Key, FL 33042 Julie’s Kitchen $ 23 reviews Mexican (305) 741-7131 24171 Overseas HwySummerland Key, FL 33042 Florida Keys Cafe $$ 137 reviews Breakfast & Brunch, Salad, Soup (305) 998-4903 30739 Overseas HwyBig Pine Key, FL 33043 No Name Pub $$ 723 reviews American, Dive Bars (305) 872-9115 30813 Watson BlvdBig Pine Key, FL 33043 Boardwalk Bar & Grill $ 28 reviews Pizza, Seafood, Bars (305) 735-2114 31044 Avenue ABig Pine Key, FL 33043 A Slice of Paradise $$ 129 reviews Italian, Pizza, Sandwiches (305) 744-9718 24458 Overseas HwySummerland Key, FL 33042 Murray's Market $$ 32 reviews Grocery, Delis, Sandwiches (305) 745-3534 24550 Overseas HwySummerland Key, FL 33042 Pop’s Smoke Shed $ 15 reviews Food Trucks, Barbeque, Sandwiches (305) 465-1693 29770 Overseas HwyBig Pine Key, FL 33043 Pizzaworks $ 63 reviews Pizza, Italian (305) 872-1119 229 Key Deer BlvdBig Pine Key, FL 33043