Mamma Anna Trattoria
Mamma Anna Trattoria in Estero, FL, is a family-owned Italian restaurant serving authentic dishes made from generations-old recipes. Enjoy homemade pasta, pizza, and fresh mozzarella in a cozy setting inside Coconut Point Mall. A hidden gem perfect for family dinners, date nights, or casual Italian cravings.
Chops City Grill
Chops City Grill in Bonita Springs, FL, is a must-visit steakhouse known for its top-quality steaks, seafood, and craft cocktails. Try the NY Strip Steak Tasting, Truffle Old Fashioned, and 3-Layer Carrot Cake. Perfect for date nights, family celebrations, or a classy night out in Southwest Florida.
Oak & Stone
Oak & Stone in Estero, FL, is your go-to spot for NFL Sundays. Enjoy artisan pizzas, flavorful wings, and their famous self-serve beer wall. Try the Kick-Off Combo with two pizzas and wings, and don’t miss desserts like the Chocolate Bourbon Cake or Cinnamon Sugar Donut Holes!
The Bubble Room
The Bubble Room on Captiva Island, FL, is a must-visit for dessert lovers and nostalgia seekers. Enjoy massive slices of their famous Orange Crunch Cake, surrounded by vintage décor and year-round Christmas lights. Open since 1979, this iconic restaurant delivers flavor, fun, and family-friendly charm with every visit.
Scoops & Slices
Scoops & Slices at South Seas Resort in Captiva, FL, is your go-to vacation treat spot. Enjoy ice cream by the scoop, classic candy favorites, and dairy-free options like the Ultimate Oreo Oat Cream. Perfectly located by the Bayview Pool — it’s a must-visit for families and sweet lovers!
Maine Shack
Maine Shack in Naples, FL brings authentic New England seafood to Southwest Florida. Try the Brown Butter Lobster Roll, Lobster Mac & Cheese, or creamy Lobster Bisque for the ultimate coastal comfort meal. With its cozy atmosphere and fresh flavors, it’s a must-visit for lobster lovers.
Keewaydin’s
Keewaydin’s on Fifth in Naples, FL, serves up brunch favorites like Fried Chicken & Waffles, Coconut Shrimp, and French Toast, plus tropical cocktails like the Rum Runner and Port Royal Spritz. With its fun atmosphere and downtown views, it’s the perfect spot for brunch lovers in Southwest Florida.
Thank You Kindly
Thank You Kindly in Naples offers upscale grab & go sandwiches and salads from Chef Kayla Pfeiffer of Bicyclette Cookshop. Enjoy chef-crafted eats like the Hand Jive Chimichurri Turkey Sandwich and Chill Noods Salad Shaker. Fresh, flavorful, and ready fast — it’s a must-try lunch spot in Southwest Florida.
Mystic Lobster Roll
Mystic Lobster Roll Naples serves up fresh Maine lobster rolls, cheesy mac & cheese, and buttery quesadillas at great prices. Located off Vanderbilt Beach Road, this local favorite also offers beer, wine, and catering. A must-visit for seafood lovers craving authentic flavor and generous portions in Southwest Florida.
Beeline
Beeline, Naples’ newest cocktail lounge at Mercato, blends modern design, craft cocktails, and an inviting atmosphere. Try the Night Train, a smooth bourbon-based signature drink made with Old Forester. Perfect for date nights or after-dinner drinks, Beeline is the newest must-visit spot in Naples nightlife.
