Old Captiva House | ‘Tween Waters Island Resort & Spa
Once a one-room schoolhouse of Captiva’s pioneer settlers, Old Captiva House is today a TripAdvisor top-rated restaurant with a charming, casual, Gulf-front setting that features an award-winning menu beloved by guests and locals of Sanibel and Captiva Islands. Whether it’s a bright morning breakfast served outdoors among the flowers or indoors — or an extensive, creative dinner menu of mouth-watering island favorites that focus on fresh Gulf of Mexico seafood, plus the island’s exclusive sushi menu, all served with an extensive collection of fine wines, specialty drinks and coffees — you’re sure to be delighted by the amazing talents of long-time islands favorite Executive Chef Greg Nelson.
From the picturesque walls of white French doors to the hardwood floors, to the Gulf of Mexico sunsets that stream through the western windows, Old Captiva House still reflects the original charm of the historic school house. In fact, the historic significance of Old Captiva House and its preservation, in architecture and art — including a collection of famed cartoonist J.N. “Ding” Darling’s 1940s whimsical vacation illustrations — have led Old Captiva House to designation on the National Registry of Historic Places. Be it the charming history or culinary temptations, you’ll agree: Old Captiva House really is a landmark to be visited again and again.
Open to the public.
Crow’s Nest Bar & Grille | ‘Tween Waters Island Resort & Spa
Great food, live entertainment and good times are served up nightly at Crow’s Nest Bar & Grille, located Gulf-front at the legendary ’Tween Waters Island Resort & Spa. With refreshing menus featuring seafood and classic American dishes, perfect for a casual night on Captiva Island, foodies and families alike will enjoy “New Florida” cuisine, starting with Grouper Bites and Crispy Calamari, followed by seafood favorites — Coconut-Crusted Shrimp, Island Grouper Sandwiches — and classics like the Crow’s Nest Burger and BBQ Baby Back Ribs. No wonder Crow’s Nest is among Captiva Island’s top-rated TripAdvisor restaurants.
Served with these delectable delights, you’ll enjoy good times every night of the week — from sporting events on big screen televisions, to themed evening events and live music on weekends, plus the gotta-see-it-to-believe-it Captiva Crab Races. With significant proceeds that annually benefit the United Way, the Captiva Crab Races have been a fan favorite at the Crow’s Nest for more than 30 years. Pick your crab, name your crab and off to the races you go with this hilarious comedy act — with shows for an early, family-friendly crowd, and later, adult-themed crowd. Open to the public.
Oasis Pool Bar & Grille | ‘Tween Waters Island Resort & Spa
What better way to enjoy a day of Gulf of Mexico sunshine than a lively lunch, tasty snack and iced beverage poolside at ‘Tween Waters Island Resort & Spa? So welcome, grab a poolside table and enjoy the Oasis Pool Bar & Grille, a long-time favorite among resort guests and locals alike. Here, you’ll find just about everything under the sun (or under the umbrellas) — grilled sandwiches and fresh salads, icy blends and beer bucket fun, and even frozen treats for the kids — all served with a splash of warm, friendly smiles from the staff at ‘Tween Waters.
Pull up a chair at our classic island bar top, or find a table with views of the Olympic-size Family Pool — then order a tropical drink and some food, watch the poolside action, relax to some live or island-mixed music, and let your cares float away with our island breezes. Ah, now that’s living, Oasis Pool Bar & Grille style.
Open to the public.
Normandie Seaside Café | West Wind Inn
Whether it’s a bright and fresh breakfast, a casual and tasty lunch, or an outstanding island-influenced dinner served with creative flavor and flair, there’s only one place to find them all waiting for you: that’s Normandie Seaside Café at West Wind Inn.
Quietly nestled along Gulf of Mexico beachfront foliage and flowers, Normandie Seaside Café will welcome you and warm you over with its quaint, charming and richly stylized décor. But the beauty of Normandie Café is only the beginning, the appetizer to your eye — because your taste buds are about to light up in delight, whether it’s breakfast, lunch or dinner you and your loved ones are enjoying. Plus, you’ll find an impressive wine list and full bar waiting to stir up something spectacular to accompany your meal.
Don’t miss out on one of Sanibel Island’s secret must-do dining destinations. Visit or make your reservations now for Normandie Seaside Café.
Open to the public.
Upper Deck Pool Bar | West Wind Inn
When the sun’s out, the sky is blue and the temperature’s perfect, then there’s one place on Sanibel Island you’ll want to be to enjoy a tasty lunch, a mid-afternoon snack or — yes indeed — a cold libation while overlooking a spectacular pool and just beyond, the gorgeous Gulf of Mexico.
Just make your way “upstairs” to the Upper Deck Pool Bar at West Wind Inn. Here, in a friendly and intimate setting that’s full of laughter and music, you can enjoy an hour or an afternoon of just letting life pass you by as you relax, refresh and even recline (in one of our pool deck chairs).
Our innkeepers are happy to see you, serve you and satisfy you with a full bar of tropical or traditional beverages, cold beers and wines, plus everything from lunch favorites to appetizers to frozen treats for the kids.
And bonus: Wednesday through Saturday nights, you’ll often be treated to live music. And yes, we take requests. So be sure to join us soon, anytime you’re in the mood for good times, great drinks and a spectacular view, here at the Upper Deck Pool Bar at West Wind Inn.
Open to the public.