Located on Captiva, along a section that is so narrow that the Gulf beach and bay almost meet, lies the famous Tween Waters Inn. A favorite haunt of J. N. “Ding” Darling (who was as well known for his cartoons that chronicled the early preservation efforts for these barrier islands), the ‘Tween Waters Inn is a charming old-fashioned pink shiplap cottage colony that overlooks both the Gulf and the bay.
Some of the cottages have been named after famous folks who frequented the island, Charles Lindbergh, Anne Morrow Lindbergh and Teddy Roosevelt. The cottages are as varied as their famous guests, with some providing just one cozy and romantic bedroom, while others are expansive and contain kitchens, living rooms with sleeper sofas, and screen porches with fireplaces. We prefer the cottages nestled under the trees, but for those who want to be elevated above the Gulf, there are also spacious hotel rooms and suites resting on stilts that look out onto the water.
Best of all, there are three tennis courts on the premises, as well as the classic Old Captiva House restaurant that is reminiscent of the days when Ding Darling vacationed here. Many guests also enjoy the casual dining at the Canoe and Kayak Club as well. There is water all around, including the resort’s pool, as well as the ability to get on the water. Just pop over to the marina and check out their charters, rentals, and water sport equipment.
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Tween Waters Inn
15951 Captiva Rd., Captiva, FL
(866) 893-3646, (239) 472-5161
Rooms Rates: $150-560
Pets: leashed pets are welcome in a number of cottages and efficiencies with $25 nightly fee
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