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Head back in time to old Florida around Pine Island Sound
Captiva Island
Don't miss the charms of the ’Tween Waters Inn (from $180/night; tween-waters.com), at Captiva Island’s narrowest point, steps from both a sound-side marina and a wide Gulf beach. Established in 1931, the resort offers magnificent little seaside cottages, which have played host to presidents, novelists, and naturalists alike over the years, and a terrific bar and restaurant where we have enjoyed winter barbecues to rival anything put forth in the Carolinas. More purely luxurious, the South Seas Island Resort (from $500/night; southseas.com) on Captiva has been extensively renovated since taking the brunt of Hurricane Charley in 2004, and is a lovely family-friendly destination for those for whom relaxation is not enough. Indeed, for the tennis and golf obsessed, it’s a must not to avoid.
Read our Sanibel and Captiva Island Travel Guides for even more in-depth destination and trip-planning advice!
Sanibel and Captiva Island Getaways from $149/Nt Editors' Review