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    Great Beaches

    Channel your inner Jimmy Buffett with a getaway to these secluded Florida beaches

    Jayme Lamm
    Jayme lamm
    Feb 7, 2017 | 4:16 pm

    If you’re looking for a getaway to channel your inner Jimmy Buffet or vacation like Carrie Underwood, look no further than the beaches of Fort Myers and Sanibel.

     

    While Florida in its entirety is pretty much at full capacity year-round thanks to the luscious beaches and booming atmosphere, there are still some breathtaking spots with lots of wiggle room left to be explored about two hours south of St. Petersburg on the Gulf of Mexico. Everyone already knows about the margarita vibes in Key West, but the vibes found throughout the beaches of Fort Myers and Sanibel (most notably Captiva Island) are much less crowded and equally wanderlust-worthy. Indeed perfectly capable of handling any variation of your margarita request.

     

    There is so much to explore in the area, you’ll want to get a rental car (a cab from the airport to Captiva Island runs more than $70, so save some money by renting a car).

     

     Plenty of room to explore — or do nothing. There's more than 50 miles of white sandy beaches and 590 miles of shoreline, so you’ll have plenty of stuff to see and do — or do nothing at all but lounge around with a cocktail and/or good book. The sunsets here draw quite the crowd, so come early and stay late.

     

     Stay like a celebrity. We all want Carrie Underwood’s legs, but what about her vacation style? The country powerhouse recently paid a visit to Captiva Island, at one of South Seas Island Resort’s luxurious private vacation homes. Guests can feel at home in a variety of accommodations, ranging from hotel rooms to condominiums and cottages to private villas and homes. The property is so large you’ll need a golf cart to navigate it, and there are miles and miles of beaches, not to mention wildlife preserves to keep you occupied.

     

     Picture-worthy. Everywhere is Instagram-worthy, but you’ll definitely want to check out the “preppiest place on earth,” Boca Grande. Boca Grande is the heart of Gasparilla Island nestled off southwest Florida’s Gulf coast, and it is the unique and quaint locale that was Katharine Hepburn’s temporary respite from paparazzi and fans. It’s clustered around the old train depot and serves up a taste of Florida’s yesteryear. Boca Grande has evolved into a playground for discerning travelers and celebrities.

     

     Have a few cold ones with $70,000 scattered around you. Home of the historic Cabbage Key Inn, Cabbage Key is a unique island that was purchased by highly acclaimed author and playwright Mary Roberts Rinehart in the 1930s. The home was later converted into a cozy inn with six guest rooms and an open-air restaurant, which attracts thousands of visitors each year. Cabbage Key is now wallpapered with signed dollar bills (more than $70,000 as of last count). The tradition began when a thirsty fisherman left his autographed bill taped to the wall, ensuring a cold drink the next time he stopped by. Talk about a man with a plan.

     

     Celeb sightings make vacations extra-memorable. The Cabbage Key Inn & Restaurant has been a popular hot spot for celebrity sightings like Julia Roberts, Jimmy Carter, John F. Kennedy Jr. (whose dollar bill is hanging behind the main counter in the restaurant), and Ernest Hemingway, to name a few.

     

     We promised margarita vibes and cheeseburgers in paradise. If you’re a Jimmy Buffett fan, Cabbage Key is rumored to be the spot that inspired his hit song "Cheeseburger in Paradise," transforming the diminutive inn into a world-famous attraction. Plus, the cheeseburgers and atmosphere are exactly as the song says.

     

     The Island Cow Eatery is another great dining option with one of the most diverse menus. The Island Cow will be the place that reminds you to relax — you're on island time. And we wouldn't be surprised if you made more than one visit here during your stay. It's that good.

     

     A place for inspiration. Buffett’s hit song wasn’t the only big hit inspired in the area. When Anne Morrow Lindbergh visited Captiva Island and penned her famous book, Gift from the Sea, she wrote: “The beach was covered with beautiful shells and I couldn’t let one go by unnoticed. I couldn’t even walk head up looking out to sea, for fear of missing something precious at my feet.” There are more than 400 shell varieties of all shapes, sizes, and colors, making it a seashell lover’s paradise.

     

     You have to see it to believe it. One of Captiva Island’s most popular restaurants, The Bubble Room is a three-story venue decked out in nostalgic décor from the '30s, '40s, and '50s, and filled to the brim with outlandish décor featuring unique Christmas items, antiques, and Hollywood glam. The restaurant is nationally recognized for its quirky menu items, such as “Duck Ellington” and “Gone With the Fin,” in addition to its award-winning and incredibly oversized desserts that are bigger than your actual head. It’s the most eclectic place you’ll ever have the pleasure of grabbing a meal — guaranteed.

     

    Pro tip: Grab dinner at one of the many outside patios (opt for any variation of seafood that’s fresh) and then head to The Bubble Room for drinks and dessert after. And you’ll want to share your cake — take our word.

    Sanibel lighthouse. The beaches of Fort Myers and Sanibel (most notably Captiva Island) are much less crowded.

    Sanibel Florida lighthouse
      
    Photo courtesy of The Beaches of Fort Myers & Sanibel
    Sanibel lighthouse. The beaches of Fort Myers and Sanibel (most notably Captiva Island) are much less crowded.
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    Island Travel News

    Dallas' Southwest Airlines to add Virgin Islands as a new destination

    Teresa Gubbins
    Jul 14, 2025 | 9:36 am
    Southwest Airlines
    Southwest
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    Dallas-based Southwest Airlines is adding a tropical new destination: The Caribbean. According to a release, the carrier intends to add new service at Cyril E. King International Airport (STT) on St. Thomas, in U.S. Virgin Islands, with service expected to begin in early 2026, subject to governmental approvals, and available for purchase soon.

    Southwest Airlines president and CEO Bob Jordan says in a statement that the new service is in response to customer demand.

    "We are listening closely to what our Customers want—from new products and loyalty benefits to new destinations," Jordan says. "We want to make Southwest Airlines the easy and obvious choice every time, and this is another meaningful step in our ongoing transformation."

    About 40 miles east of Puerto Rico, the U.S. Virgin Islands comprise a U.S. territory in the northeastern Caribbean Sea. The three islands are St. Croix, St. John, and St. Thomas, where the capital of Charlotte Amalie is located. The U.S. Virgin Islands, which is on Eastern Standard Time, features world-renowned beaches, an international marine industry, European architecture, and a burgeoning restaurant industry.

    Perhaps best of all, no passports are required from U.S. citizens traveling from the U.S. or Puerto Rico.

    There are currently flights to St. Thomas from DFW Airport, flown by American Airlines, Delta, and Spirit. A nonstop flight from DFW to St. Thomas is a little under 5 hours.

    St. Thomas is the first of three new destinations for 2026 the carrier expects to announce this summer. It will be the ninth island destination served by Southwest in the Atlantic Basin – joining Aruba, The Bahamas, Cayman Islands, Cuba, Dominican Republic, Jamaica, Puerto Rico, and Turks and Caicos Islands.

    Southwest also offers international service to Belize, two destinations in Costa Rica, and three destinations in Mexico.

    In addition to offering new destinations, Southwest also is set to begin selling assigned and premium seating in the third quarter of this year and plans to operate with its new fare bundles and a reconfigured fleet, including extra legroom seating, in the first quarter of 2026.

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