When summer finally rolls around and the days stretch out into sun-soaked afternoons and balmy evenings, we inevitably start to feel FOMO that we’re not making the most of our PTO. If you’re in the same boat with some vacation days to burn, there’s no easier way to pull off a last-minute escape than booking a trip to the Sunshine State.
Sportfishing with your besties? Splashing in the surf with your significant other? Chasing adventure (and the kiddos) on the beach? Whatever your ideal long weekend looks like, there’s plenty of inspiration ahead to help you get your planning wheels into gear. Go ahead and start dreaming up a clever out-of-office message now, because you could be here by Friday.
Friends’ Trip to Boca Grande
Positioned on Gasparilla Island—one of a string of gorgeous Gulf Coast barrier islands—Boca Grande is an ideal getaway spot for you and your closest pals. A haven for swimming, snorkeling, and scuba diving on Florida’s southwest coast, it also offers unparalleled saltwater fishing in the deep waters of Boca Grande Pass. If you and your friends need a break from the daily grind, there’s no better cure than reeling in a giant tarpon on a chartered fishing boat.
Once you’ve tried your hand at landing the catch of the day, head north through the barrier islands to the relaxed community of Englewood, where you’ll find Stump Pass Beach State Park. Here, you can dial the adventure up or down as much as you like. We suggest renting jet skis and exploring this stunning coastal playground from the water; you can also navigate via kayak or stand-up paddleboard for a better chance at spotting local wildlife, which includes West Indian manatees, gopher tortoises, and a variety of native birds. Pro tip: Stump Pass is a great spot for beachcombing, so plan to spend some time on shore hunting for beautiful shells and fossilized shark teeth.
To cap off a perfect summer weekend, grab a table at Eagle Grille, a waterfront spot in the Boca Grande Marina, where you can savor peel-and-eat shrimp, fresh local grouper, or an epic seafood platter.
Family-Friendly Adventure in Naples
Naples—also known as Florida’s “Paradise Coast”—is the perfect destination for families who crave a mix of outdoor activities, beachy fun, and “in town” amenities like shopping, art galleries, museums, and high-end dining. If one of your vacation goals is to help your family get back to nature, Naples is perfect; within a short drive, you can access millions of acres of nature preserves, wildlife refuges, national and state parks, plus endless stretches of coastline.
Our tip to kick off your family-friendly weekend in Naples: the J.N. “Ding” Darling National Wildlife Refuge. Located on Sanibel Island, the refuge spans 7,600 acres and is home to hundreds of native species, including 51 types of reptiles and amphibians, 32 species of mammals, and 245 different types of birds. With free seasonal programs, a scenic drive, observation towers, and plenty of opportunities to paddle, hike, and bike, screen time will be the last thing on their minds.
Since Sanibel Island is known as the “Seashell Capital of the World” and a hotspot for shell collectors, we’d be remiss if we didn’t suggest taking your crew to hunt for free souvenirs along the white sand beaches. Head to the shoreline in the early morning at low tide for the best chance to find some prize shells, including the sheller’s holy grail, the brown-speckled Junonia. By the time you’re ready to head back to the hotel, you’ll all have mastered what locals call the “Sanibel Stoop.”
For a change of scenery, get out on the water with a pedal-powered kayak or a standup paddleboard. It’s a great way to get some exercise, appreciate the pristine turquoise waters and snowy-white beaches, and expend some energy before diving into a dinner of the freshest local seafood.
Romantic Escape to Fort Myers
Another gem tucked along the Sunshine State’s southwest coast, Fort Myers offers the untouched nature, access to arts and culture, and coastal adventure that make for a perfect couples’ getaway. If you’re coordinating with a loved one on how to spend those precious vacation days, look no further than a quick escape to this sunny oasis on the Gulf Coast.
First things first: Get the lay of the land on two wheels by renting a bicycle and exploring miles of paved paths and trails that immerse you in Florida’s natural landscape. For something a little quirkier, get behind the wheel of an iconic Moke—originally designed in 1959 for military transport, now the ultimate leisure vehicle—and take in the views with the wind in your hair, thanks to those blissful gulf breezes.
Next up? Try a wholly different at-sea adventure with a sailing excursion on the “Copacetic,” a 36-foot sailing catamaran that takes passengers on daily chartered trips around Fort Myers Beach and Sanibel. Opt for a sunset excursion, a morning sail that incorporates a yoga session, or a two-hour day sail to spot dolphins, manatees, and sea turtles.
Once you’ve checked off all the action-packed activities on the itinerary, head into Fort Myers for outstanding dining options, live entertainment, monthly art gallery walks in the River District, or a walking tour that highlights the history and architecture of the area.
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