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Writer's pictureDebbie Kronebusch

Top 5 Active Florida Keys Vacation Ideas

If your idea of a perfect vacation involves a little adrenaline, a lot of fresh air, and memories that make your heart race, the Florida Keys are calling your name. This tropical paradise isn’t just for beach bums; it’s a playground for adventure seekers ready to dive headfirst into fun. From gliding over turquoise waters to biking scenic trails, here are five ways to stay active and make the most of your Florida Keys getaway.



One of the top 5 Active Florida Keys Vacation Ideas: kayaking the beautiful waters
Kayaking in the Keys can be done from just about anywhere

1. Explore by Kayak

There’s no better way to experience the Keys’ pristine beauty than from the seat of a kayak. Paddle your way through serene mangrove tunnels, where you’ll find yourself surrounded by lush greenery and the soothing sounds of nature. Keep an eye out for manatees, sea turtles, and even dolphins as you navigate the calm waters.


One of the best spots for kayaking is Curry Hammock State Park, located in Marathon. This hidden gem offers calm waters and a network of mangrove trails perfect for paddlers of all levels. As you glide through the park’s tranquil surroundings, you might spot wading birds, small fish darting below your kayak, and even the occasional ray. Bring a packed lunch and enjoy the park’s picnic areas after your paddle—it’s the perfect blend of adventure and relaxation.



Top 5 Active Florida Keys Vacation Ideas: paddleboarding the beautiful waters
Stand, kneel, or sit...try paddleboarding your way

2. Try Paddleboarding

If you’re ready to take your water adventures to the next level, give paddleboarding a try. The Florida Keys’ crystal-clear waters make it the ideal spot for this activity, offering unparalleled views of marine life below. It’s a workout for your core, but let’s be real—the sense of zen you’ll feel as you glide over the water is worth every wobbly moment.


For beginners, Sombrero Beach in Marathon is a great place to start. The calm, shallow waters are perfect for finding your balance. For those seeking a bit more excitement, try paddleboarding in the backcountry waters around Islamorada, where you can paddle through hidden lagoons and discover secluded sandbars.



Top 5 Active Florida Keys Vacation Ideas: biking the Overseas Heritage Trail
Biking the Overseas Heritage Trail

3. Pedal Through Paradise

Biking in the Florida Keys isn’t just exercise; it’s a scenic adventure that takes you through some of the most stunning parts of this island chain. The Florida Keys Overseas Heritage Trail is a must for cycling enthusiasts. This 90-mile stretch of trails runs alongside the Overseas Highway, offering breathtaking ocean views and plenty of photo ops.


Marathon’s portion of the trail is particularly popular, with smooth paths that wind through lush landscapes and charming neighborhoods. Pack a picnic and make a day of it—there are plenty of spots to stop and soak up the scenery along the way.



Top 5 Active Florida Keys Vacation Ideas: kitesurfing on Grassy Key
Kitesurfing on Grassy Key

4. Ride the Wind with Kitesurfing

If you’re craving an adrenaline rush, kitesurfing might be just what you’re looking for. The Florida Keys’ consistent trade winds and shallow flats make it a top destination for this thrilling sport. Imagine skimming across the water, propelled by the wind, with the endless blue sky above you. It’s pure freedom.


Head to Grassy Key, where the conditions are perfect for kitesurfing enthusiasts of all levels. This spot boasts steady winds and shallow waters, making it an excellent location to learn or practice your skills. Local instructors from The Lagoon on Grassy Key are available to guide you, ensuring you feel confident and safe as you take to the skies. The area’s natural beauty adds to the thrill, offering stunning views while you ride the wind.



Top 5 Active Florida Keys Vacation Ideas: cable wakeboarding at Keys Cable.
Cable wakeboarding at Keys Cable

5. Make a Splash with Wakeboarding

For those who love speed and splashy thrills, wakeboarding is a must-try activity in the Keys. Hold on tight as you’re pulled behind a cable tow, carving through the water and catching air if you are lucky. Whether you’re a first-timer or a seasoned wakeboarder, the warm, clear waters of the Keys make every ride unforgettable.


For a unique wakeboarding experience, head to Keys Cable on Grassy Key. This eco-adventure park features a state-of-the-art cable system that lets you wakeboard without the need for a boat. It’s a great way to practice your skills or try wakeboarding for the first time in a controlled, safe environment. Plus, the park’s laid-back atmosphere and knowledgeable staff make it an excellent spot for thrill-seekers of all levels.


Adventure Awaits in the Keys

The Florida Keys offer endless opportunities to get your heart pumping and your spirits soaring. Whether you’re paddling through mangroves, mastering the art of kitesurfing, or cycling along scenic trails, each adventure is a chance to connect with the vibrant beauty of this island paradise.


At Casa Feliz, we’re here to make your active vacation as seamless as it is unforgettable. Need help booking a kitesurfing lesson or finding the best bike trails? Just ask—we’ve got you covered. After a day of excitement experiencing one of these top 5 active Florida Keys vacation ideas, come back to the comfort of our luxury home, where you can recharge in style.


Looking forward to welcoming you soon! Click here for more info on Casa Feliz Florida Keys and to book direct for the best rates.

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