Who We Serve:
Adventure-loving families, groups of friends, and anyone craving the thrill of exploring the sea! Whether you’re planning a team-building escape, a romantic sunset cruise, or a custom adventure to make memories that last a lifetime, we’re here to bring your perfect day on the water to life!
What Sets Us Apart:
With over a decade of Navy training and careers in healthcare, safety, precision, and care are second nature to us. Paired with our passion for the ocean, we create thoughtfully crafted boating adventures where you can relax, explore, and enjoy the magic of the Gulf Coast in expert hands.
Activities We Provide:
Embark on unforgettable adventures that include island hopping, sunset cruises, snorkeling in crystal-clear waters, exploring secluded sandbars, and sightseeing along Florida’s stunning Gulf Coast. Don’t miss our shelling experiences—whether it’s discovering live sand dollars shimmering underwater or finding heart-shaped shells to share with your loved one, every moment is crafted to create lasting memories.
From the Captain:
My love for the ocean began when I served in the Navy. I trained to be a Special Communications Tech and later trained in Panama City to be a ships diver. With 11 years in the U.S. Navy, safety and precision become second nature. After transitioning into a career as a cardiac nurse, I honed my ability to care for others in high-pressure environments.
Now, I combine my passion for the sea with my dedication to service, creating unforgettable boating experiences in Clearwater and St. Petersburg. My mission is simple: to ensure every guest enjoys a safe, relaxing, and joy-filled day exploring Florida’s stunning Gulf Coast waters.
dede on the boat
Dede’s adventurous spirit and love for the ocean shine in everything she does. From her career as a travel healthcare worker to co-owning Wayward Key Tours with her husband, Keith, her journey has been fueled by exploration, connection, and a passion for creating unforgettable experiences.
With a special love for dolphins, sea turtles, and all things beachy, Dede brings her infectious enthusiasm to every tour. She loves meeting new people, learning their stories, and sharing the wonders of Florida’s Gulf Coast. Whether she’s guiding guests on a private charter or capturing serene moments with her camera, Dede’s joy for life is contagious.
Hop aboard and let Dede show you the beauty of the water—complete with laughter, discovery, and memories that last a lifetime!
It all began on a sun-drenched day in Grand Cayman during our honeymoon. Keith and I had booked a private boat tour with Crazy Crab Cayman, not fully realizing just how transformative the experience would be. The day was nothing short of magical—snorkeling in vibrant coral reefs, swimming with stingrays, and witnessing the glow of the bioluminescent bay. Keith captured the day with stunning drone footage, while I poured my excitement into words for a magazine article. That day on the water left a mark on our hearts.
I’ve always been drawn to the ocean, but something about that experience hooked me even more. The freedom, the beauty, and the connection with nature—it stayed with me. Keith, with his Navy background and years of maritime expertise, felt the pull too. It was as if the water was calling us back.
Fast forward a few years, we found ourselves selling our home in Arizona, searching for a new adventure. For a time, we dreamed of moving to Bocas del Toro in Panama—a tropical haven we’d envisioned as the perfect place to build a new life. But the stars didn’t align for that overseas leap. Instead, we turned our sights to Florida, a place brimming with sunshine, turquoise waters, and endless possibilities.
Keith was ready to return to the water, and I was eager to share the joy of our Grand Cayman experience with others. Florida’s Gulf Coast felt like the perfect canvas for our dream—a place where we could create unforgettable moments for others, just like the ones that had inspired us.
Wayward Key Tours was born out of our shared love for adventure, the ocean, and creating meaningful connections. Now, every tour we offer is our way of inviting others to fall in love with the water, just as we did.
We chose the WorldCat SD 230 because it’s more than just a boat—it’s our trusted partner in delivering unforgettable adventures. Its dual-hull design provides unmatched stability and a smoother ride than traditional monohulls, ensuring comfort even in choppy Gulf waters. Perfectly suited for exploring Florida’s coastline, the WorldCat offers easy water access, a spacious layout, and thoughtful amenities like marine-grade bean bag chairs and a freshwater sink. Whether cruising to hidden sandbars or navigating to dolphin hotspots, our WorldCat SD 230 makes every journey safe, relaxing, and truly exceptional.