CLEARWATER & ST. PETERSBURG FLORIDA

Meet the Crew Behind Your Private Gulf Coast Boat Tours

Wayward Key Tours is a locally owned private boat tour company serving Clearwater and St. Petersburg, Florida—offering fully customized, never-shared charters on the Gulf Coast.

U.S. Licensed Coast Guard • Veteran-Led • Locally Operated

Tailored Private Boat Tours in Clearwater & St. Petersburg

Who We Serve:

Adventure-loving:

Families & multi-generation groups
Couples seeking romantic, private escapes
Friends celebrating birthdays, bachelorettes, or milestones
Visitors who want a never-shared Gulf Coast experience

What Sets Us Apart:

With over a decade of U.S. Navy experience and a background in healthcare, safety, calm decision-making, and care come standard on every charter. Wayward Key Tours blends expert navigation with a deep love for the Gulf Coast—creating fully private boat tours where you can relax, explore, and feel genuinely taken care of from start to finish.

Activities We Provide:

Every Wayward Key Tours private charter is customized to your pace and interests. Popular experiences include:

Island hopping and secluded sandbar stops
Sunset cruises along Florida’s Gulf Coast
Snorkeling in crystal-clear waters
Dolphin and wildlife sightseeing
Shelling adventures, including sand dollars and heart-shaped shells

Each experience is thoughtfully crafted to create meaningful, memorable moments on the water.

Please Note: We do not offer fishing charters. Our focus is on relaxing, exploratory, and experience-driven private boat tours.

Our team

Captain & Co-Owner

Keith’s love for the ocean began during his service in the U.S. Navy, where he trained in maritime navigation, safety, and precision under high-pressure conditions. After his Navy career, he transitioned into healthcare, working as a cardiac nurse, further strengthening his calm, detail-oriented approach to caring for people in demanding environments.
Today, Keith brings that unique blend of military discipline, medical awareness, and local Gulf Coast knowledge to every charter—ensuring guests enjoy a safe, relaxed, and confidence-inspiring private boat tour in Clearwater and St. Petersburg.

Co-Owner | Guest Experience & Storytelling
Dede’s passion for the ocean, wildlife, and connecting with people shines through on every tour. With a love for dolphins, sea turtles, and coastal beauty, she helps create an experience that feels warm, personal, and unforgettable—filled with laughter, discovery, and genuine care.

Introducing

How Wayward Key Tours Began

A Story of Love, Water, and Adventure

Wayward Key Tours was inspired by a private boat tour in Grand Cayman that showed us how powerful a personalized, never-shared day on the water can be. That experience stayed with us and shaped our vision.

After relocating to Florida, the Gulf Coast became the perfect place to bring that vision to life.

Today, Wayward Key Tours offers fully private boat tours in Clearwater and St. Petersburg, designed to help guests slow down, explore, and create lasting memories on Florida’s stunning Gulf Coast.

Ready to Experience the Gulf Coast Your Way?

Whether you’re planning a family adventure, a romantic sunset cruise, or a peaceful day exploring sandbars and wildlife, we’d love to welcome you aboard.

Book your private Gulf Coast boat tour today.

See why we chose a World Cat for smoother, safer Gulf Coast private boat tours.

Why the Worldcat?

Wayward Key Tours operates a World Cat SD 230, a dual-hull power catamaran chosen specifically for comfort, safety, and stability on Florida’s Gulf Coast. Compared to traditional monohull boats like a Boston Whaler, the World Cat’s catamaran design delivers a smoother, more stable ride—especially in choppy Gulf waters.

The wide stance reduces rocking, provides easier water access, and offers more usable deck space for guests to relax. With thoughtful features like marine-grade seating, a freshwater sink, and ample room to move comfortably, the World Cat SD 230 is ideal for families, couples, and private groups seeking a calm, confidence-inspiring boating experience.

Whether cruising to secluded sandbars, exploring coastal waters, or spotting dolphins, our World Cat helps ensure every tour feels safe, relaxed, and enjoyable from start to finish.