- contact@waywardkeytours.com
CLEARWATER & ST. PETERSBURG FLORIDA
- 727-355-3717
Every Wayward Key Tours charter is designed around your group. Choose from sightseeing, dolphin and wildlife observation, snorkeling, sandbar stops, island hopping, or sunset cruising — all combined into one private boat tour that moves at your pace, not a preset schedule.
Our 23-foot WorldCat SD 230 catamaran offers a smoother, more balanced ride than traditional boats — helping guests feel comfortable and at ease throughout the tour.
Relaxed Comfort – Lounge on marine-grade bean bag chairs or enjoy the spacious swim platform.
Easy Onboard Amenities – Freshwater sink, onboard restroom, and forward and rear ladders for effortless water access.
Personalized Soundtrack – Connect your playlist to the Fusion True-Marine Bluetooth stereo and set the vibe for your day.
Customers reviews
Your tour is reserved only for your group — no crowds, no preset schedules, and no sharing space with strangers. The day unfolds at your pace.
Choose dolphin watching, sandbars, snorkeling, island stops, or sunset cruising. Every experience is designed around what you enjoy most.
Every charter is guided by a U.S. Coast Guard licensed captain with deep local knowledge and a strong safety background — so you can relax and enjoy.
Tessa is here to welcome you aboard and give you a feel for what a private day on the water with Wayward Key Tours is all about.
From the moment you step aboard, the goal is simple:
a private boat tour that feels effortless, flexible, and genuinely yours.
Fully Insured • U.S. Coast Guard Licensed • Private Charter Experience
With over a decade of maritime experience — including 11 years as a U.S. Navy submariner and diver — Captain Keith brings calm confidence and steady expertise to every private charter.
As a U.S. Coast Guard licensed captain and cardiac nurse, your safety and comfort are always his top priorities. Whether you’re cruising quiet coves, shelling with family, or spotting dolphins at sunset, Captain Keith sets the pace so your day feels relaxed, personal, and effortless.
Guests often say time on the water with Captain Keith feels less like a tour — and more like spending the day with a trusted friend who knows these waters inside and out.
Fully Insured • U.S. Coast Guard Licensed • Private Charter Experience
Want more details? You’ll find answers below — or explore our full FAQ page for everything you need to plan your day on the water.
Our 4-hour private charter is $400 for up to 4 guests, with $50 per additional guest.
You’re booking the entire boat exclusively for your group, not individual seats.
Each Wayward Key Tours private boat charter accommodates up to 6 guests, in accordance with U.S. Coast Guard regulations. This allows your group to enjoy a comfortable, uncrowded experience with a licensed captain and plenty of space to relax, sightsee, snorkel, or explore islands together.
Yes, Wayward Key Tours is family-friendly and well suited for guests of all ages. Private charters allow families to set their own pace and enjoy a safe, comfortable experience without crowds. The children must be able to wear a life vest.
Tours typically leave from the Seminole Boat Ramp in Clearwater or Maximo Park in St. Petersburg, depending on your preferred route and the day’s conditions. We’ll confirm your exact meeting point when you book. Occasionally we can leave from other public docks. Wayward Key Tours departs from locations serving both Clearwater and St. Petersburg, Florida. Your exact departure location will be confirmed at booking to ensure the best experience based on your tour plans and current conditions.
Dolphins are frequently seen during boat tours in the Clearwater and St. Petersburg area. While wildlife sightings can’t be guaranteed, guests often enjoy spotting dolphins during their private charter.
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Real moments from our Clearwater and St. Petersburg boat tours — dolphins, sandbars, snorkeling, and unforgettable memories.
Experience Clearwater and St. Petersburg the way locals do — relaxed, uncrowded, and completely customized to your group. Every tour is private. Every experience is designed around you.
