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CLEARWATER & ST. PETERSBURG FLORIDA

Private Boat Charters in Clearwater & St. Peterburg

Enjoy a private day on the water with your own captain, your own group, and 
a flexible charter built around what you want to experience –  dolphins, sandbars, island stops, sightseeing, snorkeling, shelling, or sunset cruising.

Private boat, Just Your Group

Enjoy a private boat charter reserved only for your group — no crowded public tour boats or strangers onboard.

Local Captain, Better Routes

Captain Keith knows the Clearwater and St. Petersburg waters, from scenic routes and sandbars to islands and wildlife areas.

Flexible Charter Experience

Choose the kind of private charter day you want — dolphins, sandbars, sightseeing, snorkeling, shelling, sunset cruising, or a little of everything.

Comfortable Boat

Relax on a comfortable private boat with space for your group, easy water access, and a restroom onboard.

Choose Your Private Charter Experience

Every charter is private and customizable. Pick the experience that sounds most like your perfect day on the water. 

Dolphin & Wildlife Tours

Private Sunset Tours

Private Sandbar Charters

Private Island Hopping

Private Sightseeing Tours

Private Snorkeling Charters

Private Shelling Tours

Private Family Boat Tours

Meet Tessa, Your Wayward Key Tour Guide

Tessa is our playful sea turtle guide who helps guests find the private charter that fits their perfect day on the water. Whether you want dolphins, sandbars, shelling, snorkeling, island stops, sightseeing, or a peaceful sunset cruise, Tessa makes planning your day feel easy, fun, and unforgettable.

Why Guests Trust Wayward Key Tours

Meet Captain Keith & Your Private Charter

Captain Keith is a licensed U.S. Coast Guard captain who knows the waters around Clearwater and St. Petersburg, from scenic cruising routes and island stops to wildlife areas and sandbars. His background as a cardiac nurse, former Navy diver, and 11-year submariner brings a calm, safety-minded presence to every private charter. Your trip takes place on a private boat reserved just for your group, creating a more personal, flexible, and comfortable day on the water.

Questions Travelers Ask Before Booking

What is the best private boat tour in Clearwater, Florida?

The best private boat tour depends on what your group wants to experience. Wayward Key Tours offers private boat charters around Clearwater and St. Petersburg for dolphin watching, sandbars, island stops, sightseeing, snorkeling, shelling, sunset cruises, and relaxed family-friendly days on the water.

What’s the difference between a private boat charter and a public boat tour?

A private boat charter is reserved just for your group, so you do not share the boat with strangers. Your captain can help shape the experience around your interests, pace, weather, tides, and local water conditions. Public boat tours usually follow a fixed route with a larger group.

How many people can come on a private boat charter?

Wayward Key Tours offers private boat charters for up to 6 guests. This keeps the experience personal, comfortable, and flexible for families, couples, friends, and small groups.

Can we customize our private boat tour?

Yes. Every charter is private and flexible. Your day can be built around what your group wants most, such as dolphins, sandbars, island stops, sightseeing, snorkeling, shelling, sunset cruising, or a relaxed mix of everything.

What can we do on a private boat charter in Clearwater or St. Petersburg?

Guests can enjoy dolphin watching, wildlife viewing, sandbar stops, island hopping, sightseeing, snorkeling, shelling, sunset cruising, and relaxing time on the water. Each charter is shaped around your group, the weather, tides, and local conditions.

Is there a restroom onboard?

Yes. Wayward Key Tours has a restroom onboard, which makes the trip more comfortable for families, couples, older guests, and small groups booking a private charter.

Can we bring drinks and snacks?

Yes. Guests are welcome to bring drinks and snacks for their private boat charter. Sunscreen, sunglasses, towels, and a phone or camera are also recommended.

What kind of boat does Wayward Key Tours use?

Wayward Key Tours uses a 23-foot World Cat designed for a stable, comfortable ride. The boat includes room to relax, Bluetooth music, easy water access with a dive ladder, and a restroom onboard.

Are private boat charters good for families with kids?

Yes. Private boat charters are great for families because the boat is reserved just for your group, the pace is relaxed, and the experience can be shaped around your comfort and interests. Families can enjoy dolphins, sandbars, sightseeing, shelling, island stops, or a calm day on the water.

Latest Posts From

Our Captain's Log

See What Your Private Day on the Water Could Look Like

Real moments from our Clearwater and St. Petersburg boat tours — dolphins, sandbars, snorkeling, and unforgettable memories.

Ready For Your Private Day On The Water?

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.