Wayward Key Tours

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Wayward Key Tours Private boat charter with Captain to St. Petersburg and Clearwater FL barrier islands for wildlife, sandbar, sunset

10/16/2026

Had a good visit from my son, had some time away from USS VIRGINIA. Funny story is that ship was commissioned the year I got out of the Navy and the same year my son was born. Both of us serving on board submarines myself as a Communications Electronics technician and he is serving as a sonar technician.

He may end up taking over as Captain and eventually the business when he leaves the military. Just a little background On Wayward key tours.

09/29/2026

My wife has made and placed an a.i. FAQ responder on our site, check it out! If you have a microphone you can talk with it...it isn't a chat bot....
So look for tessa at the bottom left when on the computer.

Have a early tour this morning hoping the weather will decide to cooperate and stay out to the west. But this is Florida...
09/23/2026

Have a early tour this morning hoping the weather will decide to cooperate and stay out to the west. But this is Florida so it's always best guess.

09/20/2026

Long one but we had a local using our wake as means of free locomotion...this guy cruised our wake for roughly 15 minutes...just off for desoto to the channel intersection near the highway.

Day spent at Myakka river preserve... wild turkeys, gators, deer and manatees... storms building at the end of the day. ...
09/08/2026

Day spent at Myakka river preserve... wild turkeys, gators, deer and manatees... storms building at the end of the day.
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Contemplating a 40$ per person run to one of the beaches for hour long workout... starting simple.. fast paced walk thro...
09/07/2026

Contemplating a 40$ per person run to one of the beaches for hour long workout... starting simple.. fast paced walk through knee deep water, push ups, sit ups... light beach jog... maybe leg only finning....
Please post a response if a single weekday would be something interesting to explore.

Capt Keith

08/31/2026

We were out and about enjoying our time on the water, no tour just enjoying what Florida had to offer. We are so passionate and enjoy this lifestyle so much it's one of the reasons we started the business to share this with others.

08/27/2026

Super good time on the water with local guests from Indian Rocks Beach. They had friends in from Canada and we had the waters all to ourselves. Wildlife was getting wild near Ft. Desoto.
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08/23/2026

Grandfather was Shawnee... not sure i'm doing the NO rain dance correctly... but it blew through quickly on Saturday afternoon.

On the water in boca ciega heading in towards boca ciega waterfront bar and grill for lunch. Water spouts over the gulf....
08/22/2026

On the water in boca ciega heading in towards boca ciega waterfront bar and grill for lunch. Water spouts over the gulf.

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Clearwater, FL
33764

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