CLEARWATER & ST. PETERSBURG FLORIDA

Exclusive Private Boat Tours in Clearwater & St. Petersburg Florida

Your Adventure Awaits: Cruise to Sandbars, Spot Dolphins, and Experience Stunning Sunsets with Your Private Captain

Pricing Information

We can accommodate up to 6 paying guests including children.

2.5-Hour Tour: $350
Perfect for dolphin watching, or exploring local coastal architecture.

Sunset Cruises (2.5 Hours): $350
Experience the Gulf Coast’s breathtaking sunsets while capturing the stunning lights of St. Petersburg’s iconic bridges, like the Sunshine Skyway, as they come alive with dazzling colors.

4-Hour Tour: $400 for up to 4 guests
Bring extra friends for just $50 per person (up to 6 total). This is our minimum time for snorkeling adventures!

At Wayward Key Tours, every adventure is crafted to blend the best of Clearwater and St. Petersburg. From snorkeling and dolphin spotting to sunset cruises and sandbar strolls, your day is yours to shape. Even on cooler days, there’s plenty to explore.

Book your private charter today for an unforgettable Gulf Coast experience!

Wayward Key Tours- Your Gateway to Florida's Gulf Coast Elegance

Crafting Exclusive Boating Adventures in Clearwater and St. Petersburg, Florida

At Wayward Key Tours, every journey is a personalized adventure through Florida’s Gulf Coast.

Discover Clearwater and St. Petersburg’s charm as you glide across azure waters, explore vibrant barrier islands, and spot dolphins in their natural habitat. Relax with a private captain guiding you to secret hideaways and uncovering treasures like stunning seashells.

During chilly weather, Tampa Bay offers a magical sight of manatees huddling for warmth or foraging for seagrass. You might also catch the graceful migration of cownose rays—a true Gulf Coast wonder!

Whether you crave serene exploration or thrilling discovery, every moment is crafted for an unforgettable experience.

Relax as our expert captain navigates, leading you to secret coastal hideaways and uncovering tidal treasures like delicate shells.

Convenience is Key—our tours depart from Seminole Boat Ramp in Clearwater and Maximo Park Boat Ramp in St. Petersburg, ensuring effortless access to your private escape.

The Best of Everything: Mix and Match Activities for Your Ideal Tour

01.

Sightseeing

02.

Wildlife Observation

03.

Snorkeling

04.

Sandbar Retreat

05.

Island Hopping

06.

Sunset Tours

The Boat and Crew Behind the Adventure

Discover the Comfort and Stability of Our WorldCat SD 230 Charter Boat

Our 23-foot WorldCat SD 230 catamaran offers the perfect blend of luxury, stability, and functionality, ensuring an exceptional experience for our discerning guests. Designed to glide effortlessly through the waves, it provides a smoother, more comfortable ride than traditional monohulls—ideal for those prone to motion sickness.

Why You’ll Love It:

Premium Comfort: Lounge on marine-grade bean bag chairs or relax on the spacious swim platform.
Convenience Onboard: Enjoy a freshwater sink, restroom, and easy access with forward and rear dive ladders.
Seamless Connectivity: Create the perfect vibe with a Fusion True Marine stereo system and Bluetooth for your custom playlist.

Our Captain's Log

Navigating Tidal Waters

The Ultimate Boating Experience: Choosing Between Chartering or Renting Your Own Boat in Clearwater and St. Petersburg, Florida

The Advantages of Private Charters for Snorkeling Enthusiasts Around Clearwater and St. Petersburg

Planning the Perfect Group Getaway: How a Private Charter Fits the Bill

Island Hopping Adventure: Exploring the Gulf Coast Keys of St. Petersburg

Finding Your Perfect Private Charter: 8 Key Questions to Ask

Customers reviews

What people say

I loved the private tour compared to being among people I didn't know. I don't know the area, but I just told the captain the types of activities I wanted to do, and he found the perfect spots to show me around.

The captain took us out to see the beautiful green waters around the islands of Fort De Soto. I've been here before, but it was different having someone lead the way. We even saw a group of dolphins.

The water was gorgeous, and the wildlife was spectacular. We saw a couple dolphins while we were out. Wayward Key Tours knows just where to go and how to give you a relaxing day.

It was so fun to take my wife to a secluded beach so that we could snorkel. Taking a private tour with our own captain was so much better than going by ferry or with a bunch of other people that you don't know.

We caught a change in the weather, and the ocean had some 3-foot rolling waves that the boat handled very well. I was really impressed with how comfortable I was, even under those weather conditions.