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    Wayward Key Tours

    5.0 (4 reviews)
    Closed 8:00 am - 8:00 pm

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    2 years ago

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    Dede F.

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    2 years ago

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    Dede F.

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    2 years ago

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    Dede F.

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    2 years ago

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    Dede F.

    It was a pleasure hope you think of us next trip!!

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    Little Toot Dolphin Adventure

    Little Toot Dolphin Adventure

    4.7
    (255 reviews)
    11.0 km

    We were visiting Clearwater for the first time to see the Phillies play during Major League…read moreBaseball Spring Training. While looking for things to do when we weren't at the games, the Little Toot Dolphin Adventure kept appearing near the top of almost every recommendation list. It absolutely did not disappoint. We couldn't believe how many dolphins we saw, and how close they came to the boat. It was an incredible experience. The commentary from the staff was also very informative and helped make the trip even more enjoyable. We would definitely do this again on future visits to the area.

    I'm an over planner so I deduced this would be the best boat due to the wake the stir up. I booked…read morewith them before arriving in Clearwater. The captains all clearly talk to each other and share dolphin sightings because they tend to congregate. The night before my trip with Little Toot I went on a sunset cruise with another company and saw dolphins riding their wake. I was excited to be at the back of their boat and see it for myself. You can see the Little Toot boat in one video We went out at 11. I know earlier is better but it was New Year's Day and I knew I'd want to sleep in. We saw a few dolphins here and there eating. I thought we'd go in without the exciting part. But, the captain took a survey to see if anyone was opposed to staying out a bit longer. Of course, no one objected. He found a couple of playful dolphins for us and I got to see them ride the wake. I'd seen this in a whale watching tour in Monterey Bay (California) but it was nice to see Atlantic bottlenose playing. This boat is close to the water where I've always been on larger boats in California. It's nice being to close. Even from my kayak, dolphins have been further away. I think the only way to get closer would be with captive dolphins. I did learn that there are two boats with the company. Not sure if one is better.

    Photos
    Sunset Cruise
    Sunset Cruise
    Sunset at Clearwater beach on the Little Toot II.
    Sunset at Clearwater beach on the Little Toot II.
    Family of 5 playing in the waves

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    Family of 5 playing in the waves
    A Boat Day

    A Boat Day

    5.0
    (43 reviews)
    11.0 km

    I had the wonderful opportunity to experience The Buccaneer Funship Boat. Excellent communication…read moreand Spectacular service from the start of booking this experience. I was very pleased with how well Captain Randy communicated and provided additional insight. Upon closer to the time for our day I had a follow up conversation with Cassie who provided even more information that brought comfort not only to me but my guests as well. They provided a cooler with ice and water as well as numerous floats and shelling bags. The whole experience was relaxing and refreshing. Our captain for the day was Jordan and she was Spectacular with keeping us on time and showing us around. We did a 4 hour boat tour but were able to have time on the slide and visit two islands. Truly an unforgettable experience for families and groups alike. 10/10 will be booking again for a longer time. Thank you for providing a wonderful experience.

    Great experience from start to finish. The boat is spacious and the service is great. We…read moreexperienced the double decker boat with the slide. We brought our food and drinks and there was enough storage on the boat for all of our stuff. Our captain navigated us well and took us to the best spots to see dolphins and a nice quiet private beach. Then he showed us the perfect spot to stop and take a ride on the slide. The whole process was seamless and the experience was great. I highly suggest you book with them!

    Photos
    A Boat Day
    Arrggghhh!!  Enjoy a private pirate party aboard the Buccaneer Funship!
    Arrggghhh!! Enjoy a private pirate party aboard the Buccaneer Funship!
    Arrggghhh!!  Enjoy a private pirate party aboard the Buccaneer Funship!  Room for 10 passengers!

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    Arrggghhh!! Enjoy a private pirate party aboard the Buccaneer Funship! Room for 10 passengers!
    Sweet Escape Charters

    Sweet Escape Charters

    4.0
    (4 reviews)
    24.7 km
    Luxury
    Romantic vibe

    Such a fun day and great experience overall. Communication was great the entire time. We got there…read morea bit early, maybe 15- 20 minutes before our reserved time. They were very speedy cleaning up from the guests that just finished their charter and let us on a little early. Plenty of space for our group of 4 adults, definitely room for more. Loved that they had some snacks and drinks provided - such a nice touch, though we did bring our own since it was a birthday celebration. The cruise itself was great, gave us options of how we wanted it to go, and let us out to swim for a little. The wind wasn't in our favor so no full sailing BUT the weather was great and we were still plenty happy cruising on the water - even got a little extra time on the end. They were honestly great overall, checking in on us during the cruise from time to time while also just letting us be to enjoy ourselves. Highly recommend and would book again!

    I do not know where to begin. We signed up for a three hour cruise and that was exactly what I got…read moreand more. Jonas and Greg were the most hospitable hosts that made us a beautiful charcuterie tray for 6 people. Fresh cheeses, meats and fruits. They offered wine but but we decided we didn't need to drink. The ride to the Skyway Bridge was beautiful and the water and weather were all working in our favor. It was a relaxing ride and we saw a couple of pods of Dolphins. We felt we could reach out and touch them. As we got to the skyway and turned towards shore, the captain asked if we would like to sail, which we did for a while. It was spectacular. The catamaran was beautiful, clean, comfy and cozy. We were briefed on where to find the lifejackets and there was a small raft on the aft. I cannot say enough about this truly wonderful crew and Boat "Sweet Escape ". I highly recommend and will use them again! Thank you guys for a truly amazing time. My family was blown away.

    Photos
    Sweet Escape Charters
    Sweet Escape Charters
    Sweet Escape Charters

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    Sand Key Park

    Sand Key Park

    4.2
    (133 reviews)
    11.3 km

    I had the pleasure of exploring this park, guided by bird watching expert friends, early on a…read moreSaturday morning during spring migration. We saw more birds than people as I think most folks just go to the beach. This park includes three distinct environments... beach, freshwater marshes and forest all very close to each other, with easy-to-follow unmarked trails and clean public bathrooms. We walked and explored and enjoyed for several hours, seeing osprey with young chicks, a pileated woodpecker, herons, ducks, a variety of stunning warblers, a loggerhead shrike and more! We also saw a variety of native butterflies and plants/trees/flowers, so I contributed those identifications since that's more my area of expertise. I was thrilled to see, for the first time in my life, the elusive Blue-Winged Warbler! Score! While I didn't obtain a photo, the sighting was definite and confirmed by my friend / guide / birding expert! Life is great when a small group of friends explore a beautiful and serene park, taking our time to really take it all in and as a bonus, I am able to add to my growing bird life list.

    Great time at Sand Key Park! Love the it's only $5 for parking all day. There are restrooms with…read morechanging rooms. Also, a shower outside to rinse off. The beach is nice and wide, so plenty of space to spread out. The beach is also clean! There are lifeguards, but not this day. I think they are there typically in the summer.

    Photos
    Sand Key Beach
    Sand Key Beach
    Sand Key Beach Lifeguard House
    Sand Key Beach Lifeguard House
    Sand Key Beach Pathway

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    Sand Key Beach Pathway

    Wayward Key Tours - boattours - Updated July 2026

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