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    Captain Clearwater

    Captain Clearwater

    5.0 • 75 reviews
    Largo, FL

    Born on Clearwater’s shoreline and tempered by years spent navigating the Bahamas, Captain Chris—affectionately known as Captain Clearwater—brings 40-plus years of seamanship to every cruise. A USCG-licensed master captain and pro...

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    Book Captain Clearwater

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    6-Hour Private Cruise in Belleair Bluffs

    Cruise the Gulf and island-hop on a flexible 6-hour private boat charter

    $745.79
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    5-Hour Private Cruise From Belleair Bluffs

    Cruise longer with a private 5-hour island-hopping charter for up to 6

    $649.74
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    2-Hour Private Boat Handling Lesson in Belleair Bluffs

    Learn boat handling with a private, hands-on lesson from Captain Chris

    $248.60
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    2-Hour Evening Party Cruise in Indian Rocks Beach

    Cruise the Intracoastal on a private evening party boat for up to 6

    $248.60
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    2-Hour Clearwater Beach Sunset Cruise

    Cruise Clearwater Beach at sunset on a private boat for up to 6

    $248.60
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    Private 3-Hour Boat Cruise in Belleair Bluffs

    Cruise the Intracoastal on a private 3-hour boat tour for up to 6

    $423.74
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    Private 4-Hour Cruise for Up to 6 Guests

    Customize your day with island stops, swimming, and dolphin spotting on a relaxed private cruise.

    $542.39
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    Private 2-Hour Intracoastal Cruise

    Customize a quick coastal escape with a local captain, with dolphin spotting and island stops in just two hours.

    $293.79

    Review summary

    5.0
    Excellent
    75 reviews•Google Maps
    75
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    Captain Chris runs a private boat charter out of Clearwater, and the reviews paint a pretty clear picture: this guy genuinely loves what he does. Guests consistently highlight how flexible and accommodating he is, whether that means lingering longer at a shelling island, making extra restroom stops, or hunting down dolphins before the trip wraps up. He shares local history and wildlife knowledge throughout, which adds real depth to what could otherwise just be a boat ride. The private setup is a big selling point. Unlike crowded shared tours, you get a personalized experience tailored to what your group actually wants. Bachelorette parties, family outings, honeymoons, birthday trips, he seems to handle all of it with the same laid-back, attentive energy. Shelling at Honeymoon Island, dolphin sightings, and even manatee encounters come up repeatedly, so wildlife lovers will likely leave happy. If there is one thing worth noting, it is that time flies on these charters. Multiple reviewers mentioned the hours feeling far too short, which is probably the best kind of complaint a tour operator can have. Overall, Captain Chris earns his praise through genuine care and a knack for reading what each group needs from their time on the water.

    What people are saying

    Review 1 of 5
    5/5

    Had such a great time with Captain Chris! He made us all feel comfortable on the water and answered any questions we had. we had a great time at the one island stop and ended up staying there and he was perfectly fine with it. def recommend this!!! such a good time and we all wanna go again.

    Photo of Ashley Kubiak

    Ashley Kubiak

    May 22, 2026

    Review 1 of 1
    5/5

    Had such a great time with Captain Chris! He made us all feel comfortable on the water and answered any questions we had. we had a great time at the one island stop and ended up staying there and he was perfectly fine with it. def recommend this!!! such a good time and we all wanna go again.

    Photo of Ashley Kubiak

    Ashley Kubiak

    May 22, 2026