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    1. Local experiences
    2. /Things to do in Belleair Bluffs…
    3. /Water Activities
    4. /Boat Tours
    5. /Private Island Hopping & Dolphin Cruise in Belleair Bluffs
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    Private Island Hopping & Dolphin Cruise in Belleair Bluffs

    Island-hop, swim, and look for dolphins on a flexible private outing

    5.0 stars• 107 reviews

    Duration

    4 hours

    Ideal For

    Up to 6 people

    Includes

    Licensed captain, boat, safety gear

    Highlights

    Explore inland waters and the Gulf of Mexico on a private outing shaped around your group. Stop at islands, hidden beaches, or sandbars and enjoy time to swim or relax.

    • Customize your route around islands, beaches, sandbars, and coastal sights
    • Look for dolphins and other marine life along the way
    • Swim from the boat using the front and rear boarding ladders
    • Bring snacks, drinks, towels, sunscreen, and beach-day essentials
    • Play your own playlist through the Bluetooth stereo
    • Bring your dog along for the ride

    What's Included

    • USCG-licensed captain
    • 21-foot NauticStar deck boat
    • Ice chest
    • Bimini shade top
    • Bluetooth stereo system
    • Required safety equipment
    • Freshwater sink

    Important details

    • Children under age 6 must wear a life jacket while onboard
    • No glass containers are allowed onboard
    • Requires stepping down into the boat from the dock; assistance is available, but there is no wheelchair access
    • Infants must be held securely at all times; strollers and carriers are not allowed onboard
    • Not recommended for serious back or neck issues

    Cancellation Policy

    Cancel at least 24 hours before start for a full refund. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    Product ID: FVPZ4W

    FAQs

    Yes. Choose a romantic sunset, family beach day, or party vibe—your trip is tailored to you.

    The boat is rated for up to 6 passengers plus the captain.

    Sunscreen, hats, sunglasses, drinks and snacks, towels, and anything you would want for a beach day.

    Experience provided by Captain Clearwater

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Four Hour Cruise

    $542.39

    Up to 6 guests for a private 4 hour cruise

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    107 reviews•Google Maps
    75
    0
    0
    0
    0

    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 4
    5/5

    Fantastic cruise! Great captain!! Took us to a gorgeous place for swimming and chilling out. Highly recommend!! Plus saw some dolphins!

    Photo of Anne Lueken

    Anne Lueken

    August 17, 2026

    Review 1 of 1
    5/5

    Fantastic cruise! Great captain!! Took us to a gorgeous place for swimming and chilling out. Highly recommend!! Plus saw some dolphins!

    Photo of Anne Lueken

    Anne Lueken

    August 17, 2026

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