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    1. Local experiences/
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    5. Private Sunset Pontoon Cruise in Islamorada
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    Private Sunset Pontoon Cruise in Islamorada

    Enjoy a tranquil cruise and watch the Keys sunset from a comfortable pontoon.

    4.8 stars• 777 reviews
    $400

    Duration

    2 hours

    Includes

    Pontoon cruise, Onboard cooler

    Highlights

    Glide across the calm bayside waters aboard a 25 ft "Wet bar" pontoon and witness a spectacular Keys sunset. This relaxed eco cruise lets you unwind while searching for dolphins and other local treasures.

    1. Sail on a spacious 25 ft pontoon designed for comfort
    2. Search the bayside for dolphins and unique wildlife
    3. Bring your favorite drinks; ice chest and cooler provided
    4. Admire vibrant sky colors as the sun dips below the horizon
    5. Share a family-friendly outing suitable for all ages

    Cancellation Policy

    Cancel at least 24 hours before departure to avoid a fee. For major holidays, cancel 72 hours in advance. Cancellations made with shorter notice or no-shows incur a $50 fee per diver per trip charged to the card on file.

    Meeting details

    84001 Overseas Highway, Islamorada, Florida 33036, USA

    Experience provided by Islamorada Dive Center
    Experience provided by Islamorada Dive Center

    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 (650) 414-7338

    Report an issue

    Reference #F89Q84

    Two Hour Private Charter

    $400

    0

    Why book through Greetwell?

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      No booking or service fees, ever

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      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

    4.8
    Excellent
    777 reviews•Google Maps
    729
    17
    5
    8
    18

    The crew here really stands out in these reviews. Keira gets multiple shout-outs for being welcoming and remembering repeat visitors, while instructors like Andrei, Tomos, and guides like Charlton consistently earn praise for their teaching style and attentiveness. Captains Jason, Jessi, and Pete all get recognition for running smooth operations. People particularly appreciate how the staff adjusts to different comfort levels, which matters whether you're newly certified or getting back into diving after a break. The operation itself seems well-organized. The booking process is straightforward, boats are well-maintained, and gear storage is available for multi-day trips. The location at Three Waters Resort offers convenient marina access. Divers and snorkelers alike report great visibility and sites, with some calling it better than other tropical destinations. There's one notable complaint about certification restrictions that seems inconsistent with what other mixed-certification groups have experienced there, and another vague safety concern, but the overwhelming majority describe feeling well cared for and comfortable throughout their time on the water. Many are repeat customers who specifically mention coming back trip after trip.

    What people are saying

    Review 1 of 5
    5/5

    Islamorada Dive Center took amazing care of my large group of divers down from Atlanta! The dive crew: Kiera, Captain Jason, Captain Jessi, Lori, Nate, Kendall, and Angelina were all PHENOMENAL and took such great care of us. Big love from Diventures Marietta!!

    Photo of Whitney DeMoor

    Whitney DeMoor

    May 23, 2026

    Review 1 of 1
    5/5

    Islamorada Dive Center took amazing care of my large group of divers down from Atlanta! The dive crew: Kiera, Captain Jason, Captain Jessi, Lori, Nate, Kendall, and Angelina were all PHENOMENAL and took such great care of us. Big love from Diventures Marietta!!

    Photo of Whitney DeMoor

    Whitney DeMoor

    May 23, 2026

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