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    1. Local experiences/
    2. Key West, FL/
    3. Water Activities/
    4. Boat Tours/
    5. Barefoot Private Pontoon Charter in Florida Keys
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    Barefoot Private Pontoon Charter in Florida Keys

    Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.

    From$750

    Duration

    4–8 hrs

    Ideal For

    Up to 6 people

    Includes

    Snorkel gear, floats, water

    Highlights

    Glide across the clear, shallow backcountry of the Florida Keys aboard a 26-ft Barefoot tritoon. Set your own pace as you hop between secluded sandbars, reef patches and tropical wildlife spots.

    1. Lounge on plush seating under the shaded bimini
    2. Sunbathe on twin stern loungers for panoramic views
    3. Snorkel shallow reefs with sanitized gear provided
    4. Float on a large lily pad and inflatables
    5. Keep refreshments cold in coolers with ice and water

    What's Included

    1. Sanitized snorkel equipment
    2. Large lily pad and floats
    3. Coolers with ice and bottled water

    Charters are private for groups of up to six passengers. Choose 4, 6, 8-hour or sunset options to fit your schedule.

    FAQs

    Q: Can we bring our own food and drinks?

    A: Yes, you may bring your favorite snacks and refreshments for the outing.

    Q: Where can I park?

    A: There is free parking lots at the Garrison Bight Marina.

    Q: How does the courtesy shuttle work?

    A: A complimentary shuttle is available on request from most Key West hotels and guest houses, based on availability. Once your order is confirmed, you will receive the phone number to call, and you can contact the team after booking to request and confirm pickup.

    Cancellation policy

    Free cancellation up to 48 hours before departure. No refunds for cancellations within 48 hours or for no-shows. Full refund if the operator cancels due to weather or other unforeseen circumstances.

    Meeting location

    711 Palm Ave, Key West, FL 33040, USA

    Experience provided by Barefoot Billy's
    Experience provided by Barefoot Billy's

    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

    Reference #A7Z4RK

    Four Hour Charter

    $750

    0

    Six Hour Charter

    $899

    0

    Eight Hour Charter

    $1,200

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

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    4.7 stars• 715 reviews

    Review summary

    4.7
    Excellent
    715 reviews•Google Maps

    This watersports operation at Casa Marina has clearly mastered the art of making jet ski adventures memorable, and much of that comes down to their standout guides. Names like Nacho, Juan, Tyler, Chase, and Ignacio pop up repeatedly in glowing reviews, with guests praising their professionalism, safety consciousness, and ability to balance thrilling speed with educational commentary about Key West's marine life and landmarks. The 90-minute island tours seem particularly popular, taking riders past millionaire mansions, through mangroves, and into open areas where you can really open up the throttle. Several families mention this is one of the few places welcoming toddlers on jet skis, which is a rare find. They also offer dolphin watching and snorkeling excursions, complete with complimentary refreshments and beer, though one guest felt the snorkeling site itself lacked impressive coral or marine life. The biggest red flag centers on reliability. A few customers had their prepaid reservations canceled last minute, citing mechanical issues, which created serious vacation disruptions. There's also an uncomfortable mention of a guide aggressively soliciting tips before guests even finished their experience, which left a sour taste despite an otherwise enjoyable ride. These incidents are outliers in an otherwise positive collection of feedback, but they're worth noting if you're building your itinerary around a confirmed booking. The shuttle service from hotels and the convenient Casa Marina location get thumbs up from multiple visitors. If you do book, asking for one of the frequently praised guides might help ensure you get that combination of safety, fun, and local knowledge that makes this more than just a generic water activity.

    What people are saying

    Review 1 of 5
    5/5

    An Amazing First Jet Ski Experience! I had such a fantastic time on the jet ski tour with Barefoot Billy’s Watersports at Casa Marina! From start to finish, everything was incredibly well organized and professional. Mike in the office was so helpful and made the check-in process smooth and easy. Our guides, Tyler and Juan, were absolutely fabulous—friendly, knowledgeable, and made sure everyone felt confident and safe before we hit the water. This was my very first time on a jet ski, and thanks to their clear instructions and encouragement, I felt totally comfortable and ready to go. The tour itself was stunning—Key West is even more beautiful from the water! The weather was perfect, and I especially loved the calm, Gulf side, where we had some free time to go fast on our own. It was such a fun, memorable experience, and I can’t recommend it enough. Thanks again to the team for an unforgettable adventure!

    Photo of MaryLynn Harrington

    MaryLynn Harrington

    May 16, 2025

    Review 1 of 1
    5/5

    An Amazing First Jet Ski Experience! I had such a fantastic time on the jet ski tour with Barefoot Billy’s Watersports at Casa Marina! From start to finish, everything was incredibly well organized and professional. Mike in the office was so helpful and made the check-in process smooth and easy. Our guides, Tyler and Juan, were absolutely fabulous—friendly, knowledgeable, and made sure everyone felt confident and safe before we hit the water. This was my very first time on a jet ski, and thanks to their clear instructions and encouragement, I felt totally comfortable and ready to go. The tour itself was stunning—Key West is even more beautiful from the water! The weather was perfect, and I especially loved the calm, Gulf side, where we had some free time to go fast on our own. It was such a fun, memorable experience, and I can’t recommend it enough. Thanks again to the team for an unforgettable adventure!

    Photo of MaryLynn Harrington

    MaryLynn Harrington

    May 16, 2025

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