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    The WaterFront Center

    The WaterFront Center

    4.5 • 62 reviews
    Oyster Bay, NY

    The WaterFront Center is a beloved Oyster Bay nonprofit dedicated to helping people connect with the water through education, recreation, and community. From sailing lessons and harbor tours to kayak, paddleboard, and sailboat ren...

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    Book The WaterFront Center

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    Oyster Bay Sunset Cruise

    Cruise Oyster Bay Harbor as the sun sets over Long Island

    $63.60person
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    2-Hour Sailing Lesson in Oyster Bay Harbor

    Learn the basics aboard a relaxed harbor sail led by a certified instructor

    $159
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    Oyster Bay 23' Sonar Sailboat Rental

    Sail Oyster Bay’s protected waters with friends and family

    From$171boat
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    Guided Paddle Tour of Oyster Bay Harbor

    Build paddling skills and balance with guided SUP instruction

    From$53person
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    SUP Yoga Class in Oyster Bay

    Find your flow outdoors while building balance and core strength

    From$53person
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    Oyster Bay Stand-Up Paddleboard Rental

    Glide through Oyster Bay’s protected waters on a stable paddleboard

    From$40paddleboard
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    Double Kayak Rental in Oyster Bay

    Paddle Oyster Bay’s protected waters in a stable tandem kayak

    From$45kayak
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    Oyster Bay Single Kayak Rental

    Paddle protected Oyster Bay waters and explore the National Wildlife Refuge

    From$36kayak
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    Oyster Bay 2-Hour Historic Harbor Sail

    Step aboard CHRISTEEN to see harbor sights and learn its story

    $53person
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    Community Sailing Session in Oyster Bay

    Build your sailing skills with instructor-guided time on Oyster Bay Harbor

    $90.10person
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    Private Sailboat Cruise Around Oyster Bay

    Charter the Ida May for a private sail with up to 44 guests

    From$1,484
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    Private Oyster Sloop Charter on CHRISTEEN

    Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise

    $1,146.25
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    Fish a Private Long Island Sound Charter

    Customize your private IDA MAY fishing charter on the Long Island Sound

    $85.97person
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    Team Racing Sailing Series on Long Island Sound

    Build team racing skills and strategy on Long Island Sound

    From$53
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    Sunset Cruise in Oyster Bay Harbor

    Cruise Oyster Bay Harbor as the sun sets

    $63.60person

    Review summary

    4.5
    Excellent
    62 reviews•Google Maps
    71
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    12

    The sailing experiences here get rave reviews, particularly aboard the historic Christeen. Guests consistently praise the knowledgeable captains and crew who share fascinating stories while navigating Oyster Bay's waters. The sunset sails seem especially popular, and many appreciate the hands-on experience of helping raise the sails on a vessel with such remarkable history. Beyond sailing, the kayak rentals and wildlife tours are winners too, with naturalists like Lauren earning special mentions for their expertise in spotting ospreys and other local wildlife. There's a concerning pattern worth noting though. Multiple groups report last-minute cancellations, sometimes just an hour before scheduled departures, with birthday celebrations being particularly affected. Several reviewers describe frustrating interactions with staff during these situations and mention inconsistent explanations. That said, the majority of visitors have smooth, memorable experiences with friendly, helpful staff both on the water and at the front desk. The kayaking, sailing lessons, and scenic tours consistently deliver when things go as planned, making this a solid choice if you stay flexible with your schedule.

    What people are saying

    Review 1 of 4
    5/5

    Booked 2 single kayaks for 1.5 hours. Easy to book, good price, and we had a very nice time!

    Photo of Sivan Ertel

    Sivan Ertel

    July 6, 2026

    Review 1 of 1
    5/5

    Booked 2 single kayaks for 1.5 hours. Easy to book, good price, and we had a very nice time!

    Photo of Sivan Ertel

    Sivan Ertel

    July 6, 2026