We're here to help
    Book online or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    concierge@greetwell.com(650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    The WaterFront Center

    The WaterFront Center

    4.5 • 62 reviews
    Oyster Bay, NY

    For 25 years, The WaterFront Center has been Oyster Bay’s welcoming gateway to Long Island Sound. This community-minded nonprofit invites guests of every age to discover the water through hands-on sailing lessons, marine ecology a...

    Report an issue

    Book The WaterFront Center

    Addon image

    Intimate 24-Guest Sunset Sail on Oyster Bay

    Sail Oyster Bay Harbor at golden hour and share unforgettable sunset views with up to 24 fellow passengers.

    $63.60person

    Review summary

    4.5
    Excellent
    62 reviews•Google Maps

    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 5
    5/5

    We booked a special birthday sail on the Christeen for 20 people. Everyone had an amazing time! Our captain and crew were so fun and knowledgeable-sharing fascinating information as we sailed around beautiful Oyster Bay. The front desk staff is also very welcoming and helpful! We plan to book another sail next summer in the evening. Highly recommend!

    Photo of Mari D'Alessandro

    Mari D'Alessandro

    October 6, 2025

    Review 1 of 1
    5/5

    We booked a special birthday sail on the Christeen for 20 people. Everyone had an amazing time! Our captain and crew were so fun and knowledgeable-sharing fascinating information as we sailed around beautiful Oyster Bay. The front desk staff is also very welcoming and helpful! We plan to book another sail next summer in the evening. Highly recommend!

    Photo of Mari D'Alessandro

    Mari D'Alessandro

    October 6, 2025