Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Oyster Bay…
    3. /Water Activities
    4. /Boat Tours
    5. /Oyster Bay Sunset Cruise
    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

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Gallery image

    Oyster Bay Sunset Cruise

    Cruise Oyster Bay Harbor as the sun sets over Long Island

    4.5 stars• 62 reviews
    From$63/ personincl. taxes and fees

    Duration

    2 hours

    Includes

    Sunset cruise, harbor views

    Highlights

    Explore Oyster Bay Harbor aboard the IDA MAY as daylight fades. Settle in with friends and family for an evening on the water.
    • Cruise around Oyster Bay Harbor at sunset
    • Take in waterfront views as the light changes
    • Share an evening outing with friends and family
    • Bring layers, a hat, sunscreen, and water for forecast conditions

    Know before you go

    • Arrive 20 minutes early and check in at least 15 minutes before departure
    • Ages 3+ only
    • Accompany all children with an adult age 18 or older
    • Leave animals ashore
    • Expect the cruise to be canceled if fewer than 8 passengers are booked 48 hours ahead

    Cancellation Policy

    Cancel more than 7 days before for a refund, excluding processing fees. Cancel 48 hours to 7 days before to reschedule only. Within 48 hours, no refund or rescheduling. Book within 72 hours and refunds are waived. Weather cancellations or delays of 30 minutes or more: refund excluding processing fees or reschedule.

    Experience provided by The WaterFront Center
    Experience provided by The WaterFront 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 1-877-GREET-WELL

    Report an issue

    Reference #E63A8T

    IDA MAY Passenger

    $63.60

    Children under 5 must be accompanied by an adult over the age of 18

    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

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.5
    Excellent
    62 reviews•Google Maps
    71
    8
    0
    1
    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

    Nearby activities

    Thumbnail
    SailingUp to 24

    Sunset Cruise in Oyster Bay Harbor

    $63.60/ person
    Thumbnail
    Sailing4

    Team Racing Sailing Series on Long Island Sound

    From$53
    Thumbnail
    Sailing

    Community Sailing Session in Oyster Bay

    $90.10/ person
    Thumbnail
    Sailing

    Oyster Bay 2-Hour Historic Harbor Sail

    $53/ person
    Thumbnail
    Kayaking Tours

    Oyster Bay Single Kayak Rental

    From$36/ kayak
    Thumbnail
    Kayaking ToursUp to 2

    Double Kayak Rental in Oyster Bay

    From$45/ kayak