Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Port Jefferson…
    3. /Water Activities
    4. /Sailing
    5. /Sunset Sail in Port Jefferson
    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
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Sunset Sail in Port Jefferson

    Sail into sunset aboard a traditionally rigged schooner

    5.0 stars• 62 reviews

    Duration

    2 hours

    Includes

    2-hour sail, captain & crew

    Highlights

    Watch the sunset from the deck of the 125-foot Schooner Liberty Clipper as harbor lights begin to shine. Relax under billowing canvas or get involved in the sailing experience.

    • Admire views of Port Jefferson and Long Island Sound
    • Help raise the sails with the crew
    • Take a turn at the helm
    • Discover the craftsmanship of a traditionally rigged schooner
    • Bring your own snacks and food

    Itinerary

    1. Boarding begins 10 minutes prior to departure
    2. Safety orientation before leaving the dock
    3. Underway using engine power
    4. Point the ship into the wind as we set sail (guests may participate)
    5. Shut off the engine and let the wind be our guide as we point out the main points of interest and answer questions about the area and the ship
    6. Incredible photo opportunities throughout the sail. Let us be your personal photographers for photos at the ships wheel.
    7. Keep a lookout for marine life. Seals, porpoise and even whales have been sighted during our sails.
    8. Lower sails and motoring in gives all a sense of returning from a true sailing experience with new stories and new friends.

    What's Included

    • United States Coast Guard-inspected vessel and safety equipment
    • Licensed captain and crew

    Important details

    • Check in 10 minutes before departure
    • Children must be accompanied by an adult
    • Wheelchair access is not available; wheelchairs must remain on the dock or be stowed onboard
    • Dress for the weather, as it can be 5–10 degrees cooler on the water
    • Drinks are not included in the listed price; drinks consumed onboard must be purchased from the onboard cash bar
    • Sails may operate in misty, foggy, or rainy conditions when the captain considers it safe

    Cancellation Policy

    Cancel more than 72 hours before departure for a full refund minus a 20% admin fee. No refund within 72 hours or for no-shows. If weather prevents sailing and rescheduling isn't possible, receive a full refund. If the ship sails and you choose not to go, no refund.

    Product ID: QDA9D2

    FAQs

    No. The vessel is not wheelchair accessible. Wheelchairs must remain on the dock or be stowed onboard; assistance is available for boarding and getting to a seat.

    Bring your own snacks and food. All drinks consumed onboard must be purchased from the onboard cash bar and served by the crew.

    The schooner may sail in misty, foggy, or rainy conditions when the captain considers it safe. The captain makes the final decision to sail.

    Meeting details

    Harborfront Park dock, Port Jefferson, NY 11777

    Experience provided by Liberty Clipper

    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

    Adult

    $79.18

    Adult (10yrs +)

    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

    What people are saying

    Review 1 of 5
    5/5

    We have a most delightful afternoon sailing in the liberty clipper in Port Jefferson. The crew was just great very friendly gave us lots of information about the sailboat. We’re looking forward to going again in next summer. Everyone should try it.

    Photo of stephanie greiner

    stephanie greiner

    September 9, 2026

    Review 1 of 1
    5/5

    We have a most delightful afternoon sailing in the liberty clipper in Port Jefferson. The crew was just great very friendly gave us lots of information about the sailboat. We’re looking forward to going again in next summer. Everyone should try it.

    Photo of stephanie greiner

    stephanie greiner

    September 9, 2026

    Nearby activities

    2-Hour Schooner Sail in Port Jefferson
    Sailing

    2-Hour Schooner Sail in Port Jefferson

    Help raise the sails or take the helm aboard a traditional tall ship

    Help raise the sails or take the helm aboard a traditional tall ship
    5.0 • 62 reviews
    $63/ person
    1.5-Hour Candle Making Workshop in Bridgeport
    Music

    1.5-Hour Candle Making Workshop in Bridgeport

    Pour a custom candle with DJ music, games, and social time

    Pour a custom candle with DJ music, games, and social time
    5.0 • 1.3K reviews
    $89/ person
    Candle Making Workshop With DJ in Bridgeport
    Art Tours

    Candle Making Workshop With DJ in Bridgeport

    Pour a custom candle, enjoy DJ music, and bring your favorite drinks

    Pour a custom candle, enjoy DJ music, and bring your favorite drinks
    5.0 • 1.3K reviews
    $89/ person
    1.5-Hour Candle Making Class in Bridgeport
    Game Shows

    1.5-Hour Candle Making Class in Bridgeport

    Blend custom scents, pour candles, and enjoy a bring-your-own-drinks session with a DJ

    Blend custom scents, pour candles, and enjoy a bring-your-own-drinks session with a DJ
    5.0 • 1.3K reviews
    $73/ person
    Family Candle Making Class in Bridgeport
    Kids Activities

    Family Candle Making Class in Bridgeport

    Create scented candles and wax melts with music, games, and family time

    Create scented candles and wax melts with music, games, and family time
    5.0 • 1.3K reviews
    $78/ person
    Weekday Candle Making Class in Bridgeport
    Wellness Workshops

    Weekday Candle Making Class in Bridgeport

    Unwind midweek as you blend a signature scent and pour custom candle creations

    Unwind midweek as you blend a signature scent and pour custom candle creations
    5.0 • 1.3K reviews
    $73/ person