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Harbor Sailing Charters 
Port Jefferson

Sailing Cruises in Port Jefferson Harbor and Long Island Sound

At the Village Dock, Harborfront Park, Port Jeff

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Sailboat Deck

About Us

Our passion is bringing traditional schooner sailing back to Long Island!  Port Jefferson built over 500 traditional sailing schooners in its boat-building heyday, and we are dedicated to honoring our rich maritime tradition by taking you out to enjoy a cruise in the harbor or sound!  Come sail with us!

Get in Touch

Daily Afternoon and Sunset Cruises

Harbor Sailing offers three cruises per day aboard the storied traditional

gaff-rigged Schooner Elizabeth leaving from the Village Dock at Port Jeff!

Early Afternoon Cruise

1:00 - 2:45pm

$49.00

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Late Afternoon Cruise

3:00 - 4:45pm

$49.00

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Sunset Cruises

5:30 - 7:15pm

$49.00

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Sailboat

Private Charters

Exceeding Expectations

Sailing Race

Sailing Lessons

Personalized Approach

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Special Events and Overnight Trips

Everything You Need

Upcoming Events

  • Village Cup Regatta
    Village Cup Regatta
    Sat, Sep 12
    Port Jefferson Yacht Club
    Sep 12, 2020, 9:00 AM
    Port Jefferson Yacht Club, Port Jefferson, NY 11777, USA
    Sep 12, 2020, 9:00 AM
    Port Jefferson Yacht Club, Port Jefferson, NY 11777, USA
    Annual Fundraiser for Lustgarten Foundation and Mather Hospital
  • Harbor Cup
    Harbor Cup
    Sat, Jun 20
    Port Jefferson Yacht Club
    Jun 20, 2020, 9:00 AM
    Port Jefferson Yacht Club, Port Jefferson, NY 11777, USA
    Jun 20, 2020, 9:00 AM
    Port Jefferson Yacht Club, Port Jefferson, NY 11777, USA
    PJYC Annual Regatta
  • Launch Day!
    Launch Day!
    Sun, May 17
    Port Jefferson
    May 17, 2020, 11:30 AM
    Port Jefferson, Port Jefferson, NY 11777, USA
    May 17, 2020, 11:30 AM
    Port Jefferson, Port Jefferson, NY 11777, USA
    Don't Miss Out

Contact Us

P.O. Box 301

Village Dock, Harborfront Park
Port Jefferson, NY 11777

631.473.4500

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631.473.4500

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