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    1. Local experiences
    2. /All experiences
    3. /Water Activities
    4. /Sailing

    Best results for Sailing in Port Jefferson, NY

    Showing 1-8 of 8 results
    2-Hour Tall Ship Sail in Port Jefferson
    Port Jefferson

    2-Hour Tall Ship Sail in Port Jefferson

    Hoist sails, take the helm, and enjoy Long Island Sound views from a traditional schooner

    Hoist sails, take the helm, and enjoy Long Island Sound views from a traditional schooner
    $63/ person
    Sunset Cruise in Oyster Bay Harbor
    Sailing

    Sunset Cruise in Oyster Bay Harbor

    Cruise Oyster Bay Harbor as the sun sets

    Cruise Oyster Bay Harbor as the sun sets
    4.5 • 62 reviews
    $64/ person
    Community Sailing Session in Oyster Bay
    Sailing

    Community Sailing Session in Oyster Bay

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

    Build your sailing skills with instructor-guided time on Oyster Bay Harbor
    4.5 • 62 reviews
    $90/ person
    Oyster Bay 2-Hour Historic Harbor Sail
    Sailing

    Oyster Bay 2-Hour Historic Harbor Sail

    Step aboard CHRISTEEN to see harbor sights and learn its story

    Step aboard CHRISTEEN to see harbor sights and learn its story
    4.5 • 62 reviews
    $53/ person
    Team Racing Sailing Series on Long Island Sound
    Sailing

    Team Racing Sailing Series on Long Island Sound

    Build team racing skills and strategy on Long Island Sound

    Build team racing skills and strategy on Long Island Sound
    4.5 • 62 reviews
    $53& up
    Private Oyster Sloop Charter on CHRISTEEN
    Sailing

    Private Oyster Sloop Charter on CHRISTEEN

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

    Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise
    4.5 • 62 reviews
    $1,146
    Private Sailboat Cruise Around Oyster Bay
    Sailing

    Private Sailboat Cruise Around Oyster Bay

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

    Charter the Ida May for a private sail with up to 44 guests
    4.5 • 62 reviews
    $1,484& up
    2-Hour Sailing Lesson in Oyster Bay Harbor
    Sailing

    2-Hour Sailing Lesson in Oyster Bay Harbor

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

    Learn the basics aboard a relaxed harbor sail led by a certified instructor
    4.5 • 62 reviews
    $159