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    1. Local experiences/
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    5. Sail a Pirate-Themed Cruise in Yorktown
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    Sail a Pirate-Themed Cruise in Yorktown

    Join a kid-friendly pirate sail with cannon fire on the Yorktown Schooner

    4.8 stars• 465 reviews
    From$61/ personincl. taxes and fees

    Duration

    1.5 Hours

    Includes

    Sailing, Pirate tattoos, Cannon

    Highlights

    Set sail on the Yorktown Schooner for a 1.5-hour pirate-themed cruise built for kids and families. Help the crew with hands-on sailing tasks while Captain Mayhem leads the School of Piracy.

    • Raise the sails with the crew and practice sailor skills
    • Steer the schooner and learn to tie knots
    • Get pirate tattoos during the cruise
    • Hear the cannon fire while you’re on the water
    • Bring cash for snacks, drinks, and optional crew gratuity

    Things to know

    Pirate Cruises run from Memorial Day through Labor Day, plus select spring break days. Do not bring personal foods or beverages; personal water bottles are ok, but no alcohol. Storage space is limited, so leave large items like strollers or luggage behind.

    Cancellation Policy

    No refunds except for weather cancellations. The Captain decides on weather cancellations. No-shows are charged the full price. No refunds if you are late and miss the ship.

    FAQs

    Arrive at the ship at least 10 minutes before sail time. Boarding begins promptly 10 minutes before the sail.

    Wear flat-soled shoes (avoid heels or platforms). Bring a jacket in cooler months since it can feel cooler on the water than on land.

    Do not bring personal foods or beverages. You may bring personal water bottles to stay hydrated, but no alcohol.

    Meeting details

    425 Water St, Yorktown, VA, 23690

    Experience provided by Yorktown Sailing Charters
    Experience provided by Yorktown Sailing Charters

    Related locations

    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 (650) 414-7338

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    Reference #YM8NAT

    Adult

    $61.42

    Ages 13+

    0

    Child

    $50.45

    Ages 12 & Under

    0

    Why book through Greetwell?

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      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.8
    Excellent
    465 reviews•Google Maps
    419
    30
    5
    3
    8

    Sailing with this crew is consistently described as a highlight of visiting the Yorktown area. The captains and staff earn overwhelming praise for being friendly, knowledgeable, and genuinely engaging. Passengers appreciate the historical narration that brings the York River and surrounding area to life, with crew members like Darby getting specific shoutouts for their storytelling abilities. The fleet includes schooners like the Alliance II and Serenity, offering everything from pirate-themed adventures for kids to romantic sunset cruises. The experience strikes a nice balance between relaxation and activity. Many guests mention getting hands-on opportunities to help raise sails, spotting dolphins, and enjoying the surprisingly comfortable conditions even on hot days thanks to shade from the sails. Light snacks are available at reasonable prices. Repeat visitors note that quality has remained excellent even through ownership changes, with families returning year after year for different cruise options. Whether you're looking for educational value, a special celebration, or simply a beautiful way to spend an afternoon on the water, the crew makes sure everyone has a memorable time.

    What people are saying

    Review 1 of 5
    5/5

    We went out on a great day to be on the water. The boat was clean and looking good, and the crew was an absolute pleasure and very informative. Highly recommend their service.

    Photo of Ken Cultraro

    Ken Cultraro

    May 19, 2026

    Review 1 of 1
    5/5

    We went out on a great day to be on the water. The boat was clean and looking good, and the crew was an absolute pleasure and very informative. Highly recommend their service.

    Photo of Ken Cultraro

    Ken Cultraro

    May 19, 2026

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