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    1. Local experiences/
    2. Yorktown, VA/
    3. Water Activities/
    4. Sailing/
    5. Yorktown Sightseeing Day Sail on Schooner Alliance II
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    Yorktown Sightseeing Day Sail on Schooner Alliance II

    Sail a tall ship on the York River with historic sights and chances to spot wildlife

    From$43/ person

    Duration

    1.5 Hours

    Highlights

    Set sail aboard the tall ship Alliance II for a 1.5-hour daytime cruise on the York River. Take in 300 years of history as the crew points out landmarks and wildlife along the way.

    • Sail the Schooner Alliance II from Riverwalk Landing Pier
    • Spot dolphins, osprey, and passing naval vessels
    • View 18th-century homes and the Victory Monument
    • See the Revolutionary Battlefield from the water
    • Lend a hand setting sail or relax with a snack
    • Explore village streets and paths before boarding

    Things to know

    Trips run from April through the beginning of November. Arrive at least 10 minutes before sail time and wear flat-soled shoes; bring a jacket in cooler months. No outside alcohol or coolers; snacks and drinks are sold on board, and a valid ID is required to purchase alcohol.

    Cancellation policy

    No refunds except for weather cancellations; trips run rain or shine. The captain decides on weather cancellations. If canceled for weather, you may be rescheduled or refunded. No-shows are charged in full, and there are no refunds if you are late and miss the ship.

    Meeting location

    Riverwalk Landing Pier

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

    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

    Reference #6857PB

    Adult

    $43.67

    Ages 13+

    0

    Child

    $33.97

    Ages 12 & Under

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

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    4.7 stars• 1.9K reviews

    Review summary

    4.7
    Excellent
    1.9K reviews•Google Maps

    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

    There is nothing like sharing a picnic on a pirate ship. We gad such a great experience aboard the Alliance Schooner. A special thank you to the captain and his staff for helping to make our trip very memorable and enjoyable. We have done all of the different trips with them over the years and I can definitely say we have never been disappointed. Why go anywhere else when we can vacation in our own backyard. Williamsburg, Yorktown and Jamestown has so much to offer. Thank you again for making this day special.

    Photo of June Yuiska

    June Yuiska

    September 4, 2025

    Review 1 of 1
    5/5

    There is nothing like sharing a picnic on a pirate ship. We gad such a great experience aboard the Alliance Schooner. A special thank you to the captain and his staff for helping to make our trip very memorable and enjoyable. We have done all of the different trips with them over the years and I can definitely say we have never been disappointed. Why go anywhere else when we can vacation in our own backyard. Williamsburg, Yorktown and Jamestown has so much to offer. Thank you again for making this day special.

    Photo of June Yuiska

    June Yuiska

    September 4, 2025

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