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    1. Local experiences
    2. /Things to do in St. Michaels…
    3. /Water Activities
    4. /Sailing
    5. /Bachelorette & Bachelor Party Cruise in St. Michaels
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    Bachelorette & Bachelor Party Cruise in St. Michaels

    Celebrate the bride or groom aboard a historic private sailboat

    5.0 stars• 1.4K reviews

    Duration

    2 hours

    Ideal For

    Up to 13 people

    Includes

    Private sail, champagne

    Highlights

    Celebrate your bachelorette or bachelor party aboard Lady Patty, a historic 1935 ketch sailboat. Spend time with your group on Chesapeake Bay waters in a private setting.

    • Celebrate the bride or groom on the water
    • Sail aboard Lady Patty, a historic 1935 ketch
    • Take in Chesapeake Bay views
    • Gather with your favorite people in a private setting

    What's Included

    • Champagne

    Important details

    • Ages 21+ for champagne and alcoholic items
    • Ensure children under 13 wear a life preserver while aboard

    Cancellation Policy

    Full refund when cancelled more than 7 days before departure; 50% refund when cancelled 72 hours to 7 days before departure. No refund within 72 hours. Full refund if the operator cancels due to weather or unforeseen circumstances. No-shows are charged in full.

    Product ID: 95R9HU

    FAQs

    Wear comfortable shoes that are easy to remove; barefoot is welcome. Do not wear high heels. Bring your own food if you like, and apply spray sunscreen before boarding.

    Outside alcoholic beverages are not permitted. Beer, wine, champagne, soda, and sparkling water are available for purchase onboard, and bottled water is complimentary.

    Children of all ages are welcome. Children under 13 must wear a life preserver while aboard; properly sized life vests are available. Ages 21+ for champagne and alcoholic items.

    Meeting details

    Dock behind Harbor Inn & Marina, 101 N Harbor Road, St. Michaels, MD 21663

    Experience provided by St. Michaels 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 1-877-GREET-WELL

    Report an issue

    Bachelorette Bachelor Party Cruise

    $1,377.08

    Up to 13 people

    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 had a great time out on the water with Rob (captain) and Steph. They not only sailed us around the Miles River, but also shared a general history of St. Michaels and the area. It was an enjoyable trip, and we would happily do it again!

    Photo of Jason Lombard

    Jason Lombard

    September 1, 2026

    Review 1 of 1
    5/5

    We had a great time out on the water with Rob (captain) and Steph. They not only sailed us around the Miles River, but also shared a general history of St. Michaels and the area. It was an enjoyable trip, and we would happily do it again!

    Photo of Jason Lombard

    Jason Lombard

    September 1, 2026

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