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    1. Local experiences
    2. /Things to do in St. Michaels…
    3. /Celebration Packages
    4. /Engagement Packages
    5. /Marriage Proposal Cruise in St. Michaels
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    Marriage Proposal Cruise in St. Michaels

    Plan a private proposal aboard a historic 1935 ketch

    5.0 stars• 1.4K reviews

    Duration

    2 hours

    Ideal For

    Up to 13 people

    Includes

    Champagne, harbor tour, sailing

    Highlights

    Create a meaningful proposal moment aboard Lady Patty, a historic 1935 ketch. Sail the Miles River in a private setting while the crew helps capture the occasion.

    • Surprise your partner with a private yacht proposal
    • Explore the harbor on a mini tour
    • Raise a historic gaff-rigged classic sail
    • Capture proposal memories with crew photo assistance

    What's Included

    • Skippered yacht charter
    • Bottle of champagne

    Important details

    • Champagne and alcoholic items are available only to travelers 21+
    • Wear a life preserver while aboard if under age 13

    Cancellation Policy

    Full refund if cancelled more than 7 days before departure. 50% refund if cancelled 72 hours to 7 days before departure. No refund within 72 hours. Full refund if the operator cancels due to weather.

    Product ID: U9NXU3

    FAQs

    All ages are welcome. Children under 13 must wear a life preserver while aboard.

    Wear comfortable shoes that are easy to remove. Bare feet are welcome; high heels are not permitted.

    Bring your own food aboard. Outside alcoholic drinks are not permitted, but beer, wine, champagne, soda, and sparkling water are available for purchase onboard. Bottled water is included.

    Meeting details

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

    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

    Marriage Proposal

    $1,377.08

    Up to 13 people | All ages welcome!

    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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