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Chesapeake Bay Sailing Cruise

Rock Hall, MD

Item #: CRU-BAL-0021
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Hop on board for a truly memorable 1.5-hour sail on the Chesapeake Bay Sailing Cruise!

  • Experience provider has been awarded 1st place in Chesapeake Magazine's 2019 "Best of the Bay", "Best of Eastern Shore" in 2017, and has received 6 consecutive Certificates of Excellence from Trip Advisor
  • Sail aboard the 43' Island Girl, with a spacious deck, a large cockpit area, and best of all a full cockpit enclosure for shade and protection from less than ideal weather
  • Set sail from the Sharp Street Pier in historic Rock Hall harbor for a beautiful afternoon on the Chesapeake Bay
  • Perfect experience for sailing novices or old salts!
Rock Hall, MD
When Do I Choose A Date?
If giving as a gift, your recipient can choose a date at their convenience; otherwise, you can choose one after checkout.

May through Labor Day:
Daily - 10:00 AM, 12:00 PM, 2:00 PM, 4:00 PM & 1 hour prior to sunset
Labor Day through end of September:
Daily - 10:00 AM, 12:00 PM, 2:00 PM & 1 hour prior to sunset

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  • All available dates have for this season have passed or sold out. Dates for the upcoming season will be posted as soon as they are available. To see a list of this past year's dates for your reference, please click here
    Option & Pricing:
    Please select an option above.
    Essential Information
    • Participants must be able to board and depart the boat from the dock with little to no assistance
    • Includes complimentary water and soda
    • Participants are able to bring their own alcoholic beverages and snacks on board
    • Personal flotation devices will be provided
    • Children under the age of 12 will be required to wear a personal flotation device for the duration of the sail
    Approximately 1.5 hours
    Experience Provider Info
    Complete information for your Experience Provider, including contact information, will be included on your booking confirmation email once you or your gift recipient have scheduled the experience. Our Product Management team handpicks top-rated experience providers, removing the guesswork for you and ensuring your peace of mind.
    Maximum Participants
    There is a maximum of 6 passengers on the boat.
    This experience is only for those on the boat.
    Weather Dependent
    This experience is weather dependent. In the event your experience is canceled due to inclement weather, you will reschedule directly with the experience provider. Always contact the experience provider with any questions regarding weather conditions.
    What To Wear
    It is recommended to wear layered clothing, rubber-soled shoes, sunglasses and a hat.

    For this experience, our partners are taking extra measures to help prevent any potential spread of COVID-19. These measures include options for private sails (to temporarily limit group size and the mixing of guests). Seating will be spread out in accordance with social distancing guidelines. Additionally, frequently touched surfaces will be sanitized thoroughly between cruises. Our partners kindly request that each guest wear a face covering when boarding and exiting the boat but are not requiring them while on board.  If you have been ill, not feeling well, or have been around anyone else who has been ill during the two weeks prior to your reservation, please let our partners know so that they can reschedule your cruise. These Covid-19 safety measures are subject to change.

    Is this a private charter or cruise?
    No, you will be joined by others on the cruise with a maximum of 6 passengers.
    How long is the cruise and where do we go?
    This cruise is approximately 1.5 hours and sets out from Rock Hall harbor sailing into the Chesapeake Bay.
    Are refreshments included? Can I bring beer or wine?
    Complimentary water and soda will be provided by the captain and you are welcome to bring your own selection of alcohol beverages. Please note, red wine is not recommended.
    Is the sailboat wheelchair accessible?

    The sailboat is not wheelchair accessible. Participants must be able to board and depart the boat from the dock with little to no assistance.

    Is there an age limit?
    There is no age restriction to sail, although all children 12 and under will be required to wear a life jacket.

    Experience Vouchers that have not been redeemed can be returned hassle-free within 30 days.  All refunds will be made to the original purchaser.

    Experience Vouchers that have not been redeemed can be exchanged for anything else in our marketplace at any time.  If you choose to exchange for an experience that costs more, you'll simply have to pay the difference.  If you choose to exchange for an experience that costs less, you'll have a credit towards your next booking with Virgin Experience Gifts.

    Cancellation Policy

    Once you have scheduled a date and received a booking confirmation, no exchanges or cancellations are allowed. Rescheduling is allowed with 7 day's notice to your experience provider. Failure to appear on your booked date or to reschedule at least 7 days prior will result in the loss of the value of your experience.

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    Customer Reviews

    This experience has a customer rating of 5
    based on 43 reviews.
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