Scenic Cruises

Chesapeake Bay Sailing Cruise

Rock Hall, MD

From: $90.00 3 Options Available
Based on Shared Sail for 2 People
Option & Pricing:
Please select an option above.
Rock Hall, MD

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!
When Do I Choose A Date?
Either yourself or the lucky recipient can make a booking and select dates once you are in receipt of the voucher. You'll register the voucher, follow the booking instructions and your experience with us begins!

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

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.
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.

Rock Hall, MD

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