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Duration: 1 hour and 30 minutes


Prepare for a picturesque sunset sailing adventure on the Chesapeake Bay aboard the 43' Island Girl! No matter your experience level, this 1.5-hour cruise is the perfect way to take in the stunning views of the bay.

🌅 Take in stunning views of the Chesapeake Bay during the golden hour

🍹 Sip on complimentary water and soda, or bring along your own selection of alcoholic beverages and snacks to enjoy on board

🚣‍♂️ Relax and unwind as you sail aboard the spacious boat

⚓ Your voyage sets sail from Sharp Street Pier in the charming Rock Hall harbor, adding a touch of history to your maritime journey


When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

May - September,

Practical information

Any restrictions to participate?

  • Age: All age groups are welcome.

Who can you accommodate for?

  • Children: All participants must pay to participate, children included. Children 12 and under will be required to wear a life jacket.
  • Individuals with disabilities: The sailboat is not wheelchair accessible. Participants must be able to board and depart the boat from the dock with little to no assistance.
  • Pets: Sorry, no pets allowed.

What to expect on the day of the experience?

  • Duration: Approximately 1.5 hours
  • What’s included: You will enjoy a 1.5 hour sunset sailing cruise starting from Rock Hall harbor, sailing into the Chesapeake Bay. Complimentary water and soda will be provided by the captain, and you are welcome to bring your own selection of alcoholic beverages. Please note that red wine is not recommended.
  • Who will be present: You will have a captain with you at all times and up to 6 other people.
  • Spectators: No spectators are allowed, everyone must have a ticket/reservations.
  • Photo/ video: You may take your own photos.

How to prepare?

  • Weather dependency: This experience is weather-dependent. In the event that the 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.
  • Arrival: Plan to arrive 15 minutes in advance.
  • Parking: Parking is available on site.
  • What to wear: Please wear boat shoes or light sole sneakers aboard. Black sole shoes and flip flops are not recommended. Barefoot is best! It is also recommended to wear layered clothing according to the weather.
  • What to bring: A camera, sunscreen, hat and sunglasses are recommended. You are welcome to bring your own food or drink.
  • Restrooms/ lockers/ changing rooms: A bathroom can be found on the boat.

Full description

As you set sail, you'll be treated to complimentary water and soda, and you can bring your own snacks and alcoholic beverages along for the ride. Departing from Sharp Street Pier in historic Rock Hall harbor, you'll enjoy the comfort of the Island Girl's spacious deck and full cockpit enclosure, providing both shade and protection from the elements.

Returns, exchanges and cancellation

Unused Experience Vouchers can be returned within 30 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 7 days before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 7 days in advance means losing the value of your experience.

Duration: 1 hour and 30 minutes
Regular price $45
$45 Regular price Sale price
You save $-45

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Here's what others have to say!



Based on 0 reviews

Shristi K

The sunset cruise was absolutely amazing!!! It was a stunning evening on the Chesapeake Bay, and Captain Mark made it even more memorable and enjoyable with his fantastic personality and great sense of fun.

Stacy J

I had an amazing time on the sunset cruise with Captain Mark, and I wholeheartedly recommend Blue Crab Chesapeake Charters. It was an incredible value for the price, and we truly relished the experience with Captain Mark!

Leslie T

We had an excellent time on our second Blue Crab trip. The Sunset cruise was truly unforgettable, and everything was exceedingly well-organized. Captain Einstein and Suzanne were incredibly kind and welcoming, and we relished every moment spent on the Chesapeake Bay.