Chesapeake Bay Sailing Trip

Enjoy a Relaxing Scenic Sailboat Ride on the Chesapeake Bay

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participantsparticipants Price for 2 Participants

Enjoy the beauty of the Chesapeake Bay during an hour and a half sightseeing sailing trip aboard the Crab Royale, an Irwin 40 MKII. This five-star rated experience gift is one of the best things to do on Maryland's beautiful Eastern Shore!

The fun begins in Rock Hall, MD when you meet with the friendly Captain Mark and his first mate Suzanne at the dock. They will welcome you aboard the sailboat and fill you in on the details of this 90 minute sailing trip on the Bay. Once everyone has boarded the boat, it’s time to head out to the open waters. After the Captain has navigated the ship out of the marina into Chesapeake, you and the rest of the guests can take your turn at the helm, help raise the sails or simply sit back and relax and enjoy a complementary beverage. The sun sparkling off of the Bay, the fresh sea air and picturesque views are just a few of the things this popular experience has to offer.

So whether you are looking for the perfect unique gift or fun things to do on the Eastern Shore, this Chesapeake Bay Sailing Trip is the ticket!

The Chesapeake Bay Sailing Trip Xperience Certificate® is for two participants. There will be up to four additional participants on the sail.

This experience is not suitable for non-paying guests.

Maryland, Rock Hall

The Chesapeake Bay Sails are offered seven days a week April thru October, subject to availability. May through August sails typically take place at 10:00 AM, 12:00PM, 2:00 PM, 4:00 PM and 1½ hour prior to sunset. April and September through October weekday sails are offered 1½ hour prior to sunset and weekend sails typically take place at 10:00 AM, 12:00PM, 2:00 PM, 4:00 PM and 1½ hour prior to sunset.

The Eastern Shore Sail Boat Rides have a cruise length 1½ hours and a total duration of approximately 2 hours.

The Chesapeake Bay Sailing Trips may be rescheduled by the Captain due to high winds, heavy rain, fog or other inclement weather.

What to wear
Dress comfortably, flat, non-marking rubber-soled shoes and layers are recommended for this sailing adventure.

Additional Information
Sails take place on a an Irwin 40 MKII which is skippered by a USCG-licensed captain and crew. Participation is limited to individuals 3 years of age or older.

While motion sickness is possible, it is unlikely and can be reduced by avoiding heavy meal(s) prior to the scheduled sail. All passengers must sign a release form.

Gratuity for the Captain & Crew is not included and may be extended following your sail.


Cancellation Policy
All changes to reservations for the Chesapeake Bay Sailing Experience require seven (7) days advance notice.

Xperience Certificates® cannot be exchanged once a reservation for the experience has been made.

Chesapeake Bay Sailing Trip Unique Gift  

Chesapeake Bay Sailing Trip Guests (optional):

More Info

Please use Add to Cart to purchase a Gift Certificate For this experience. More Info How Experience Gifts Work To make a reservation at the time of purchase call (866) 973-7436

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