© 2020 by Blue Crab Chesapeake Charters. Proudly created with Wix.com

  • Facebook Social Icon


We are currently sailing up to five times a day from Waterman's Crab House

Blue Crab Chesapeake Charters has been awarded Best of Eastern Shore by What's Up Eastern Shore Magazine 2011-2019, Outstanding Business of the Year by Kent County Chamber of Commerce 2016, Legendary Experience Provider by Cloud 9 Living  2016 and has received seven consecutive Certificates of Excellence from Trip Advisor.

Providing sailing cruises over 20 years  in Rock Hall, Md, Blue Crab Charters provides an award winning experience that you won't want to miss! Take the helm or just relax as you sail from Rock Hall Harbor into the open Chesapeake Bay or the scenic Swan Creek. Blue Crab Chesapeake Charters is home to Rock Hall's Original Sunset Cruise and will surely top off any visit to Maryland's Eastern Shore. We can accommodate large and small groups and depart up to five times daily from Watermans Crab House Restaurant. Your hosts are full-time residents of Rock Hall and are ready to sail 7 days a week from April through mid- November. Our sailing vessel, "Island Girl" is a 43 foot Morgan center cockpit sailboat with lots of deck space and a full cockpit enclosure for your comfort. We take up to 6 guests per cruise and our prices can't be beat. 


Call or email us now to book your Chesapeake Bay sailing cruise 410-708-1803


Voted! - 2019 Best of the Bay - Best Sightseeing Boat