Blue Crab Chesapeake Charters has been awarded Best of Eastern Shore by What's Up Eastern Shore Magazine 2011-2017, Outstanding Business of the Year by Kent County Chamber of Commerce 2016, Legendary Experience Provider by Cloud 9 Living  2016 and has received six consecutive Certificates of Excellence from Trip Advisor.

WELCOME ABOARD ISLAND GIRL

 Captain Mark and First and Only Mate, Suzanne Invite you

to Join us for a Vacation of a Lifetime 

FIVE DAY-FIVE ISLAND  US/BVI Sailing Adventures

SPECIAL NOTICE! ISLAND GIRL'S 2017 CARIBBEAN CRUISE HAS BEEN POSTPONED UNTIL NEXT YEAR DUE TO THE DEVASTATION CAUSED BY HURRICANE IRMA IN THE US AND BRITISH VIRGIN ISLANDS. OUR THOUGHTS AND PRAYERS ARE WITH THE VICTIMS OF THIS TRAGEDY. RESERVATIONS FOR 2018-19 WILL BE AVAILABLE ON A FIRST COME BASIS FOR AVAILABLE TIME FRAMES THAT ARE NOT RESCHEDULED BY OUR GUESTS WHO WERE NOT ABLE TO GO THIS YEAR. AN EMAIL INVITATION WILL BE SENT TO ALL OF OUR REGULAR SAILING GUESTS FOR THE FIRST PREFERENCE FOR RESERVATIONS.

Ahoy Crew! Have you ever dreamed of island hopping in the Caribbean aboard a beautiful sailing yacht? Start planning your dream vaction NOW aboard Island Girl, an amazingly spacious, comfortable and seaworthy vessel!

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

It has always been a dream and a vision that we would do it again - but, in much grander style. 

 

In May of 2016, after considering several prospective sailing vessels for the voyages, we came upon a very fortunate opportunity to purchase Island Girl, a Morgan 43 Center Cockpit cruising sloop. After several months of administering some much needed TLC, she has come to life in ways that we never imagined.  If, as I believe, every vessel has a spirit, then Island Girl must be a  very happy soul, being upgraded and fitted out for a completely new life in the Caribbean.  

Please take the time to check out the photos and descriptions that will be appearing on this new website - www.sailislandgirl.com.  We will be updating on a regular basis and will begin taking reservations for the 2017-2018 season very soon.

These sailing adventures are available on a very limited first come basis.  If you are interested in learning more or making a tentative reservation without any obligation to commit at this time, then please send us an email to let us know. We will place you on a special email list updating you with all the details and giving you the earliest opportunity to confirm a reservation.

Please do your research by reading up on the cruising grounds, learning more about us through our Blue Crab website and reading the reviews we have received on Trip Advisor.

We are looking forward to sailing with you in the beautiful Caribbean aboard ISLAND GIRL

Smooth Sailin'

Capt. Mark and First and Only Mate Suzanne

 

                                                                        

During the fall of 2005 and winter of 2006, Blue Crab Chesapeake Charters offered ten FIVE day - FIVE island sailing cruises in the US and British Virgin Islands aboard the Crab Imperial, a Watkins 36.  Very limited in availability, and at unbeatable prices, these cruise vacations sold out in less than a month upon being announced in the fall of 2004. The sailing adventures were offered exclusively to our guests who have sailed with us on the Chesapeake Bay. They were limited to just one couple traveling alone or two couples traveling together. Booking early, each couple or group was able to plan, save up their cruising kitties, research the fabulous cruising grounds of the US and British Virgin Islands and anticipate the excitement of an adventure of a lifetime - Island hopping in the Caribbean.    

In preparation for every sailing vacation, I was able to consult with each couple/group on a regular basis, discussing itineraries and other important details about their vacation. The end result was an entire season of superb sailing, idyllic weather, exploration, discovery, priceless camaraderie and memories that last forever. To this day, most of our Caribbean guests return, some, each year, to sail with us on the Chesapeake Bay.  

Island Girl on Shakedown Cruise in Rock Hall