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Captained Charters

Our graduates can charter one of our Island Packet 32 school boats with an instructor for the day or for several days. Depending on your skill level, the instructor will be there as either instructor, mentor or knowledgeable passenger. We offer this at $850 per day including the boat and Captain. You may bring up to three family members or friends along, and be “Captain for the day” with the instructor along as a safety net. 

This is also ideal for new prospects considering our classes who want to spend a day on the water with one of our instructors on our school boats to see if they like sailing a cruising sailboat before enrolling in our program. 

Students may arrive the evening before and stay on board.  Please contact us at the school for more information 410-639-7030 or office@mdschool.com


Bareboat Charters

Once you are comfortable and ready to go cruising on your own, you may consider chartering with a local Chesapeake Bay charter company such as the following in Rock Hall who offer our graduates a 10% discount on a first time charter and 5% on subsequent charters. We will provide references to the charter manager based on your successful course completions.

Haven Charters  
20846 Rock Hall Ave
Rock Hall, MD 21661
Phone: 410-639-7140
Email: Sail@havencharters.com



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