Additional Services

At Chesapeake boating club we make sure you have full access to everything you need.


Instruction - Learn how to sail, or how to sail better, with J/World
Maryland Boating Safety Course - Required if born after 1972
Team Building - Get out of the conference room and out on the water.
3 hour Trysail - Always wanted to try but don't know where to start? This is the option for you. 
Group outings and team building - Charter the Sailing Vessel Pintita for your next party or company event.
Dockside Vacation Rental - Enjoy unique accommodations afloat in the heart of Annapolis.

Member Resources and videos  

We partner with the best to get you out on the water in a variety of ways.

J World Annapolis
Since 1992 J World Annapolis has been providing the very best in coaching and instruction to new and experienced sailors from around the world

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Pintita Charters
Kick back and relax with your own private charter to sail the Chesapeake Bay. This 43' ketch includes a captain and holds up to 20 guests.

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Dockside Rental
Not ready to captain your own boat but love the on-water lifestyle? Stay with us here at the dock! Enjoy unique accommodations in Annapolis on our comfortably equipped 36' trawler.

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