Stop Dreaming...Start Boating Today

Why wait for tomorrow? The Chesapeake Boating Club is ready to get you out on the water today!

Take a Day Off... You've earned it

It's a perfect day for sailing. With the club you never have to miss the "perfect" sailing day again.

Date Night Just Got Better

Tired of the same ole thing? Discover a new passion... together.

A Boat for Every Occasion

The Club offers a wide variety of Sailboats and Power boats... When you want to get out on the water, the Club has the right boat for you!

Make this a Summer to Remember

Show them the wonder of the great outdoors!

Club Boating Done Right!

Getaway Sailing is owned and operated by the Chesapeake Boating Club. Go sailing and power boating without the hassle of owning a boat! We're the most cost-effective way to go boating.


Boating should be flexible, fun and affordable! This is what we believed when we opened for business in 1992 in the Historic Eastport section of Annapolis, and that commitment has made us what we are today - The #1 flexible boat sharing program on the Chesapeake Bay. In 2012 we added a second location in the historic neighborhood of Canton, just minutes from downtown Baltimore's inner harbor. Let us help you experience the thrill of boating at a fraction of the cost of ownership.


Not sure if your ready for a membership? Whether you live in the Baltimore area, visiting for the day, on vacation, or downtown for business, we have something to offer anyone who wishes to experience and enjoy Maryland's number one natural resource the Chesapeake Bay.


Join the Club (410)-280-8692

Area Happenings

Find out what's happening in and around Annapolis and Baltimore

Photo Gallery

We're always snapping pictures... see if we snapped one of you!

Member Tips and Tricks

Find all our best secrets in one place... from starting the motor to sail trim.

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