Chesapeake Bay Sail or Power Boat Charters & Rentals ? There's a better way with the Chesapeake Boating Club.
Whether you're a beginner or an old salt, you'll find a range of high quality boats to meet your needs.
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. Let us help you experience the thrill of boating at a fraction of the cost of ownership.
Choose the right boat for any adventure - Sail and Power from 17'- 36'
Located only .5 miles from the heart of Annapolis, and .3 miles to open water.
Join us for monthly free educational themed socials.
Testimonials: Our Club Members Say it Best
Recent improvements that have been completed in 2022 for Chesapeake Boating Club boats:
Bottom jobs and topsides cleanings on...
Sea Swirl (powerboat)
Windtrip V (J/105)
Calypso's Spell (J/105)
Grady White (powerboat)
Liberty (Albin 28 powerboat)
Wired (Club J/80)