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.
◊ Sailing ◊ Powerboating ◊ Instruction
Testimonials: Our Club Members Say it Best
Hey Paul! As so often happens after a great J/80 sail, I feel a swell of gratitude to you and the entire J/Port group for making it possible. The enthusiasm and integrity of everyone is a pleasure to be a part of...May 2, 2016
Your infinite willingness to find ways to make the club so much more than an offer of inexpensive sailing is deeply appreciated. Thank you, thank you, thank you.May 2, 2016
"Not having to maintain, haul out in the winter, worry about storms, etc cetera, more than makes up for [not owning]. It's a no-brainer!"May 2, 2016
The H20 is a blast. Thank you for bringing it on and making the introduction simple and fun. It keeps things interesting! Proof is in the pudding. She sailed us out of the creek and didn' t let go of the tiller til we got back into the creek about 1hour 20 minutes later. Bravo!May 2, 2016

Read the Chesapeake Bay
Magazine review of The Club
Join the Club: Tim Sayles,
Editor of Chesapeake Bay Magazine,
on the Boat Club Concept