What are the opening hours?

Monday 9am - 5pm Tuesday 9am - 5pm Wednesday 9am - 5pm Thursday 9am - 5pm Friday 9am - 5pm Saturday 9am - 5pm Sunday 9am - 5pm

Chesapeake Boating Club

Chesapeake Boating Club
Leave us a review: https://forms.gle/Q8W92hczuY9EoqUu6 We offer a variety of boats -- both sail and power -- from 19' to 34'.

Chesapeake Boating Club has been the #1 flexible boat sharing program on the Chesapeake Bay since 1992. We can help you experience the thrill of boating at a fraction of the cost of ownership. Whether you want to go day sailing, cruising for a weekend, or even plan a week-long excursion on the bay with our unique club, the possibilities are endless. Contact us today to learn about our annual memberships!

07/16/2026

Adventure Awaits! Learn to sail, level up your skills, and chase the Bay breeze with us.

05/29/2026

It’s a perfect day to go sailing! No boat? No problem — we’ve got you covered. Give us a call at 410-280-2040 and let’s get you out on the water.

03/24/2026

Discover the timeless skill of navigating by the sky and find your place in the universe. — stars over screens.

03/23/2026

⛵ Boaters of Annapolis!
Join us this Wednesday night for a fast, fun, and super useful Annapolis Area Boating Webinar.
Get local insights, pro tips, and a jump‑start on the season — all from home.
Grab your spot and get ready for a stronger season on the water.

03/14/2026

SHARK ATTACK at
Our J World Annapolis flotilla had a great time and Captain Tom won the dance contest.

01/12/2026

Math meets the open sea! 🌊📏
Join us January 28, 2026 for a hands‑on Nautical Arithmetic Webinar designed to boost your confidence at the helm. From speed‑time‑distance to course calculations, we’ll make the numbers make sense.