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A Fleet of Day Sailers - Ready and Waiting for You

Let's face it - time is a precious.  So when you want to get out for a day of sailing on the Chesapeake Bay, you  don't want to be concerned about boat maintenance, slip fees or all the little costs associated with owning a boat.  That's why the Club offers the best possible solution - an entire fleet of easy-to-sail J/80's Sonar's, Cal 22's, Harbor 20's and Ideal 18 daysailers that are always ready and waiting for you at either location. So when the wind is right and you're inclined, reserve your boat and go sailing.  The Club is far more economical and easier than chartering or renting - and the boats are ready to go when you are.

Sail Club Level 1 Annual membership Includes Unlimited Use of:

  • (6) 26' J/80's
  • (5) 23' Sonar's
  • (4) Cal 22's
  • (3) Harbor 20's
  • (2) Ideal 18's
  • Easy Online Boat Reservation System - Step Aboard and Go!
  • Two locations, Annapolis and Baltimore (check each location for current fleet)   
  • No Maintenance, Repair or Dock Fees
  •     Check out the Membership Plans

For Overnight Use, Check Our Cruising Boats

Harbor 20's - The Classic Modern Daysailer

The Harbor 20 Day Sailer

There's a better and more economical way to go sailing than renting or chartering a sailboat.  Join the Club and have immediate access to a fleet of modern daysailers like the Club's Harbor 20 sailboats.  

The Schock-designed Harbor 20's blend the classic beauty of a traditional daysailer with state-of-the-art marine technology. While the Harbor 20 presents a graceful shearline, its thoroughly modern underbody and rig make for a fast and easily-handled contemporary daysailer.

With incredible stability and loads of conveniences, the Harbor 20 can be rigged in minutes and sailed single-handedly, or with a group. There's no better opportunity to share sailing excitement with friends and family-whether they're seasoned sailors or not.  

The J/80 - The Family Fun Rocketship

The J/80 Family Rocketship

Sailing can be the world's best family sport and the Club makes it incredibly easy and convenient. The key is a boat that holds the attention and interest of many types of sailors - without the hassles of slip fees, maintenance, insurance and trailers.  The Club's fleet of J/80 sailboats offer it all, with thrilling 15 knot rides under spinnaker or relaxed sunset cruises with mainsail only. SAILING WORLD rated J/80 as easier to handle, less intimidating, and safe - an ideal boat for day sailing on the Chesapeake Bay. 

Thanks to its 1400lb. fixed lead keel, the Club's J/80's have a big-boat feel and require less crew - although there's plenty of room for the whole family or crew of friends. The boom is high for safety and good visibility. No one has to clamber over a cabin top because everyone sits in the 12 ft. long cockpit. Even toddlers are contained by playpen-high cockpit sides.

Sail Club Gallery

Join the Club!

Call (410) 280 8692

Club Member Testimonials

  • I joined the Jport Sailing Club last year because I wanted to have access to sailing on weekends. The boats were great and so were the people, and soon I found myself crewing in races and commuting to Annapolis from my home in Arlington every chance I could. 

Discounts Available!

Graduates of the J/World Performance Sailing School qualify for special discounts when joining. Ask us about our current offer. Check out the Frequently Asked Questions section and photos of the entire fleet!

Free Get Acquainted Ride

Call us to schedule this "no pressure" test ride. It will give you a chance to check the boats first hand and it gives us a chance to assess your boating skills. Call the Club at 410.280.8692 to schedule an appointment. 

Check Out Rides

Every member must be checked out on each boat type and prove to be proficient, prior to being allowed to make a reservation. Additional training is available.