September: Orr’s-Bailey Yacht Club mooring field on Orrs Island, Maine


If you can correctly identify this harbor, you’ll be on your way to winning a fine Points East designer cap. To qualify, identify the harbor AND tell us something about the harbor, such as how you recognized it and some reasons you like to hang out there. We’ll pick a winner from all of the correct entries and print the answers in the next issue of Points East and also post them here.

Deadline for entries was Friday, September 9. The list of correct answers are below.


My Sabre 34 Kaper was cropped out of photo

OBYC it be! Without any doubt, the September Mystery Harbor is of the Orr’s-Bailey Yacht Club mooring field on Orrs Island, Maine. Looking west across the field is Cox Ledge with Merriconeag Sound in the background. The Casco Bay Lines ferry, Aucocisco III, is making it’s daily run from Bailey Island back to Portland, full of summer visitors.

I know all this as my wife and I have been members of OBYC for the past 16 years. We moor our Sabre 34 MKI sloop Kaper here, and unfortunately she was just cropped out of the photo. On the far right of Cox Ledge is a daymark that’s nearly obscured by our resident osprey family, who are known for making a nuisance by perching atop sailboat masts in the field. Several years ago our masthead wind transducer succumbed to their nasty talons.

OBYC is a low-key yacht club with a high emphasis on volunteerism and family, and less on pomp and circumstance. We warmly welcome visiting yachtsmen transiting the area, and we have several large guest moorings to accommodate yachts up to 40 feet. It’s a great stop on the way Downeast, and just a short downwind jaunt up the Merriconeag.

Nearby are several restaurants, kayak rentals, local craft shops, and the pre-requiste ice-cream shop just a short walk away. The 70-foot, Maine-built wooden schooner Alert adorns our anchorage and offers daily sails. There’s no better place to enjoy an evening libation than sitting in your cockpit or on our clubhouse porch watching the sunset over Harpswell Harbor to the west, with Alert ghosting by. Check out our website at or hail us on VHF channel 09 and come pay us a visit.

Paul Cournoyer
Portland, Maine
s/v Kaper

It’s close to Cook’s Lobster House

Good thing you didn’t show the world famous crib bridge in the lower left corner of the picture. That would have made it much easier to identify for casual readers. The inner body of water leads to either the bridge or the Cook’s Lobster House docks. Beyond, where the Portland-based Casco Bay Lines boat is, lies Harpswell Sound.

Cook’s is about five miles from our house by boat, as we live in Quahog Bay, just north of Snow Island. We’ve been to Cook’s many times over the years, always by boat. It’s more fun getting there by water.

Armand and Anne Bouchard
Harpswell, Maine

I once worked for Casco Bay Lines

I believe this is the cove on the northeast end of Bailey Island, Maine. The picture was taken from southwest end of Orrs Island, just before the Cribstone Bridge connecting Orrs and Bailey islands. In the photo is the Casco Bay Lines ferry that runs to Bailey Island in the summer and comes into that cove and docks at Cooks Lobster restaurant.

Having worked for Casco Bay Lines, I have made many trips into this cove. Thanks for a good publication.

Ross Lane
Portland, Maine

It’s also known as Garrison Cove

I’m writing to answer the Mystery Harbor question in the September issue. The photo was taken looking westerly from Orrs Island, Maine. Locally known as Garrison Cove. The photo is taken at low tide with Cox Ledge, running north and south, in the middle of the photo.

The shore with the cottages at the top of the photo is Stover Point. The sailboats, lobsterboat, and the Casco Bay Line ferry are running south down Harpswell Sound. I moor my 18-foot center-console Sea Fox in Stover Cove, and have enjoyed these waters for years. The photo is likely taken from, or very near, the Orr’s-Bailey Yacht Club.

Tom Owen
Harpswell, Maine

Walter Cronkite’s boat was often seen here

The mystery harbor is a picture of, Merriconeag Sound, in Harpswell, Maine, looking toward Stover’s Point and Harpswell Harbor. It was taken from Orrs Island, not far from the Cribstone Bridge, which joins Orrs Island to Bailey Island. Orrs and Bailey Islands are part of Harpwell.

For the past 27 years, I have lived up the hill from Harpswell Harbor and sailed my Catalina 30 on Merriconeag and Harpswell sounds. Harpswell Harbor is well protected and a great place to stop in nasty weather. We have had 140-foot boats in here this summer, and back in the day Walter Cronkite used to stop here on his way Downeast.

Capt. Jack Deislinger
Ark II Charters
Harpswell, Maine

Casco Bay ferry was the giveaway for me

We are regulars on the Casco Bay Line, so it took a while to realize that you had used their Bailey Island trip to make the task of identifying the “harbor” harder. But with help we were able to identify it. The photo is taken from the Orr’s-Bailey Yacht Club, looking west toward Cox Ledge and Harpswell, Maine. The Casco Bay Line ferry was the giveaway. We don’t think this is really a harbor, but it’s a good Mystery Harbor puzzle.

John Lugham and Bobby Temple
Long Island, Maine

Our ‘deflatable’ dinghy was popped well here

This is the Bailey Island harbor, probably from the Orr’s-Bailey Yacht Club. We haven’t been there for about 15 years, but it was a memorable overnight in our previous boat, Harbor Bell, with our two teenage daughters.

Our “deflatable” dinghy was popped good when it got under the self-steering gear, as a lobsterboat made a serious wake in the morning. The next day, in South Freeport, the harbormaster gave us an old hard dinghy that he didn’t want to watch anymore, greatly improving our remaining travels. About 10 years later, in 2012, that dinghy ended up going with our oldest daughter and her husband on their own sailboat adventure, to Prince Edward Island and back.

Albert Presgraves
S/V Magus
Peaks Island and Freeport, Maine

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