The Maine Windjammer Association
Maine Windjammer Association Newsletter
March 2018
 / VOLUME 18 / ISSUE 3
Captains’ Favorite Anchorages

If you want to really see a place, browse all the secret spots, get the real deal, you have to find a local guide, someone who really knows what they’re talking about. Here in Maine, that’s a Maine Windjammer Association Captain. One of the many reasons that Maine windjamming is a once-in-a-lifetime experience is that the captains generously share the best – best food, best stories and best anchorages – with their guests. What follows are images and thoughts from some of the captains’ about their favorite anchorages in Maine.


credit: Captain Dennis Gallant


Tom Cod Cove is one of the Captain Dennis’s favorite anchorages. Trying out the stand-up paddleboards that Dennis built is a fun Angelique activity in this protected cove.


credit: Bridget Rolfe


Captain John Foss of Schooner American Eagle says, “Cutler (Little River) is beautiful and the guests love it.”


credit: Badge Blackett


Captain Kip Files of Victory Chimes loves Pulpit Harbor. “It’s well protected, has great wildlife and is a favorite with guests, too!”


credit: Captain Linda Lee


Captains Doug and Linda Lee of Heritage have a number of favorites: Smith Cove, Wreck Island, Burnt Island (pictured here), Orcutt Harbor and Swan’s Island.
    “We have so many favorites. Some have good friends we get to visit with while others are wonderful for seeing the sunrise, sunset and for star-gazing as there are very few lights to ruin the view of the Milky Way and Andromeda. Quiet anchorages, with a chance to see seals, porpoise, great blue herons, osprey, eagles, and the occasional deer or moose, are so nice for rowboat exploration or a chance to try the small sail boat.”


credit: Captain Garth Wells


“A wonderful, tight little anchorage surrounded by granite and quiet,” Winter Harbor is a favorite of Captain Garth. Pictured here, the Lewis R. French is at anchor off Burnt Island, near North Haven and Vinalhaven. Guests can enjoy wonderful hiking trails, and protection from wind on all sides. Captain Garth’s young son August loves it, too, for the smooth waters—watch him explore the anchorage on a stand-up paddleboard.


credit: Captain Barry King


Captain Barry and his guests aboard Mary Day love WoodenBoat, located in Great Cove just off Naskeag Point. Passengers can stretch their legs ashore, visit the world-famous boatschool, shop at the WoodenBoat Store that features all-things-nautical and best of all, during the WoodenBoat Sail-In, they can take in the sunset view surrounded by the entire windjammer fleet after an afternoon of music and festivities.

If the idea of visiting one of these lovely anchorages appeals to you, check out our sailing schedules to find a windjammer with space for you!

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