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The Sailing Club, Inc.

Sailing On The Schooner Grace Bailey

schooner Grace Bailey Sail the Maine coast aboard a former cargo schooner and relive the great days of sail on a tall-masted schooner, and spend carefree days among the islands of Maine.

A special treat for our September 9 departure is a "sail-in" to Brooklin, the site of the Wooden Boat School. There will be a gathering of classic wood vessels, and tours and shore festivities.

We will board the Grace Bailey on Sunday, September 9th any time after 5:00 pm, check in, and then go to dinner. The Grace Bailey will leave the dock on Monday morning and return to port on Friday at 10:00 am. The Wooden Boat Sail-in to Brooklin is scheduled for Tuesday. The cruise also includes all meals (Monday breakfast through Friday brunch), including a lobster bake on one of the islands, pillows, sheets, blankets and towels, and a five-day parking permit for your vehicle. Carbonated and alcoholic beverages are not included, but you are welcome to bring your own and use the built-in cooler on deck. The boat is configured with 9 cabins with double bed, 4 cabins with 2 single beds, and 3 single cabins. There are 4 heads below decks, one in each passenger area. There are also hot fresh-water showers below decks. The boat only accommodates 29 passengers, so act fast.


COST: $845.00 per person double occupancy; single cabin $880.00. If 10 or more people sign up there is a 10% discount.

DEPOSIT: $200.00 with balance due August 5, 2018. Reservations and payments are made directly with Margaret at Maine Windjammer Cruises. Call her at 800-736-7981 and be sure to identify yourself as with The Sailing Club.

For more information, contact Helen Buckley at 973-713-3597, or e-mail her at



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Current Trips

Schedule of our trips


On the Water Training
Havre De Grace, MD
June 2-3


Magothy River
June 23-25

Day Sail

Barnegat Bay
July 8

Lake Superior

The Apostle Islands
August 5-12

October Trip

October 6-8

Florida 2019

February 2019