Things to Do
Bugeye Schooner Jenny Norman
Traditional Wooden Boat sailing at its best! Jenny Norman is a family-owned charter boat that…
Explore →North End Shipyard Schooners
Heritage and American Eagle, two traditional Maine Windjammers, offer 3,4, and 6 day sailing adventures…
Explore →Palawan Sailing
Sail historic Casco Bay from Portland's Old Port on a vintage 58 foot ocean racer.…
Explore →Sand Dollar Sailing
Sand Dollar Sailing is a family business whose purpose is to share the joy of…
Explore →Schooner American Eagle
The 92' schooner American Eagle was built in Gloucester, Massachusetts in 1930. For 53 years…
Explore →Schooner Heritage
Sail on the newest Maine windjammer in the fleet, built in 1983 along the traditional…
Explore →Schooner Heron - Wooden Boat Company
Sail the Maine Coast aboard Schooner Yacht HERON. Experience the thrill of sailing a classic…
Explore →Schooner Isaac H. Evans
Isaac H. Evans was built in Mauricetown, New Jersey in 1886 and spent many years…
Explore →Schooner J. & E. Riggin
One of the famous Maine Windjammers offering folks authentic sailing vacations on the pristine Coast…
Explore →Schooner Kathryn B
105 foot 3 masted schooner. Cruises are 3,4, or 6 day cruises from Rockalnd, Maine.…
Explore →Schooner Lewis R. French
Sail the Maine Coast on the historic Schooner Lewis R. French. Offering 3,4 and 6…
Explore →Schooner Mary Day
The first schooner specifically built for the windjammer trade, Mary Day carries up to 30…
Explore →Schooner Nathaniel Bowditch
Nathaniel Bowditch was built as a racing yacht in 1922 in E.Boothbay, ME. The 82'schooner…
Explore →Schooner Stephen Taber
This nations oldest documented sailing vessel in continuous service, built in 1871 providing three and…
Explore →Schooner Surprise
Capt. Jack & Barb Moore have been offering 2 hour daysails for 16 years, catering…
Explore →Schooner Timberwind Cruises
The National Historic Landmark Vessel Schooner Timberwind offering 3, 4, and 6 day cruises for…
Explore →Windjammer Angelique
Angelique is your vacation spot in Maine! Great ocean views, lots of sailing, excellent food,…
Explore →Windjammer Wanderbird Wildlife Expedition Cruises / Rockport Schooner Cruises
Wanderbird Expeditions features nature oriented multi day windjammer cruises on the coast of Maine aboard…
Explore →Upcoming & Annual Events
Overnight Adventures Aboard Wendameen (1912), an Alden designed vintage schooner
Portland Schooner Company offers overnight adventures aboard Wendameen, an Alden designed schooner built in Maine…
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