Harpswell Boating & Marine Services
Boating and marine services have been an important part of this coastal Maine town of Harpswell. The ocean that surrounds this community of Harpswell Neck, Cundy’s Harbor, Bailey and Orr’s Island is a play ground for lobster fishing, sports fishing, sailing, sightseeing tours and pleasure cruising. Below is a list of businesses that help to support and service these wonderful activities.
ALERT Windjammer Cruises
N73º.748′ W69º.99′ Garrison Cove Road
Bailey Island, ME 04003 Directional Map
phone: 207-841-9125, 207-833-5531
email: tevakesailingcharters@hotmail.com
website: schooneralert.com
Schooner “ALERT” is a 70ft Maine built wooden tall-ship that offers Two, Four, and Six hour public and private sailing cruises for up to 28 passengers.
See our > Schooner Alert 2017 Event Schedule
ARK II CHARTERS
ARK II is a Catalina 30 tall rig available for captained charter.
Customized trips from Harpswell Harbor.
Main Contact: Jack Deislinger
Business Phone: 207-833-5329
Email: Jack@ArkIICharters.com
Website:http://arkiicharters.com/
Ark II Sail Charters depart from Cook’s Lobster House along the beautiful coast line of Casco Bay. View sealife, light houses, beautful summer cottages and Admiral Peary’s home. Call to create the perfect sailing experience for you and your group.
Barbarian III Charters
Available May to October
1866 Harpswell neck rd
Directional Map
Main Contact: Barry Crommett
Mailing Address: 1866 Harpswell Neck Rd
Business Phone: 207-833-5755 Cell: 924-4965
Email: barbarian3charters@gmail.com
Website: http://Barbarian3charters.com
Barbarian III Charters offers custom cruises. Our 31′ Lobster/Sport-fish is also well equipped for fishing for everything from mackerel to tuna and sharks. Departs from town dock at Pott’s Point
Main Contact: Barry Crommett
Big Bites Sportfishing
Main Contact: Capt. Jack Dostie
Business Phone: 576-1211
Email: jack@bigbites.us
Website: http://Bigbites.us
Sport-fishing fun for anglers of all ages and abilities. Inshore trips for Mackerel, Pollack, Stripers and Blues. Sight seeing, seal-watching or customized trips to fit your needs.
Casco Bay Sights-N-Lights
Contact Person: Capt. Len Duda
Phone:(207) 837-1788
Email: cascobaysightsnlights@gmail.com
Website: https://www.cascobaysightseeing.com/
Times of operation: Open every day from May 25 through October 5
Enjoy the beauty of Harpswell and the islands of Casco Bay on-board the Fantasea, from Portland Harbor to the Kennebec River and Bath.
We pick up on the dock at: Morse’s Cribstone Grill
1945 Harpswell Island Road Bailey Island, Me.
Captain Jay McGowen, Sportfishing and Sightseeing Charters
Mailing Address: P.O. Box 233 , Orrs Island, ME, 04066
Business Phone: Cell 321-213-1146, 207-833-6054
Email: Harpswellfishing@yahoo.com
Half day and full day fishing trips for stripers, bluefish and mackerel. Light tackle and flyfishing for all ages and skill levels. Bring the kids!
Sightseeing, eco tours, lighthouses and bird watching. Watch lobstermen hauling their traps and seals basking in the sun. Call to set up your private tour.
Dolphin Marina and Restaurant
515 Basin Point Rd
Harpswell, ME 04079 Directional Map
hours: 8:00 am – 5:00 pm
phone: 207-833-5343
fax: 207-833-5671
email: info@dolphinmarinaandrestaurant.com
website: www.dolphinmarinaandrestaurant.com
Located in Potts Harbor on the tip of Harpswell, Dolphin Marina can accommodate vessels up to 100 feet for daily, overnight and seasonal dockage.
Great Island Boat Yard
Great Island Boat Yard cares for 200 boats and keeps 100 in the marina for the summer. Over half of our customers 
come to us from other New England states. A parade of boats makes the 120-mile trip between Great Island Boat Yard and the Cape Cod Canal every spring and fall. We paint, repair, repower, and “refit” dozens of boats annually.
Holbrook Community Foundation
984 Cundy’s Harbor Road
Harpswell, ME 04079 Directional Map
phone: 207-725-4505
email: info@holbrookcommunityfoundation.org
website: www.holbrookcommunityfoundation.org
Holbrook Community Foundation is a non-profit organization in Cundy’s Harbor that operates Holbrook’s — a commercial fishing wharf, snack bar, store and historic house which contains apartments and a photographic gallery. The general store (207-725-0022) and snack bar (207-729-9050) are open May to September. HCF sponsors community events including lobster crate races at the annual Cundy’s Harbor Days in August and a Labor Day Breakfast on the Wharf.
Currently there is one20’x 24’ commercial fishing bay available for rent on our wharf.
Contact Bill Mangum at 207-725-4505 or click here to send an email for more information.
Merriconeag Yachting Association
Contact: Rick Meisenbach
Address: 72 Firehouse Road, Harpswell Maine
Phone: 207-841-9863
Email: harpswellrm@gmail.com
Facebook Site: Merriconeag Yachting Association
Founded in 1920, the MYA holds sailboat races on Merriconeag Sound in Harpswell during the month of August. All sailors welcome.
Races begin at 2pm on every Saturday in August: August 6th, August 13th, August 20th, August 27th.
Orr’s-Bailey Yacht Club
Orr’s Island, ME 04066 Directional Map
hours: May – October
phone: 207-833-7312
website: www.obyc.org
Orr’s-Bailey Yacht Club is a family-oriented club whose 250 members enjoy access to the water as well as various educational and social events. It is also home of the Abbot Fletcher Sailing School.
Sea Escape Cottages & Charters
23 Sea Escape Lane
Bailey Island, ME 04003 Directional Map
hours: May – October
phone: 207-833-5531
fax: 207-833-2905
email: seaesc@gwi.net
website: www.seaescapecottages.com
Captain Les, Bethany or Perry offer private charters for Sightseeing and Eagle Island tours aboard the 24 ft. Sea Escape Too.
Tevake Sailing Charters
N73º.748′ W69º.99′ Garrison Cove Road
Bailey Island, ME 04003 Directional Map
phone: 207-841-9125, 207-833-5531
email: tevakesailingcharters@hotmail.com
website: www.seaescapecottages.com
Captains Perry and Bethany take up to six passengers on their classic two masted sailing vessel ”TEVAKE”. They offer two, four, and six hour trips. They also offer custom Charters. Call for reservations.
Maine Lobster Harvesting and Seal Watching Tours
Main Contact: Kate Wing
Email: westwindlobstertours@gmail.comBusiness Phone: 207-939-5481
Fax #: FaceBook Page: Like us on facebook Website: www.westwindlobstertours.com Available June – October Let’s go lobstering on a real 30’ Maine Lobster Boat. Watch while licensed Captain and Registered Maine Guide Jay McGowen hauls traps and see firsthand what we catch. We’ll talk about the
history of lobstering while the traps are baited and reset. Learn how
lobsters live, grow, and eat. On the way we will watch for seals, porpoises
and a variety of sea birds. Private or semi-private charters. Call or Email for reservations.