Rockland, Maine Sailing & Yacht Charters - Rockland, Maine Sailing Trips & Private Charters


Come sail away on our Rockland, Maine sailing trips. Enjoy sailing on your vacation and spend the day out on the water. Our Rockland, Maine sailing tours are a great activity for any traveler. You can relax and ride or learn to sail at one of our sailing schools. Our sailing adventures are a great addition to any vacation. Browse our Rockland, Maine sailing and plan your vacation today!

Rockland, Maine Sailing & Yacht Charters. Start Planning Your Vacation Today!

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Custom Sailing Charters from Rockland, Maine

Custom Sailing Charters from Rockland, Maine Rockland, Maine Sailing & Yacht Charters
Starting At
$30
per Person

Rockland, Maine Sailing & Yacht Charters - Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic, see Rockland's working waterfront, lighthouses, panoramic vistas, seals and seabirds. More info and contact on sailrockland dot com.

Sail the Maine Coast on the Schooner Stephen Taber

Sail the Maine Coast on the Schooner Stephen Taber Rockland, Maine Sailing & Yacht Charters
Starting At
$550
per Trip
hot travel deals

Rockland, Maine Sailing & Yacht Charters - The Schooner Stephen Taber offers 3-6 day sailing trips off the coast of Maine. Built in 1871 and based in Rockland, a trip aboard the Taber is unique, authentic, personal and relaxing. The ship carries 22 passengers and is a National Landmark.

Sailing aboard a Maine Windjammer

Sailing aboard a Maine Windjammer Rockland, Maine Sailing & Yacht Charters
Starting At
$525
per Person

Rockland, Maine Sailing & Yacht Charters - Experience authenic sailng on a historic Maine windjammer. See islands, wildlife, lighthouses and enjoy a traditional hearty meals cooked on a woodstove. Enjoy the rugged Maine coast from the right side...the ocean!


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