The Oak Bluffs Port Authority oversees port operations in Oak Bluffs Harbor. The largest marina on Martha's Vineyard is in Oak Bluffs Harbor. It contains the most slips in one place on the island, and it is surrounded by the historic Gingerbread cottages in Oak Bluffs Harbor. In addition to the marina, Oak Bluffs Harbor offers wonderful public beaches, abundant wildlife and fish, a golf course, great public parks, and a microbrewery.

The Oak Bluffs Marina is popular with boaters, and it offers easy access to the rest of Martha's Vineyard. The Oak Bluffs Harbor marina contains 80 slips, 45 moorings, and can Med-moor yachts to 32 meters (105 feet) long. The marina works in partnership with nearby businesses to offer a full range of services to visiting boaters.

The Massachusetts legislature created The Woods Hole, Martha's Vineyard and Nantucket Steamship Authority as a public organization to provide transportation of people and goods to the islands of Martha's Vineyard and Nantucket. The ferries carry passengers, vehicles, and commercial freight trucks.

The ferries operate between the mainland ports of Hyannis and Woods Hole. The Steamship Authority licenses private ferry operators to provide service between New Bedford and Oak Bluffs Harbor on a seasonal basis.

Five company ferries serve Oak Bluffs Harbor, most of them during the summer tourist season. They are operated by the Steamship Authority, Martha's Vineyard Fast Ferry, Island Queen, New England Fast Ferry Company, and Hyline Cruises.

Island Queen makes the 40-minute trip between Falmouth and Oak Bluffs Harbor on a seasonal basis. Island Queen operates from May through October. The Rhode Island Martha's Vineyard Fast Ferry also operates from May through October, traveling from North Kingstown, Rhode Island, to Oak Bluffs Harbor. The New England Fast Ferry Company operates from May through October from State Pier in New Bedford to Oak Bluffs Harbor.

Hyline Cruises operates throughout the year (except Christmas) between Hyannis and Oak Bluffs Harbor. It also has a high-speed ferry that travels between Oak Bluffs Harbor and Nantucket Harbor.

Oak Bluffs Harbor's Seaview Waterfront Committee was created in 2008 to conduct studies and make recommendations for ways to restore the town's eastern shoreline which is the mainstay of the local summer resort economy. The committee is charged with preserving recreation, open spaces, and the popular in-town beach.

Their project will preserve the coastal bluff system underlying Beach Road, protect Ocean Park, and safeguard the Oak Bluffs Harbor Wastewater System's effluent beds beneath Ocean Park. Their efforts will protect homes along the waterfront and public access to transportation facilities.

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