Freeport’s Nautical Mile

Freeport’s Nautical Mile is well known on Long Island. Its rightful name, Woodcleft Avenue, came into existence close to three hundred years ago, when it was rumored to be a haven for bootleggers, pirates and scoundrels. The very bed of the avenue was built on broken clamshells taken from the sea around it.

It boasts of being “The Boating and Fishing Capital of the East” and rightfully so. It is spotted with boating sales offices, services for all boating, restaurants, pubs, charters for hire, fish markets, recreational activities and gift shops. Just about everyday of the summer, the Nautical Mile takes on a lively and spirited atmosphere.

The day starts with the beautiful fishing charters, probably the largest fleet on the island, leaving port at sunrise, for half day cruises. Upon returning at noon, they leave once again for an afternoon of sport fishing. At night, some of these same charter boats double for more relaxation and fun, drifting out to the moonlit sea, as music, refreshments and romance are in store for all those on board.

Each restaurant has its own ambience. Many have outside decks that are alive with music and laughter. The menus are varied and the fish is always fresh. It would be a difficult task to single out any one in particular. So treat yourself, enjoy the view and try a few.

Gift and novelty shops open early and close late for all who stroll and browse the captivating Nautical Mile. From dolls, stained glass, brass, and kites to toys, decoys, puka shells, and all your likes. People come from near and far, some by boat, others by car. Slips are available along the canal, and from the decks of trawlers, fresh fish can be purchased. The inside markets have just about everything from live lobsters, to glistening fillets, and of course the famous “catch of the day.”

This area of Freeport is a very special experience, a challenge to put into words. But there once was an old salt who used to say: “Walk a nautical mile in Freeport town, and you’re sure to feel up instead of down. Buy a fresh caught fish from a docked boat or watch a seagull land on a bobbing float. Pick a granddad lobster from the salt water well or eat a mess of clams on the half shell. Taste that spicy bowl of hot clam chowder, while standing in awe as the fisherman filet the flounder. Buy a rowboat or a cabin cruiser, either one will be fun when you use it here. Pick up a pole and don’t forget the bait, stop in the shops, the gifts are great!”

So when you’re near Freeport, come on down, join in and be a part of this three hundred year old history. Boat, shop, snack or stop, you’re sure to end up with a warm smile if you venture to wander down Freeport’s “Nautical Mile.”

- Marie Bolton
- Proprietor of the Whales Tale Boutique