A Day in Downtown Bay Shore

1 Day

Bay Shore is the gateway to Long Island’s famed Fire Island where you can catch the ferry over to the beaches & bars. But did you know how vibrant & fun the Downtown of Bay Shore is itself? Between the exciting activities, the food & drink scene and unique small businesses on the main street, a day trip to Bay Shore promises a day to remember.

  • 445 Vanderbilt Blvd
  • (631) 648-8055

Welcome aboard the Tiki Boat “Enchanted”! This brand-new vessel is designed as a bar/nightclub on the water! With a capacity up to 30 guests, this custom-built masterpiece is crafted with meticulous attention to detail. It features a unique u-shaped bar with 12 mounted bar stools, where you can…

Grab the freshest handcrafted doughnuts made from scratch to get your fill of fun & unique doughnuts with a cup of Sail Away Coffee to go. Our favorite flavors are the Cinnamon Sugar Classic and Black Raspberry Filled Jelly. Complete the order with a specialty doughnut from the weekly flavor menu.

Uncover or unleash your inner artist. Book a class to learn how to paint scenic landscapes or even design your own wine glass while sipping on some of Long Island’s fine wines.

Serving up the freshest selection of hand-pressed burgers along with colorful hand-spun milkshakes & eclectic collection Long Island craft beers on the menu. You can even choose to make-your-own signature burger.

Whether you are looking to buy some of Long Island’s best south shore wines or experience a tasting of them yourself, Fire Island Vines is the spot to whet your pallet for a carefully curated selection of amazing wines.

To get the vibrant Long Island pub scene experience, stop on into T.J. Finley’s Public House or the Penny Pub on Main Street for the best happy hour and apps!

This restaurant captures the history of Long Island’s South Shore. Serving up delicious fare, the menu offers seasonally inspired creations and spreads, made with fresh and flavorful ingredients. With streamed lights, experience fine dining in a chic and charming atmosphere.

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