Home of the “tea dance,” Fire Island Pines is a zigzag of boardwalks that lead to the island’s most ritzy real estate. The Pines turnout is known to be a bit more subdued than its neighboring Cherry Grove. Indeed the Pines is an affluent gay-friendly community where same-sex as well as heterosexual lifestyles co-exist comfortably.

It is fabled that Fire Island Pines was named due to a shipwreck in which a cargo of evergreen trees that were being transported for the Christmas season came to shore and took root, giving the area its lush green appearance. While this may or may not be true, the Lone Hill Lifesaving station was located in this proximity of Fire Island during the 19th Century. The Lone Hill building was used as the Fire Island Pines Community House right through the 20th Century until it was ultimately razed and Whyte Hall took its place.

In 1924 the Home Guardian Company purchased the tract of land that would become Fire Island Pines for the purposes of Real Estate development. But with the Great Depression followed by the Second World War, the tract languished until 1952 when the Smadbeck Brothers (also known as the “Henry Fords of Real Estate”) subdivided the into 122 lots for sale and constructed a private harbor with large landing dock with the vision of marketing the community to the boating enthusiast. And while this vision did in fact become true, dynamics of the era made the conditions right to make the area attractive to a wealthy gay clientele.

Today charitable fundraisers and cocktail parties dot the Fire Island Pines’ social calendar also summer long, with the annual “Invasion of the Pines,” the Fire Island Dance Festival and the Ascension Party being among the most notable. The Pines caters to its Manhattan weekenders and features delightful markets, boutiques and restaurants. Ferry service is out of Sayville, NY.

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Fire Island PinesFire Island Pines is a hamlet in the Town of Brookhaven, Suffolk County, New York, United States. It is located on Fire Island, a barrier island on the southern side of Long Island.

The Pines features zigzag boardwalks that lead to the island’s most ritzy real estate. The Pines turnout is known to be a bit more subdued than its neighboring Cherry Grove. Charitable fundraisers and cocktail parties fill the Fire Island Pines’ social calendar, with the annual “Invasion of the Pines” event being perhaps the most notable. The Pines caters to its Manhattan weekenders and features delightful markets, boutiques and restaurants.

We have selected a few of our Fire Island Pines favorites to make sure you get the most out of your travels.

Fire Island’s Best

Fire Island Pines Restaurants and Bars

The Blue Whale

The Blue WhaleThe Blue Whale is home to multiple regular events, including Low Tea, Yacht Club Dining (Dinner, 6 days a week + Weekend Brunch), and Weekend Evening Piano Bar and Cabaret Special Events.

This season, Yacht Club Dining at the Blue Whale brings innovative, share-able and satisfying seasonal cuisine. Guests can expect a selection of classic favorites and specialities with fresh, local market ingredients. Our menu features the best regional fish and seafood as well as premium meats and poultries. Whether dining al fresco on the harbor or relaxing in the more intimate dining room, we will ensure you experience our return to simple elegance.

Address: Harbor Walk, Fire Island, NY 11706, USA
Phone: +1 631-597-6500
Website:www.pinesfi.com/venue/blue-whale

 

Sip N’ Twirl

Sip N’ TwirlSip·n·Twirl is the Pines’ prime nightly lounge & club, from the beginning, to the very end, of the Fire Island season. As the Pines’ largest and most consistently busy club, Sip·n·Twirl features a full-service bar, for mingling + socializing, the TWIRLdeck, for afternoon/evening dancing + casual connections, PLUS a major dance floor – with state-of-the-art sound & video, and a DJ lineup that includes Community favorites and new faces, playing a variety of sounds, including Fire Island Favorites, & latest club sounds from around the world.

 

Address: 36 Fire Island Blvd, Fire Island Pines, NY 11782, USA
Phone: +1 631-597-3599
Website:www.pinesfi.com/SipnTwirl

More Restaurants and Bars can be found on fireisland.com/dining

Best Fire Island Pines Hotels

The Madison Fire Island Pines

The Madison Fire Island PinesIt’s modern, beautiful and in a class of its own.

Situated in the heart of the world’s most beautiful gay resort community, The Madison is located sixty seconds from the ferry and sixty seconds from the beach. Yet it’s an exclusive compound that’s a world away.

It’s a place where flat-screen televisions, high-speed internet service and massages by the pool are just the beginning; where private bathrooms are standard and every room is air conditioned; where a huge pool deck is surpassed only by an astonishing roof deck.
 

Address: 22 Atlantic Walk, Fire Island Pines, NY 11782, USA
Phone: +1 631-597-6061
Website:www.themadisonfi.com

Pines Bluff Overlook

Pines Bluff OverlookThis simple hotel on Fire Island is a minute’s walk from the beach, 1.5 miles from Cherry Grove and 2.8 miles from Sunken Forest.

The airy, unassuming rooms and suites all have sliding doors leading out to the deck, private bathrooms, free WiFi, TVs with satellite channels, DVD players, iPod docks and minifridges. There are also wood-panelled apartments available, with sitting areas and kitchens. Daily and weekly rates are available.

There’s a free continental breakfast, plus complimentary all-day drinks. Amenities include an outdoor pool, plus loungers and a rooftop hot tub with ocean views. The hotel is open between March and December.
 

Address: 362 Ocean Walk, Fire Island Pines, NY 11782, USA
Phone: +1 631-597-3064
Website:www.pinesbluffoverlook.com

More Hotels can be found on fireisland.com/fire-island-ny-hotels

Fire Island Pines Ferry

Sayville Ferry

Fire Island Pines FerrysThe Sayville Ferry began the Fire Island run in 1894. For over one hundred years, Fire Island – with its wide ocean beaches, natural forests, wetlands and lively downtowns – has been an attraction for people from all over the world. Fire Island’s central communities of Cherry Grove, Fire Island Pines, Water Island and Sailors Haven/Sunken Forest, a Fire Island National Seashore Park, are served by the Sayville Ferry, which is located on River Road in the South Shore hamlet of Sayville. Once on the island, the only means of transport is a hand-pulled wagon and the only rubber you burn is the soles of your shoes.

Address: 41 River Rd, Sayville, NY 11782, USA
Phone: +1 631-589-0810
Website:www.sayvilleferry.com

More Information and Ferry Schedules can be found on fireisland.com/fire-island-ferries-schedule