lawwng island, my first home.
LONG ISLAND, NEW YORK – Language Spoken: we tawk our own English with lots of w’s in everything through our nasal passages – Location: East Coast, USA

What can I say? I grew up in a beautiful place filled with beautiful people, and supposedly the exact place I spent most of my younger days was named the friendliest town in America. Who knows if that is actually true, but I like to think I’m pretty darn friendly. My hometown is a small, quaint clamming town where you can hop off a boat in the Great South Bay and dig your toes in the sand to pick up clams with your toes. Toe clamming is the way to go. You can use other methods, but I prefer the toes, so I can say I understand the orginial purpose of the pants I loathe so much… historically named “clam diggers” now called capris (yuck!). My hometown is West Sayville, Sayville was actually the friendliest town, but we are pretty much the same… although most people in Sayville tend to think the West Sayvillians are not at their status 😉

West Sayville Marine Museum Dock
HAMPTONS AND MONTAUK
I live about 30-50 minutes away from the famous Haaaaamptons, you need to say it with the accent of the elite. No one really says it like that, but unHamptonites like to say it like that to make ourselves feel better. I’m totally just kidding… kinda. The Hamptons are well known for their beautiful beaches, elite hot spots, summer celebrity sights, wineries, and high end shopping. I believe the Hamptons and Montauk (the very end of Long Island) have the best summer bars and clubs, restaurants, lounges on Long Island.
Montauk has to be one of my favorite places to go in all seasons. In the winter, it is completely dead and it is nice to go to with no crowds although a lot of the businesses are closed for the season. If you can find a hotel that stays open, the rates are awesome and it is very relaxing to get away for a couple days. In the summer, everyone comes from all over New York. There are a lot of tourist spots, including the lighthouse that are full of history and Long Island charm. Locals know the best spots to avoid those crowds and they tend not to share those secret spots.
FIRE ISLAND
The south shore of Long Island borders the Great South Bay with the barrier of Fire Island, other parts of the shore get the Atlantic Ocean. Fire Island is one of my other favorite spots to enjoy in the summer months. You can take the ferry from multiple different towns (Sayville, Bayshore, Patchogue, Bellport) on Long Island, take a water taxi or boat. Heck, you can even paddle board across, but it’ll take you a while. Fire Island has a bunch of different towns to explore, it is known for its great bars and restaurants, and beautiful beaches. Some towns are poppin’ with people and others are quaint. I grew up going to Sailor’s Haven and Sunken Meadow, but they are not a place to go if you want to party. There is literally only a dock, a concession stand and a big clean beach. You can walk to Cherry Grove to get restaurants and bars, but an FYI – it is a predominately LGBT crowd and some nudity. I grew up going there and I love it, but just to let you know so there are no shockers. Keep your judgments at home! Everyone is there to have fun and be free to love! Cherry Grove is lively and fullllllllllllllllllllllll of great entertainment! The bars are always packed and they have the best pizza around 🙂
The other hot spots on Fire Island are Ocean Beach and Davis Park where there is a mix crowd, sometimes generally early 20s -mid 30s crowd at the bars, but there are most definitely families that go there as well. The best tip I can give you if you plan on going to any beach on Fire Island is to get a ferry schedule because you will need to prepare to come home if you don’t have a hotel room. Ferries do stop running at certain times and you need to be aware of the time. There are airbnbs, houses, and hotels available to stay for the night, but you need to book in advance because they do sell out for the season.
The best ocean beaches along the shore that are public besides the ones out east are Robert Moses, Jones Beach, and Long Beach (cute town to eat, drink, and beach). Most cost money to get into, but once you are in you have the day.
NORTH SHORE AND FORK
The north shore is known as the gold coast, even though the Hamptons are on the south shore. There are very affluent areas with tons of cute little towns along the shore which borders the Long Island Sound. On a clear day you can even see Connecticut from the shore. Some towns that I suggest visiting are Cold Spring Harbor, Huntington, Northport, Bayville, Port Jefferson, Oyster Bay and the list goes on…. but those are my favorites.
Now on the north shore on the east end (north fork), there are a TON of stunning wineries. You can do a wine tour, wine pedal on a bike, go to a few in one day by taxi/limo/bus or just park it for the day at one to enjoy the scenery. My favorite wineries are Bedell, Sparkling Pointe (sparkling winery), Croteaux (rose winery), and Wolffer Estate (my FAVORITE). There are also plenty of breweries for the non-winos that I have been to that most people enjoy. I just hate beer, so I can’t give you a 100% true review on them. At the end of the north fork is Greenport, which is an adorable little town full of life and summer attraction. My tip for north fork fun if you are staying in the area, but don’t want to pay east end prices is to stay in Riverhead. There are a couple hotels in the area and then you can uber out to the fork to be safe. Riverhead is a bit cheaper and not nearly as nice, but there is shopping and hotels if necessary. Riverhead also has some fine breweries, with a cute town, an aquarium, and restaurants.

F Y I
Towns that are good for nightlife and dining on Long Island: Long Beach, Patchogue, Huntington, Montauk, Bayshore, Hamptons Bay area, Port Jefferson (I’ll keep adding)
Towns for nice dining: Oyster Bay, Port Jefferson, Cold Spring Harbor, Sayville, Babylon, Bridgehampton, West Hampton Beach, East Hampton, and South Hampton.
Best Wineries in my opinion: Bedell, Sparkling Pointe (sparkling wine winery), Croteaux (rose winery), and Wolffer Estate
Towns to Stay: East Hampton $$$ Southampton $$$ Riverhead $$
Breweries: Blue Point Brewing Company (Patchogue), Moustache Brewery (Riverhead), Long Ireland (Riverhead), Greenport Brewery (Greenport), Great South Bay Brewery (Bayshore) and more
Vodka Distillery: LIV (Riverhead)
Hotels are available all over the island, but they are mostly near the highways. Although they are much more affordable, you will not get the “typical” Long Island experience. If you don’t mind just staying in a hotel then jetting onto the highway for a bit to get to the nicer places then that is a good affordable option.
*$$$ Expensive $$ Expensive but affordable during summer months



