The Hamptons

I am going to start off by saying that the Hampton’s made me feel like I was part of the Gossip Girl crew and anyone that knows me, knows that I loooove Gossip Girl, so it was a big moment for me haha. The Hampton’s are a boujee area in New York where the rich and famous like to vacation. It has also become a destination on the hit TV show on Bravo called Summer House, which looks at a couple of people from New York that rent a summer-house in the Hampton’s.

So, I had the pleasure of celebrating one of my best friends birthday over Memorial Day Weekend (opening weekend of the Hampton’s), and I had the absolute best time. I want to take you through some of the things we did and places we went to show you some of the highlights of the trip.

The Ultimate Guide to a Weekend in the Hampton’s:

Day 1 (Thursday): We arrived on Thursday to New York. There isn’t a major airport in the Hampton’s, so you will most likely have to arrive to NYC first. Our plan was to go to the Hamptons early Friday morning which meant that we got to spend the day in New York City. As some of you may know, I love NYC. There is just this feeling I get when I am there and I feel like there is always something new to see and do. Since, I was in New York in March, I didn’t feel the need to go sight-seeing, so my friend and I went out to lunch and did some shopping and at night we went out to dinner and some drinks with the rest of the group.

Lunch: By Chloe – really great Vegan place. I am not vegan myself, but they had very delicious food and make sure to get the coconut water. It was one of the best I have ever had!


Dinner/Drinks: Salvation Taco– if you are looking for a fun place to grab a bite and hang out with your friends then this place is it. There is also a rooftop with stunning views, so make sure you make a reservation if you want to get up there.

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Day 2 (Friday): departure to the Hampton’s via the Jitney. Make sure to book it ahead of time because in the summer it is a popular spot to go to so the spots fill up fast. It takes about 2 or so hours to get there, so make sure you incorporate that in your schedule.

Housing: we rented out an Airbnb due to there being 16 of us, but if you have a smaller group, there are hotels to choose from too if that is more your style. I personally loved the Airbnb idea, not only because there was a lot of us but we also had an outdoor pool and a kitchen, therefore we didn’t have to eat out for every meal because the Hampton’s can get pretty pricey.


Dinner: the first night we made dinner at the house. We had some appetizers, grilled some turkey burgers, and started to get our drink on. It was pretty great because we had plenty of time to get ready for the night and all got to hang out, drink and eat together. Since it was my friend’s birthday, we did cake that night too and the cake was amazing!!

Nightlife: for our first night out, we went to Stephen Talkhouse. It was a really fun atmosphere and they had a live band. Expect to wait in line because it is a hot spot and a lot of people like to go out there.

Day 3: (Saturday): This was our boujee day for sure. We had some bagels in the morning and headed out to Gurney’s in Montauk. This is another hot spot and where all the cool kids go to get their drink on. It is basically a party on the beach and you must have a reservation to even get on the beach. Make sure you book your tables or cabana like we did in advance and expect to spend that cash because things here are pretty pricey. But, you will have a great time guaranteed. With a DJ bumping some tunes and everyone in a good mood, it is definitely a fun time.


After Party: The Sloppy Tuna!! Just like the name, prepare to take your buzzed booty and get a little sloppy. With stunning water views and a really fun atmosphere, this place is perfect to continue on the party.

Dinner: Order some food in. We ended up going home and getting some pizza and just hung out at the house which was a perfect way to end the eventful day we had.

Day 3 (Sunday): this was our last full day of the trip and unfortunately it rained. The only good part about this was that it gave us all the day to recoup a bit and get ready for the night.

Lunch: you cannot go somewhere that is near the ocean and not have seafood (unless you do not like it of course). We all hung out inside all day and then got ourselves some lobster rolls and clam chowder soup. I am not sure if we were all just starving but it was definitely up there on the list of one of the best lobster rolls I ever had.

Dinner: 75 Main. Get ready for a fancy and delicious meal. Their appetizers were great and so was the pasta. Definitely make sure you check this place out because it is definitely a hot spot and you will not regret it.

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Night Out: AM Southampton was our choice for the night out due to having the club owner approach us at dinner and getting us a deal to go the club. If you are looking for a place to get your dance on and to have a really wild night, then this is the perfect way to end your trip and a night out.

Day 4 (Monday) : departure day. Make sure to take into account that there be traffic on your way back so plan your flight and bus accordingly if you chose that route.

The Hampton’s were definitely a bucket list destination for me, so I am ecstatic to say that I was able to cross it off the list. My favorite part of the whole experience, was that it can be for anyone and everyone. It is a great place for families, for birthday parties, romantic getaways and even just a weekend with your friends.

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Who has been to the Hampton’s? What was your favorite part? Let me know πŸ™‚

Happy Travels – xoxo Dre <3

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