Planning a Romantic Weekend in the Hamptons

the hamptons romantic weekend getaway

With the month of love upon us, you’re liking thinking of where you can take your special someone for a weekend getaway. Get away from all the noise and distractions of the city and plan a romantic weekend in the Hamptons for you and your love.

From surprising them with the news to planning what you two will do, we have you covered with this guide that will surely help you make it memorable. And who knows, it might even be the opportunity you’ve been looking for to propose.

Let Them in on Your Plans

While this is a fun surprise, you still want to give them a head’s up so they can make any arrangements they need to with pets, work, or any other obligations they may have. Whether you tell them a few weeks ahead of time (some people are really that busy) or you make it feel spontaneous by just giving them a day’s notice, they’ll surely appreciate the consideration.

To get the mood going before the weekend even starts, send them a sweet note telling them about your plans attached to a beautiful bouquet of romantic flowers in their favorite colors.

Do Your Research

To make the weekend as perfect as possible, we recommend researching the area ahead of time. This is especially important if you’re on a budget as the East End is notoriously pricey. When getting started with your research, there are a few categories that you should make a priority:


Trying new dining establishments is undoubtedly one of the best parts of traveling. And fortunately, there is no shortage of amazing food throughout the Hamptons and the surrounding areas. If you’re taking a standard Friday through Monday trip, you’ll want to have a few ideas in mind for a few breakfast spots, where to get the best cup of coffee, as well as where you can eat for lunch or dessert.

Some of our dining favorites: Hampton Coffee Company, Bel Mare Ristorante, Green Hill Kitchen in Greenport, etc.


There’s plenty of opportunity for a weekend of relaxation or exploration, depending on what you prefer. For the budget-conscious, spending your time on the beach or camping is a wallet-friendly trip that gives you plenty of opportunity to kick up the romance with bonfires and nights spent watching the stars.

Make sure you also visit the Montauk Point Lighthouse Montauk for a picturesque view and photo opp. Some of our couples’ favorite daytime activities include Paumanok Vineyards, Suffolk Theater, or visiting Lavender by the Bay.

Wondering how to spend your time after dinner? Cozy up for a nightcap at your hotel bar, head to a local dessert shop, or enjoy the great night life on the North Fork.

Some of our favorite activities: East End Bike Tour, apple picking, and wine tasting.

the hamptons accomodations hotels


It is hard to go wrong when choosing accommodations in the Hamptons, whether it’s a seaside hotel overlooking the Atlantic Ocean or the Heather Hills campsite. Wherever you choose to stay, you will enjoy a unique experience that’s both cute and classy. There are plenty of high-end hotel experiences to choose from with luxury accommodations as well as affordable but charming Airbnbs for all budgets.

Some of our favorite accommodations: The Maidstone Hotel, HERO Beach Club, The Hedges Inn, and Sunrise Guest House.

Consider your special someone’s preferences when making your arrangements. If it’s not supposed to be complete surprise, you can also bring them in on the planning and have them help you narrow down your choices.

Come Prepared

If your goal is to spark the romance and make your loved one feel extra special, you’ll want to pack appropriately. Here are a few things we recommend throwing in your bag to make your weekend one they won’t soon forget:

  • A candle or two to set the mood
  • A Bluetooth speaker to play your special song
  • Massage oil to help work away the worries of the week
  • A bottle of their favorite wine (and a bottle opener)
  • Bath soak or salts if there’s a tub in the room

As you can see, planning a romantic Valentine’s Day, an anniversary celebration, or weekend away just because is easy to do when your destination is the Hamptons because there is plenty to do, see, and eat with the one you love.