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Home » Hamptons Holiday Travel Guide: New Tips for 2023

Hamptons Holiday Travel Guide: New Tips for 2023

Thinking about a Hamptons holiday getaway? You’re not alone. Not long ago, the months of November through April were considered the “sleepy months” in the Hamptons, when seasonal businesses closed and summer dwellers returned home to the city.

But over the last few years, the Hamptons has become a year-round destination with shops staying open during the “off-season,” the holidays and beyond. Even among the so-called Hamptons/NYC “elite,” it is now considered fashionable to travel to the Hamptons for the holidays. But you don’t have to be part of the upper crust to experience all the fun, festive things that the Hamptons offers between Thanksgiving and New Year’s.

Like anywhere else, holiday traffic in Long Island will be a nightmare if you don’t plan appropriately. Here are some tips to make your travel easier.

2023 peak holiday travel dates

No matter what type of transportation you choose, the first thing to do is check the calendar, so you can schedule your trip around the busiest travel times. This year, the holidays with peak travel activity will fall on:
  • Thanksgiving: Thursday, November 23 – Busy travel days include the Tuesday and Wednesday before Thanksgiving, and especially the Sunday after.
  • Christmas: Monday, December 25 – Busiest days tend to be Dec. 23, 24 and 26.
  • New Year’s Day: Monday, January 1 – New Year’s Eve is usually the busiest travel day.

Consider a car service first

One of the easiest and most comfortable ways to travel to the Hamptons is to use a professional car service, such as Jackrabbit Limo. This removes the stress of driving and getting stuck in traffic. Plus, you can use the same car service to get around the Hamptons when you’re here.

Be sure to use a local car service based in the Hamptons. At Jackrabbit Limo, our drivers are deeply familiar with all the driving routes throughout the Hamptons and Long Island, including back roads, so we can help you avoid traffic.

Driving? Avoid peak congestion

The main highway into the Hamptons is Route 27 (Sunrise Highway). This can become congested in either direction, especially on workdays when workers are commuting in and out of the Hamptons. So the most important travel tip is to avoid rush-hour traffic times.


For example, if you’re driving to the Hamptons on the Wednesday before Thanksgiving, hit the road before 1pm. On weekends, the heaviest eastbound traffic is in the afternoon, so try to leave even earlier.


The same goes for your return drive to the city. If it’s a workday, leave the Hamptons before 3pm to avoid the evening rush hour. Saturday westbound traffic is usually light, but if you’re returning on a Sunday, consider waiting until as late as 9pm to avoid the gridlock.

Flying? Choose your airport wisely

When comparing flights, you have several airports to choose from. But there are pros and cons to each one. For example, Long Island MacArthur Airport (ISP) is technically the closest major airport to the Hamptons. But the flights are pretty limited (mostly Frontier and Southwest). So unless you’re using those airlines, your total travel time may actually be shorter if you fly into JFK Airport and LaGuardia, even though they’re closer to the city. If you plan to fly private, look into East Hampton Airport or Francis S. Gabreski Airport in Westhampton.

Taking the train?

The trains into the Hamptons can get crowded during the holidays, but otherwise, this is a decent option if you prefer to avoid the roads altogether. The Long Island Rail Road (LIRR) offers trains all the way to Montauk, with stops in Westhampton, Hampton Bays, Southampton, Bridgehampton and East Hampton. Consider the “Cannonball” train, which offers express service to the Hamptons on weekends. Also, if your trip is on a peak holiday travel day, be sure to book your tickets well in advance and arrive at the station early.

Call us for all your Hamptons

Jackrabbit Limo is a local car service in the Hamptons. providing reliable, luxury transportation throughout North and South Forks, as well as to/from NYC and all local airports. Reserve your car 24 hours a day by calling (631) 600-7700 or reserve your vehicle online.

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