Travel like a local.


Sag Harbor Music Festival, Delicious Cuisine & Beach Getaways in The Hamptons, New York

Best things to do in The Hamptons New York Vanessa Gordon shutterstock_1022876806

I’m really excited to interview Vanessa Gordon, publisher at East End Taste Magazine, about The Hamptons, New York. Vanessa’s tips for the best things to do in The Hamptons are awesome because she’s lived in The Hamptons her entire life. Her family came out to the eastern end of Long Island in the 1940s. She loves the charm of Sag Harbor and how it is one of the prettiest and most quaint seaside towns in America.

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Best things to do in The Hamptons New York Vanessa Gordon Bridge Hampton Inn

The Bridge Hampton Inn

The Hamptons, New York

The Hamptons are a string of seaside communities dotting the eastern end of Long Island’s South Fork. It is well-known for being a summer destination for affluent New York City residents. However, it can be an affordable beach vacation for the average family as well.

Summer is the busiest time of year for The Hamptons. From May to October, you’ll see visitors from all over New York flock to the beaches and the festivals that happen every weekend. Some of Vanessa’s favorites are the Sag Harbor American Music Festival, Harborfest, and Hamptons International Film Festival. Plus, there are many craft fairs and art shows throughout the summer.

Vanessa recommends visiting in October. She feels that is the best time of year to visit because businesses are still open and it’s not too busy.

We share a lot of resources and local suggestions in today’s podcast, but you should also check out Sag Harbor Chamber of Commerce, the local convention and visitor’s bureau. They are a wealth of information and can help you plan an itinerary based on your time, budget, and interests.

If you’d like to learn how to travel for free using airline miles and hotel points, check out my free 7-day email course.

Best things to do in The Hamptons New York Vanessa Gordon Hamptons beach bowls

Hampton Beach Bowls

Getting around The Hamptons

The local airport is Long Island MacArthur Airport (ISP), which is a little over an hour to downtown Sag Harbor. To get to The Hamptons, Vanessa recommends taking the Hampton Jitney or Hampton Luxury Liner from the airport. You can also hop on the LIRR train from Jamaica Station.

Vanessa strongly recommends renting a car when you visit The Hamptons. Click here for the best offers from Avis, Budget, or Hertz.

A lot of people bike around town, but you should be careful while biking. The roads can be narrow in some parts and many tourists aren’t always paying attention while driving on unfamiliar roads. Uber and Lyft are excellent ways to get around if you want to avoid driving a car.

If you only need a car for a couple of hours, you can rent by the hour with Zipcar. Join now to get $25 loaded into your account.

Best things to do in The Hamptons New York Vanessa Gordon mural by Conor Harrigan

Mural by Conor Harrigan

Places we talked about on the podcast

Here is a map of all of the places we talked about on the podcast episode with Vanessa Gordon about The Hamptons, New York. You can zoom into the map and click on each dot to explore the city.

  • Red dots = best places to eat in The Hamptons, New York
  • Green dots = best things to do in The Hamptons, New York
  • Yellow dots = best places to stay in The Hamptons, New York

Who is Vanessa Gordon?

Vanessa Gordon is the publisher of East End Taste Magazine, which is an elevated online publication covering food trends and events on the East End of Long Island. Additionally, Vanessa is the founder and host of The Hamptons Interactive Brunch. The brunch is a luxury mixer and networking event that happens every July in The Hamptons. It features a variety of food and beverage activations, complimentary beauty treatments, styling sessions, trunk shows, fun giveaways, and gifting opportunities.

In her spare time, Vanessa is a freelance social media manager for local businesses, literature tutor, and freelance writer for Modern Luxury.

Here are a few articles that she’s written:

You can connect with Vanessa on her website and on Twitter and Instagram.

Best things to do in The Hamptons New York Vanessa Gordon courtesy of Lulu's Kitchen

Photo courtesy of Lulu’s Kitchen

Big thanks to today’s podcast partner – Bluffworks

This episode is brought to you, in part, by Bluffworks. Whether I’m traveling for business or pleasure, it’s important to have clothes that make me look good AND feel great. I wear Bluffworks jeans, slacks, dress shirts, and blazers because they’re wrinkle-free and are designed for the modern traveler. And if they get dirty, a quick spin in the washing machine and they’re good as new.

Go to and use the promo code from the image below to save 10% off your order. There are many styles to fit your needs so you can stay wrinkle-free when you travel.

Bluffworks Save 10 percent ad 2019-02

Stay tuned for our next episode

Best things to do in Tokyo Japan Anthony Joh headshot

Listen to the next episode when Anthony Joh of the Tokyo Podcast shares the best things to do in Tokyo, Japan. In this episode, Anthony and I talk about sumo matches, sushi trains, and the Hachiko dog statue. We hope you’ll join us when We Travel There.

What’s your favorite part of The Hamptons? Send us a Tweet, let us know in the comment section below, or continue the discussion in our Facebook group!

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