Road Trip Itinerary From New York City To The Hamptons

If anything can happen in a New York minute, imagine how much a New Yorker could get done in 195 of them. On a two-day, three-hour and fifteen-minute journey from New York City to the Hamptons, we’ll take road trippers to Brooklyn’s best shops, a country-style B&B, and everywhere in between.

Overview

Total distance (approximate): 94.4 miles / km

Total driving time (approximate): 3.25 hours

Recommended number of days traveling: 2

Breakfast at Vinegar Hill House

Distance: 2.9 miles (4.6km)

Travel time: 20 minutes

Savvy travelers skip the Manhattan foot traffic when they fuel up for the drive ahead at one of Brooklyn’s top-rated restaurants. Located in DUMBO’s Vinegar Hill (a location doesn’t get any cooler than a neighborhood within a neighborhood), Vinegar Hill House is a waterfront restaurant serving New American worth writing home about. Order the sourdough pancake with seasonal fruit, eggs Benedict, cheddar grits, and bottomless La Colombe coffee.

Shopping in Williamsburg

Distance: 2.1 miles (3.3 km)

Travel time: 13 minutes

A rare thrift find or antique piece sure beats your standard souvenir. Vacationers looking to not come home empty-handed can take care of their souvenir shopping early in New York City’s trendiest neighborhood. Snag original gifts at the Brooklyn’s hipster haven’s cult shops, including Artists and Fleas (handmade products plus vintage clothing), Brooklyn Reclamation (home furnishings made from repurposed materials), and Bird (indie fashion and accessories).

Flushing Meadows-Corona Park

Distance: 8 miles (12.8 km)

Travel time: 30 minutes

It’s a long way to the Hamptons – stretch your legs one last time at Queens’ Flushing Meadows-Corona Park. There’s plenty to see and do in the borough’s largest park, including Citi Field, the Flushing Bay Promenade, and the famous Unisphere landmark.

A Victorian On the Bay B & B

Distance: 67.2 miles (108.1 km)

Travel time: 1 hour 26 minutes

Once travelers have arrived in Long Island, it’s time for another break. Check in to A Victorian On the Bay B & B for a true LI experience complete with water views and outdoor recreation, such as cycling and kayaking. Rooms here come equipped with electric fireplaces, and some feature semi-private decks, making leaving the next morning a challenge.

Farm Country Kitchen

Distance: 9.6 miles (15.4 km)

Travel time: 14 minutes

After waking up feeling refreshed, the North Fork-inspired cuisine and Peconic River views at Farm Country Kitchen will hit the spot. Located in Long Island’s wine country (a hint of things to come), this 1800s-era colonial home serves up salads with marinated duck and peaches, crab cake and cheddar cheese sandwiches, and shrimp pasta. Tip: grab one of the restaurant’s convenient “Box Lunches” on the way out – trust us.

Coopers Beach

Distance: 18.9 miles (30.4 km)

Travel time: 27 minutes

Finally: the reason one comes to the Hamptons – it’s time to hit the beach. Coopers Beach in Southampton is consistently ranked one of America’s most beautiful beaches, thanks to its white quartz sand and mansion views. With amenities like chairs and umbrellas, concessions, and on-site restrooms, Coopers Beach could easily occupy most of the day.

Channing Daughters Winery

Distance: 9.4 miles (15.1 km)

Travel time: 21 minutes

After traveling from one New York City island to another, vacationers deserve a drink. Bridgehampton’s Channing Daughters Winery is about as “Hamptons” as it gets, with the multiple vineyards (six so far) and wine varieties to prove it. This winery is the perfect spot to end a road trip and to begin planning one’s next move.

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.