Road Trip Itinerary From New York City to the Hamptons

Total distance (approximate): 94.4 miles / km

Total driving time (approximate): 3.25 hours

Recommended number of days traveling: 2

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.

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).

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.

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.

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.

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.

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.