6 days in Hamptons Itinerary

6 days in Hamptons Itinerary

Created using Inspirock Hamptons route planner

Make it your trip
Fly to New York JFK, Train to Montauk
— 2 nights
Shelter Island
— 2 nights
— 1 night
Drive to John F Kennedy International Airport, Fly to Nashville International Airport



— 2 nights
Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. Get in touch with nature at Viking Fleet and Ditch Plains. There's still lots to do: make a trip to Montauk Point Lighthouse, immerse yourself in nature at Montauk Point State Park, and contemplate the long history of Pollock-Krasner House and Study Center.

To find photos, reviews, maps, and other tourist information, read Montauk visit planner.

Nashville to Montauk is an approximately 8-hour combination of flight and train. You can also drive; or do a combination of bus and train. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. While traveling from Nashville, expect slightly colder days and about the same nights in Montauk, ranging from highs of 80°F to lows of 68°F. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Shelter Island.

Things to do in Montauk

Outdoors · Wildlife · Tours · Parks

Side Trip

Shelter Island

— 2 nights
Start off your visit on the 20th (Tue): see the interesting displays at Sag Harbor Whaling and Historical Museum, then take an in-depth tour of Custom House Museum, then get a new perspective on things with Boat Tours & Water Sports, and finally walk around Sag Harbor Marine Park. Keep things going the next day: experience rural life at Sylvester Manor Educational Farm, then identify plant and animal life at Mashomack Preserve, then contemplate the long history of Shelter Island Historical Society, and finally enjoy the sand and surf at Havens Beach.

For more things to do, ratings, and other tourist information, go to the Shelter Island road trip site.

Traveling by car from Montauk to Shelter Island takes 1.5 hours. In July, daily temperatures in Shelter Island can reach 79°F, while at night they dip to 67°F. Finish your sightseeing early on the 21st (Wed) so you can drive to Riverhead.

Things to do in Shelter Island

Parks · Outdoors · Museums · Wildlife

Side Trip


— 1 night
Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. Kick off your visit on the 22nd (Thu): stroll through Cupsogue Beach County Park, look for all kinds of wild species at Quogue Wildlife Refuge, and then observe the fascinating underwater world at Long Island Aquarium.

To see photos, ratings, reviews, and more tourist information, read Riverhead day trip planning site.

Traveling by car from Shelter Island to Riverhead takes 1.5 hours. Expect a daytime high around 82°F in July, and nighttime lows around 64°F. Finish your sightseeing early on the 22nd (Thu) so you can travel back home.

Things to do in Riverhead

Parks · Wildlife · Beaches · Zoos & Aquariums

Side Trips

Hamptons travel guide

Lighthouses · Beaches · Dolphin & Whale Watching
A historical summer retreat, the Hamptons is one of the United States' most expensive residential areas. The series of hamlets and villages in Southampton is known for its isolated charm and luxury. The small villages swell in population during the summer, as New York City's most recognizable residents escape here to frequent restaurants, retail outlets, and the colorful art community. Secluded mansions are interspersed with golf courses and tennis clubs, where socialites gather during daylight hours.