5 days in Hamptons Itinerary

5 days in Hamptons Itinerary

Created using Inspirock Hamptons travel planner

©
Make it your trip
Fly to John F Kennedy International Airport, Drive to Riverhead
1
Riverhead
— 1 day
Drive
2
Shelter Island
— 2 nights
Drive
3
Montauk
— 2 nights
Train to New York JFK, Fly to Durham

S M T W T F S
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5
6
7
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10

Riverhead

— 1 day
Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. On the 6th (Tue), get up close and personal with brilliant marine life at Long Island Aquarium and then revel in the low prices at Tanger Outlets Riverhead.

To find where to stay, more things to do, maps, and tourist information, refer to the Riverhead trip planner.

Durham to Riverhead is an approximately 5-hour combination of flight and car. You can also drive. In July, Riverhead is little chillier than Durham - with highs of 82°F and lows of 64°F. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Shelter Island.

Things to do in Riverhead

Shopping · Zoos & Aquariums · Parks

Shelter Island

— 2 nights
On the 7th (Wed), see the interesting displays at Sag Harbor Whaling and Historical Museum, then get engrossed in the history at Custom House Museum, then take a tour by water with Boat Tours & Water Sports, and finally stroll around Sag Harbor Marine Park. On the 8th (Thu), you'll have a packed day of sightseeing: explore the engaging exhibits at Children's Museum of The East End, then tour the pleasant surroundings at Mashomack Preserve, then experience rural life at Sylvester Manor Educational Farm, and finally contemplate the long history of Shelter Island Historical Society.

Planning Shelter Island trip won't be overwhelming when you use Inspirock's itinerary maker.

You can drive from Riverhead to Shelter Island in 1.5 hours. In July, daytime highs in Shelter Island are 79°F, while nighttime lows are 67°F. Finish up your sightseeing early on the 8th (Thu) so you can go by car to Montauk.

Things to do in Shelter Island

Museums · Parks · Childrens Museums · Wildlife

Side Trips

Montauk

— 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. On the 9th (Fri), admire the majestic nature at Montauk Point State Park, then make a trip to Montauk Point Lighthouse, and then immerse yourself in nature at Hither Hills State Park. Get ready for a full day of sightseeing on the next day: see what you can catch with a fishing tour and then make a trip to Gosman's Restaurant.

For more things to do, photos, ratings, and tourist information, go to the Montauk online trip itinerary builder.

Drive from Shelter Island to Montauk in 1.5 hours. In July, plan for daily highs up to 80°F, and evening lows to 68°F. Cap off your sightseeing on the 10th (Sat) early enough to travel back home.

Things to do in Montauk

Wildlife · Nature · Outdoors · Parks

Hamptons travel guide

4.1
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.