7 days in Hamptons Itinerary

7 days in Hamptons Itinerary

Created using Inspirock Hamptons journey builder
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Make it your trip
Drive
1
Riverhead
— 1 night
Drive
2
Montauk
— 3 nights
Drive
3
Shelter Island
— 2 nights
Drive

S M T W T F S
29
30
31
1
2
3
4

Riverhead — 1 night

Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. On the 29th (Sun), get up close and personal with brilliant marine life at Long Island Aquarium, revel in the low prices at Tanger Outlets Riverhead, and then indulge your thirst for a good beer at Crooked Ladder Brewery. On your second day here, do a tasting at Martha Clara Vineyards and then pedal to the sights with Urban Pedal Tours Long Island.

To find more things to do, photos, ratings, and tourist information, go to the Riverhead trip itinerary planner.

New York City to Riverhead is an approximately 1.5-hour car ride. Traveling from New York City in May, plan for slightly colder nights in Riverhead, with lows around 46°F. Wrap up your sightseeing on the 30th (Mon) to allow time to drive to Montauk.
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Breweries & Distilleries · Tours · Shopping · Wineries

Montauk — 3 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. Montauk is known for wildlife, historic sites, and nature. Your trip includes some of its best attractions: enjoy the sea views from Montauk Point Lighthouse, contemplate the long history of Camp Hero State Park, stroll through Ditch Plains, and see what you can catch with a fishing tour.

To see reviews, photos, and more tourist information, refer to the Montauk trip site.

Drive from Riverhead to Montauk in 1.5 hours. May in Montauk sees daily highs of 65°F and lows of 50°F at night. Finish your sightseeing early on the 2nd (Thu) to allow enough time to drive to Shelter Island.
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Parks · Nature · Outdoors · Historic Sites

Shelter Island — 2 nights

On the 3rd (Fri), contemplate the long history of Shelter Island Historical Society, then examine the collection at Sag Harbor Whaling and Historical Museum, then take a tour by water with Boat Tours & Water Sports, and finally stroll around Sag Harbor Marine Park. Keep things going the next day: see the interesting displays at South Fork Natural History Museum and then tour the pleasant surroundings at Mashomack Preserve.

To see maps, more things to do, other places to visit, and other tourist information, refer to the Shelter Island trip itinerary app.

Traveling by car from Montauk to Shelter Island takes 1.5 hours. In June, daily temperatures in Shelter Island can reach 73°F, while at night they dip to 60°F. Wrap up your sightseeing on the 4th (Sat) to allow time to travel back home.
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Museums · Parks · Wildlife · Tours
Side Trips

Hamptons travel guide

4.1
Lighthouses · Dolphin & Whale Watching · Beaches
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.
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