11 days in Hamptons Itinerary

11 days in Hamptons Itinerary

Created using Inspirock Hamptons trip itinerary builder

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Route & dates

11 days in Hamptons Itinerary

Start: Newark
Drive:  2​h 15​min
1
Westhampton Beach
— 3 nights
Drive:  1​h 15​min
2
Shelter Island
— 2 nights
Drive:  1​h 15​min
3
Montauk
— 5 nights
Drive:  3​h
End: Newark

3
nights
Westhampton Beach

Westhampton Beach ©
The Incorporated Village of Westhampton Beach is an incorporated village on the southeast coast of Long Island. Westhampton Beach is known for beaches and nightlife. Your plan includes some of its best attractions: admire nature's wide array of creatures at Long Island Aquarium, pause for some serene contemplation at Our Lady of Poland Catholic Church, do a tasting at Martha Clara Vineyards, and tour the pleasant surroundings at Cupsogue Beach County Park.

For other places to visit, ratings, maps, and more tourist information, use the Westhampton Beach online journey planner .

Newark to Westhampton Beach is an approximately 2.5-hour car ride. Plan for little chillier nights when traveling from Newark in December since evenings lows in Westhampton Beach dip to 29°F. Wrap up your sightseeing on the 9th (Mon) to allow time to drive to Shelter Island.

Things to do in Westhampton Beach

Parks Beaches Outdoors

Side Trips

Riverhead, Southampton, Ponquogue Beach
Highlights from your plan
Long Island Aquarium ©
Long Island Aquarium
Cooper's Beach ©
Cooper's Beach
Tanger Outlets Riverhead ©
Tanger Outlets Riverhead

2
nights
Shelter Island

Shelter Island ©
Shelter Island is a hamlet and census-designated place (CDP) within the Town of Shelter Island in Suffolk County, New York, United States. On the 10th (Tue), see the interesting displays at Sag Harbor Whaling and Historical Museum, see the interesting displays at South Fork Natural History Museum, and then do a tasting at Duck Walk Vineyard. Here are some ideas for day two: admire the masterpieces at Parrish Art Museum, then explore the engaging exhibits at Children's Museum of The East End, then identify plant and animal life at Mashomack Preserve, and finally contemplate the long history of Shelter Island Historical Society.

To find out how to plan a trip to Shelter Island, use our trip itinerary maker.

Drive from Westhampton Beach to Shelter Island in 1.5 hours. December in Shelter Island sees daily highs of 44°F and lows of 34°F at night. Wrap up your sightseeing on the 11th (Wed) early enough to drive to Montauk.

Things to do in Shelter Island

Museums Childrens Museums Parks

Side Trips

Water Mill, Bridgehampton, Sag Harbor Whaling and Historical Museum
Highlights from your plan
Parrish Art Museum ©
Parrish Art Museum
Mashomack Preserve ©
Mashomack Preserve
Shelter Island Historical Society ©
Shelter Island Historical Society

5
nights
Montauk

Montauk ©
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. Change things up with these side-trips from Montauk: East Hampton (Round Swamp Farm, LongHouse Reserve, & more) and Wolffer Estate Vineyard (in Sagaponack). And it doesn't end there: don't miss a visit to Montauk Point Lighthouse, pause for some serene contemplation at St. Therese of Lisieux Catholic Church, examine the collection at The Leiber Collection, and immerse yourself in nature at Montauk Point State Park.

For more things to do, ratings, traveler tips, and other tourist information, refer to the Montauk day trip planner .

You can drive from Shelter Island to Montauk in 1.5 hours. In December in Montauk, expect temperatures between 46°F during the day and 37°F at night. Finish your sightseeing early on the 16th (Mon) so you can travel back home.

Things to do in Montauk

Parks Outdoors Historic Sites

Side Trips

East Hampton, Wolffer Estate Vineyard
Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse
Fishing Charters & Tours
Montauk Point State Park ©
Montauk Point State Park