22 days in Hamptons Itinerary

22 days in Hamptons Itinerary

Created using Inspirock Hamptons tour planner

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

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Riverhead

— 8 nights
Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. Riverhead is known for zoos & aquariums, wineries, and shopping. Your trip includes some of its best attractions: get up close and personal with brilliant marine life at Long Island Aquarium, experience rural life at Goodale Farms, revel in the low prices at Tanger Outlets Riverhead, and get outside with Brew Crew Cycles.

To find where to stay, reviews, photos, and other tourist information, read Riverhead vacation maker app.

Sacramento to Riverhead is an approximately 13-hour combination of flight and car. You can also do a combination of flight and car; or drive. The time zone difference moving from Pacific Standard Time (PST) to Eastern Standard Time (EST) is 3 hours. When traveling from Sacramento in June, plan for slightly colder days and about the same nights in Riverhead: temperatures range from 76°F by day to 56°F at night. Cap off your sightseeing on the 4th (Sun) early enough to go by car to Shelter Island.

Things to do in Riverhead

Outdoors · Parks · Wineries · Breweries & Distilleries

Side Trips

Shelter Island

— 4 nights
Venture out of the city with trips to Sag Harbor (Sag Harbor Marine Park, Boat Tours & Water Sports, &more) and Bridgehampton (South Fork Natural History Museum, Children's Museum of The East End, &more).

To find where to stay, traveler tips, more things to do, and more tourist information, go to the Shelter Island holiday maker.

Drive from Riverhead to Shelter Island in 1.5 hours. July in Shelter Island sees daily highs of 79°F and lows of 67°F at night. Wrap up your sightseeing on the 8th (Thu) early enough to drive to Montauk.

Things to do in Shelter Island

Parks · Museums · Outdoors · Wildlife

Side Trips

Montauk

— 9 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. Explore the numerous day-trip ideas around Montauk: Wolffer Estate Vineyard (in Sagaponack), East Hampton (Home Sweet Home Museum, Guild Hall, &more) and Bridgehampton (Channing Daughters Winery & The Dan Flavin Art Institute). There's still lots to do: see what you can catch with a fishing tour, kick back and relax at Gin Beach, take in the architecture and atmosphere at St. Therese of Lisieux Catholic Church, and tour the pleasant surroundings at Camp Hero State Park.

To find ratings, photos, other places to visit, and tourist information, refer to the Montauk online travel planner.

Traveling by car from Shelter Island to Montauk takes 1.5 hours. In July, daily temperatures in Montauk can reach 80°F, while at night they dip to 68°F. Finish your sightseeing early on the 17th (Sat) so you can travel back home.

Things to do in Montauk

Parks · Outdoors · Beaches · Museums

Side Trips

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.