8 days in Long Island Itinerary

8 days in Long Island Itinerary

Created using Inspirock Long Island holiday planner

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Route & dates

8 days in Long Island Itinerary

Start: Newark
Drive:  3​h
1
Montauk
— 2 nights
Drive:  1​h 15​min
2
Riverhead
— 3 nights
Drive:  1​h 15​min
3
Garden City
— 2 nights
Drive:  1​h 15​min
End: Newark

2
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. You'll find plenty of places to visit near Montauk: Shelter Island Historical Society (in Shelter Island) and Wolffer Estate Vineyard (in Sagaponack). There's lots more to do: enjoy the sea views from Montauk Point Lighthouse, immerse yourself in nature at Hither Hills State Park, sample the tasty concoctions at Montauk Brewing Company, and cast your line with a fishing tour.

To find reviews, maps, photos, and more tourist information, use the Montauk online tour itinerary planner .

Newark to Montauk is an approximately 3-hour car ride. Expect a daytime high around 54°F in November, and nighttime lows around 42°F. Finish up your sightseeing early on the 15th (Fri) so you can go by car to Riverhead.

Things to do in Montauk

Tours Parks Outdoors

Side Trips

Shelter Island Historical Society, Wolffer Estate Vineyard, Pollock-Krasner House and Study Center
Find places to stay Nov 13 — 15:
Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse
Fishing Charters & Tours
Montauk Point State Park ©
Montauk Point State Park

3
nights
Riverhead

Riverhead ©
Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. When in Riverhead, make a side trip to see St. James General Store in Saint James, approximately 48 minutes away. There's much more to do: admire nature's wide array of creatures at Long Island Aquarium, enjoy the sand and surf at Cooper's Beach, learn about winemaking at Sparkling Pointe Vineyards & Winery, and awaken your taste buds at some of the top wineries in the area.

To see photos, where to stay, ratings, and tourist information, use the Riverhead itinerary maker site .

Traveling by car from Montauk to Riverhead takes 1.5 hours. Traveling from Montauk in November, expect slightly colder with lows of 34°F in Riverhead. Wrap up your sightseeing on the 18th (Mon) early enough to travel to Garden City.

Things to do in Riverhead

Shopping Tours Parks

Side Trips

Cooper's Beach, Room Escape Games, Wine Tours & Tastings, Sparkling Pointe Vineyards & Winery, The East End Mushroom Company
Find places to stay Nov 15 — 18:
Highlights from your plan
Tanger Outlets Riverhead ©
Tanger Outlets Riverhead
Long Island Aquarium ©
Long Island Aquarium
Room Escape Games

2
nights
Garden City

Garden City ©
Garden City is an incorporated village in the town of Hempstead, in central Nassau County, New York, in the United States. Start off your visit on the 19th (Tue): kick back and relax at Jones Beach State Park, examine the collection at Cradle of Aviation Museum, and then get some fabulous bargains at Tanger Outlets Deer Park. Keep things going the next day: take in nature's colorful creations at Old Westbury Gardens, get engrossed in the history at Sagamore Hill National Historic Site, and then walk around Caumsett State Park.

For ratings, reviews, and other tourist information, use the Garden City trip planning app .

You can drive from Riverhead to Garden City in 1.5 hours. Traveling from Riverhead in November, expect somewhat warmer with lows of 40°F in Garden City. Finish up your sightseeing early on the 20th (Wed) so you can go by car back home.

Things to do in Garden City

Parks Museums Nature

Side Trips

Jones Beach State Park, Old Westbury Gardens, Tanger Outlets Deer Park, Caumsett State Park, Sagamore Hill National Historic Site
Find places to stay Nov 18 — 20:
Highlights from your plan
Old Westbury Gardens ©
Old Westbury Gardens
Cradle of Aviation Museum ©
Cradle of Aviation Museum
Sagamore Hill National Historic Site ©

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