11 days in Long Island Itinerary

11 days in Long Island Itinerary

Created using Inspirock Long Island holiday planner

©
Make it your trip
Drive
1
Riverhead
— 3 nights
Drive
2
Montauk
— 4 nights
Drive
3
Garden City
— 3 nights
Drive

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Riverhead

— 3 nights
Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. Explore Riverhead's surroundings by going to Bayard Cutting Arboretum (in Great River) and Fire Island National Seashore (in Patchogue). And it doesn't end there: admire nature's wide array of creatures at Long Island Aquarium, look for all kinds of wild species at Holtsville Ecology Site, do a tasting at Bedell Cellars, and revel in the low prices at Tanger Outlets Riverhead.

To see ratings, where to stay, traveler tips, and other tourist information, refer to the Riverhead vacation planner.

Philadelphia to Riverhead is an approximately 3-hour car ride. Expect slightly colder temperatures when traveling from Philadelphia in May; daily highs in Riverhead reach 66°F and lows reach 46°F. Wrap up your sightseeing on the 16th (Sun) to allow time to drive to Montauk.

Things to do in Riverhead

Wineries · Parks · Shopping · Wildlife

Side Trips

Montauk

— 4 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. Get out of town with these interesting Montauk side-trips: Mashomack Preserve (in Shelter Island), Wolffer Estate Vineyard (in Sagaponack) and Children's Museum of The East End (in Bridgehampton). And it doesn't end there: visit a coastal fixture at Montauk Point Lighthouse, stroll through Main Beach, pause for some serene contemplation at St. Therese of Lisieux Catholic Church, and admire the majestic nature at Camp Hero State Park.

For reviews, traveler tips, more things to do, and other tourist information, go to the Montauk trip planning tool.

Traveling by car from Riverhead to Montauk takes 1.5 hours. In May, daily temperatures in Montauk can reach 65°F, while at night they dip to 50°F. Finish up your sightseeing early on the 20th (Thu) so you can travel to Garden City.

Things to do in Montauk

Parks · Nature · Historic Sites · Shopping

Side Trips

Garden City

— 3 nights
Garden City is an incorporated village in the town of Hempstead, in central Nassau County, New York, in the United States. Venture out of the city with trips to Sagamore Hill National Historic Site (in Oyster Bay) and Tanger Outlets Deer Park (in Deer Park). The adventure continues: take in nature's colorful creations at Planting Fields Arboretum State Historic Park, walk around Eisenhower Park, see the interesting displays at Cradle of Aviation Museum, and get to know the fascinating history of Freeport's Nautical Mile.

To see other places to visit, reviews, ratings, and tourist information, use the Garden City travel route planning site.

Drive from Montauk to Garden City in 2 hours. In May, daily temperatures in Garden City can reach 69°F, while at night they dip to 53°F. Wrap up your sightseeing on the 23rd (Sun) early enough to drive back home.

Things to do in Garden City

Museums · Historic Sites · Parks · Outdoors

Side Trips

Long Island travel guide

4.3
Wineries & Vineyards · Beaches · Lighthouses
Stretching northeast from New York Harbor to the Atlantic Ocean, Long Island is the largest island in the continental U.S. It technically includes the New York City boroughs of Brooklyn and Queens, but generally refers to the suburban counties of Nassau and Suffolk exclusively. Known for its cookie-cutter suburban neighborhoods, the island is also home to a wealth of intriguing places to visit, including beaches, scenic countryside, wineries, and numerous historical sites. In the summer months, wealthy New Yorkers flock here to relax in their exclusive Hamptons properties.