11 days in Long Island Itinerary

11 days in Long Island Itinerary

Created using Inspirock Long Island itinerary maker

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

S M T W T F S
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Riverhead

— 3 nights
Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. Explore the numerous day-trip ideas around Riverhead: Bayard Cutting Arboretum (in Great River) and Fire Island National Seashore (in Patchogue). The adventure continues: meet the residents at Long Island Aquarium, do a tasting at Osprey's Dominion Vineyards, awaken your taste buds at some of the top wineries in the area, and get some fabulous bargains at Tanger Outlets Riverhead.

To find ratings, reviews, and other tourist information, read our Riverhead trip itinerary planning site.

Philadelphia to Riverhead is an approximately 3-hour car ride. Expect slightly colder temperatures when traveling from Philadelphia in April; daily highs in Riverhead reach 56°F and lows reach 35°F. Finish your sightseeing early on the 17th (Sat) so you can 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. Explore Montauk's surroundings by going to Mashomack Preserve (in Shelter Island), Children's Museum of The East End (in Bridgehampton) and Wolffer Estate Vineyard (in Sagaponack). There's lots more to do: enjoy the sea views from Montauk Point Lighthouse, don't miss a visit to Gosman's Restaurant, wander the streets of Main Beach, and admire the majestic nature at Montauk Point State Park.

To find traveler tips, where to stay, maps, and tourist information, you can read our Montauk visit planner.

Traveling by car from Riverhead to Montauk takes 1.5 hours. Traveling from Riverhead in April, Montauk is a bit warmer at night with lows of 41°F. Cap off your sightseeing on the 21st (Wed) early enough to travel to Garden City.

Things to do in Montauk

Parks · Nature · Historic Sites · Wildlife

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. Explore the numerous day-trip ideas around Garden City: Sagamore Hill National Historic Site (in Oyster Bay) and Tanger Outlets Deer Park (in Deer Park). There's still lots to do: examine the collection at Cradle of Aviation Museum, get to know the fascinating history of Freeport's Nautical Mile, walk around Eisenhower Park, and cast your line with a fishing tour.

To find reviews, maps, ratings, and more tourist information, you can read our Garden City trip itinerary app.

Getting from Montauk to Garden City by car takes about 2 hours. In April, daily temperatures in Garden City can reach 59°F, while at night they dip to 43°F. Finish your sightseeing early on the 24th (Sat) to allow enough time 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.