60 days in Long Island Itinerary

Created using Klarna Trips Long Island travel planner
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Make it your trip
Drive
1
Garden City
— 14 nights
Drive
2
Montauk
— 14 nights
Drive
3
Cutchogue
— 16 nights
Drive
4
Fire Island
— 15 nights
Drive

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Garden City — 14 nights

Get out of town with these interesting Garden City side-trips: Babylon (Argyle Park & Captree State Park), Long Island Photo Gallery (in Islip) and Our Lady of Grace Roman Catholic Church (in West Babylon). Pack the 20th (Tue) with family-friendly diversions at Adventureland.

To find reviews, other places to visit, traveler tips, and other tourist information, read Garden City day trip app.

Philadelphia to Garden City is an approximately 2.5-hour car ride. You can also drive. When traveling from Philadelphia in April, plan for little chillier days and about the same nights in Garden City: temperatures range from 59°F by day to 43°F at night. Finish up your sightseeing early on the 28th (Wed) so you can go by car to Montauk.
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Parks · Museums · Wildlife · Historic Sites
Side Trips
Find places to stay Apr 14 — 28:

Montauk — 14 nights

Change things up with these side-trips from Montauk: East Hampton (Home Sweet Home Museum, LongHouse Reserve, &more), Bridgehampton (South Fork Natural History Museum, Channing Daughters Winery, &more) and Sagaponack (Wolffer Estate Vineyard & Madoo Conservancy).

To see more things to do, where to stay, traveler tips, and more tourist information, refer to the Montauk day trip site.

Explore your travel options from Garden City to Montauk with the Route module. In April in Montauk, expect temperatures between 55°F during the day and 41°F at night. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to Cutchogue.
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Parks · Outdoors · Museums · Nature
Side Trips
Find places to stay Apr 28 — May 12:

Cutchogue — 16 nights

You'll find plenty of places to visit near Cutchogue: Shelter Island (Shelter Island Historical Society & Mashomack Preserve), Calverton (Splish Splash & Calverton National Cemetery) and Quogue Wildlife Refuge (in Quogue).

For ratings, traveler tips, reviews, and tourist information, go to the Cutchogue day trip website.

You can drive from Montauk to Cutchogue in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 64°F in May, and nighttime lows around 52°F. Finish your sightseeing early on the 28th (Fri) so you can drive to Fire Island.
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Wineries · Parks · Wildlife · Historic Sites
Side Trips
Find places to stay May 12 — 28:

Fire Island — 15 nights

You'll find plenty of places to visit near Fire Island: Southampton (Southampton History Museum, Cooper's Beach, &more), Hampton Bays (Ponquogue Beach, The Yoga House, &more) and Corey Beach (in Blue Point).

To see where to stay, maps, ratings, and other tourist information, read Fire Island trip planner.

You can drive from Cutchogue to Fire Island in 2 hours. Alternatively, you can drive. In May, daytime highs in Fire Island are 69°F, while nighttime lows are 51°F. On the 12th (Sat), you'll travel back home.
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Parks · Outdoors · Beaches · Museums
Side Trips
Find places to stay May 28 — Jun 12:

Long Island travel guide

4.4
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.
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