15 days in Long Island Itinerary

15 days in Long Island Itinerary

Created using Inspirock Long Island trip planner

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Make it your trip
Drive
1
Huntington
— 4 nights
Drive
2
Montauk
— 5 nights
Drive
3
Cutchogue
— 5 nights
Drive

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Huntington

— 4 nights
The Town of Huntington is one of ten towns in Suffolk County, New York, United States. You'll explore the less-touristy side of things at The Heckscher Museum of Art and Teatown Lake Reservation. Explore Huntington's surroundings by going to Captree State Park (in Babylon), Bay Shore (Gardiner County Park & Sagtikos Manor) and Organics Today Farm (in East Islip). The adventure continues: look for gifts at Book Revue, tee off at Bethpage Black, walk around Theodore Roosevelt Memorial Park, and immerse yourself in nature at Belmont Lake State Park.

For traveler tips, photos, more things to do, and more tourist information, go to the Huntington trip planner.

Newark to Huntington is an approximately 1.5-hour car ride. In October, daily temperatures in Huntington can reach 67°F, while at night they dip to 52°F. Finish your sightseeing early on the 12th (Tue) so you can travel to Montauk.

Things to do in Huntington

Parks · Nature · Outdoors · Wildlife

Side Trips

Montauk

— 5 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. Discover out-of-the-way places like Phantom Farms and Montauk Downs State Park Golf Course. Venture out of the city with trips to Jaswell’s Farm (in Smithfield), An Unlikely Story Bookstore (in Plainville) and Blackstone River and Canal Heritage State Park (in Uxbridge). There's much more to do: see the interesting displays at Optical Heritage Museum, explore the activities along Buffumville Lake, stroll around Westville Recreation Area, and pause for some serene contemplation at St. Therese of Lisieux Catholic Church.

To see reviews, more things to do, and tourist information, you can read our Montauk day trip planner.

Traveling by car from Huntington to Montauk takes 2 hours. In October, daytime highs in Montauk are 65°F, while nighttime lows are 53°F. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Cutchogue.

Things to do in Montauk

Parks · Historic Sites · Nature · Museums

Side Trips

Cutchogue

— 5 nights
Cutchogue is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States. Discover out-of-the-way places like Alex Ferrone Gallery and Catapano Dairy Farm. Change things up with these side-trips from Cutchogue: Calverton (Calverton National Cemetery & Peconic River Herb Farm), Shrine of Our Lady of the Island (in Manorville) and Massage Envy (in Rocky Point). There's much more to do: do a tasting at Pellegrini Vineyards, tour the pleasant surroundings at Quogue Wildlife Refuge, relax in the rural setting at The East End Mushroom Company, and steep yourself in history at Wickham's Fruit Farm.

Make your Cutchogue itinerary with Inspirock to find out what to see and where to go.

Drive from Montauk to Cutchogue in 1.5 hours. In October in Cutchogue, expect temperatures between 64°F during the day and 52°F at night. Finish your sightseeing early on the 22nd (Fri) so you can travel back home.

Things to do in Cutchogue

Wineries · Historic Sites · Shopping · Museums

Side Trips

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.