3 days in Long Island Itinerary

3 days in Long Island Itinerary

Created using Inspirock Long Island trip itinerary builder

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Make it your trip
Drive
1
Montauk
— 1 day
Drive
2
Cutchogue
— 1 night
Drive
3
Garden City
— 1 night
Drive

S M T W T F S
10
11
12
13
14
15
16

Montauk

— 1 day
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. Start off your visit on the 14th (Thu): admire the majestic nature at Montauk Point State Park, visit a coastal fixture at Montauk Point Lighthouse, and then don't miss a visit to Gosman's Restaurant.

To find more things to do, traveler tips, photos, and tourist information, read Montauk trip itinerary planner.

New York City to Montauk is an approximately 2.5-hour car ride. You can also take a bus; or take a train. In January in Montauk, expect temperatures between 39°F during the day and 28°F at night. Wrap up your sightseeing on the 14th (Thu) to allow time to drive to Cutchogue.

Things to do in Montauk

Nature · Parks · Historic Sites

Cutchogue

— 1 night
Cutchogue is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States. On the 15th (Fri), savor the flavors at Food & Drink, learn about winemaking at Sparkling Pointe Vineyards & Winery, and then do a tasting at Sannino Bella Vita Vineyard.

To find ratings, more things to do, photos, and other tourist information, go to the Cutchogue day trip website.

Drive from Montauk to Cutchogue in 1.5 hours. In January, daytime highs in Cutchogue are 37°F, while nighttime lows are 27°F. Finish your sightseeing early on the 15th (Fri) to allow enough time to travel to Garden City.

Things to do in Cutchogue

Wineries · Tours

Side Trips

Garden City

— 1 night
Garden City is an incorporated village in the town of Hempstead, in central Nassau County, New York, in the United States. Kick off your visit on the 16th (Sat): examine the collection at Cradle of Aviation Museum, explore the world behind art at Nassau County Museum of Art, then steep yourself in history at Sagamore Hill National Historic Site, and finally stroll around Roslyn Pond Park.

For other places to visit and tourist information, go to the Garden City attractions planner.

Traveling by car from Cutchogue to Garden City takes 1.5 hours. January in Garden City sees daily highs of 40°F and lows of 26°F at night. Cap off your sightseeing on the 16th (Sat) early enough to go by car back home.

Things to do in Garden City

Museums · Historic Sites · Parks

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.