5 days in Long Island Itinerary

5 days in Long Island Itinerary

Created using Inspirock Long Island vacation planner

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Plan created by another user. Make it yours
Drive
1
Old Bethpage
— 2 nights
Drive
2
Southold
— 2 nights
Drive

S M T W T F S
20
21
22
23
24
25
26

2
nights
Old Bethpage

Old Bethpage is a hamlet and census-designated place (CDP) located on Long Island in the Town of Oyster Bay, Nassau County, New York, USA. On the 21st (Mon), head off the coast to Fire Island National Seashore. On the 22nd (Tue), you'll have a packed day of sightseeing: contemplate the long history of Sagamore Hill National Historic Site, admire the natural beauty at Old Westbury Gardens, and then enjoy the sand and surf at Jones Beach State Park.

To see more things to do, where to stay, other places to visit, and other tourist information, read our Old Bethpage trip builder website.

Philadelphia to Old Bethpage is an approximately 2.5-hour car ride. In September, plan for daily highs up to 77°F, and evening lows to 61°F. Wrap up your sightseeing on the 23rd (Wed) early enough to travel to Southold.

Things to do in Old Bethpage

Parks · Beaches · Nature · Outdoors

Side Trips

2
nights
Southold

The Town of Southold is one of ten towns in Suffolk County, New York, United States. Get out of town with these interesting Southold side-trips: Cooper's Beach (in Southampton), Wolffer Estate Vineyard (in Sagaponack) and Montauk (Hither Hills State Park, Montauk Point Lighthouse, &more). There's still lots to do: learn about winemaking at Sparkling Pointe Vineyards & Winery, take in the exciting artwork at Alex Ferrone Gallery, and meet the residents at Long Island Aquarium.

For other places to visit, maps, reviews, and tourist information, use the Southold trip itinerary maker site.

Traveling by car from Old Bethpage to Southold takes 1.5 hours. When traveling from Old Bethpage in September, plan for a bit cooler days and about the same nights in Southold: temperatures range from 72°F by day to 59°F at night. Finish up your sightseeing early on the 25th (Fri) so you can travel back home.

Things to do in Southold

Parks · Wineries · Beaches · Nature

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.