48 days in Long Island Itinerary

48 days in Long Island Itinerary

Created using Inspirock Long Island Trip Planner

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Route & dates

48 days in Long Island Itinerary

Start: New York City
Drive:  1​h 45​min
1
Calverton
— 13 nights
Drive:  1​h 15​min
2
Montauk
— 10 nights
Drive:  3​h 45​min
3
Fire Island
— 12 nights
Drive:  2​h 45​min
4
Old Bethpage
— 12 nights
Drive:  1​h
End: New York City

13
nights
Calverton

Calverton ©
Calverton is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States. Do some cultural sightseeing at William Floyd Estate and Sherwood House Vineyards. Visit Ponquogue Beach and Cupsogue Beach County Park for some beach relaxation. You'll find plenty of places to visit near Calverton: Meschutt Beach (in Hampton Bays), Holtsville Ecology Site (in Holtsville) and Fire Island National Seashore (in Patchogue). There's still lots to do: stroll through Cooper's Beach, make a splash at Splish Splash Water Park, identify plant and animal life at Quogue Wildlife Refuge, and learn about winemaking at Jason's Vineyard.

For ratings, where to stay, and other tourist information, use the Calverton trip planner.

New York City to Calverton is an approximately 1.5-hour car ride. Traveling from New York City in July, Calverton is slightly colder at night with lows of 66°F. Cap off your sightseeing on the 29th (Sat) early enough to travel to Montauk.

Things to do in Calverton

Wineries Parks Outdoors

Side Trips

Riverhead, Southold, Peconic, Jamesport, Cutchogue
Highlights from your plan
Sannino Bella Vita Vineyard ©
Sannino Bella Vita Vineyard
Ponquogue Beach ©
Ponquogue Beach
Cupsogue Beach County Park ©
Cupsogue Beach County Park

10
nights
Montauk

Montauk ©
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. Satisfy your inner culture vulture at Montauk Point Lighthouse and Wölffer Estate Vineyard. Visit Orient Beach State Park and Ditch Plains for some beach relaxation. Explore the numerous day-trip ideas around Montauk: Mashomack Preserve (in Shelter Island), Lavender By The Bay (in East Marion) and Parrish Art Museum (in Water Mill). And it doesn't end there: steep yourself in history at Pollock-Krasner House, identify plant and animal life at Elizabeth A. Morton National Wildlife Refuge, don't miss a visit to Gosman's Dock, and immerse yourself in nature at Hither Hills State Park.

To see photos, traveler tips, other places to visit, and other tourist information, use the Montauk travel itinerary planner.

You can drive from Calverton to Montauk in 1.5 hours. In July, daily temperatures in Montauk can reach 80°F, while at night they dip to 67°F. On the 8th (Tue), wrap the sightseeing up by early afternoon so you can travel to Fire Island.

Things to do in Montauk

Parks Outdoors Nature

Side Trips

East Hampton, Greenport, Channing Daughters Winery, Elizabeth A. Morton National Wildlife Refuge, Parrish Art Museum
Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse
Parrish Art Museum ©
Parrish Art Museum
Orient Beach State Park ©
Orient Beach State Park

12
nights
Fire Island

Fire Island ©
Fire Island is the large center island of the outer barrier islands parallel to the south shore of Long Island, New York. Fire Island is known for nature, historic sites, and beaches. Your plan includes some of its best attractions: kick back and relax at Sailors Haven Visitor Center, tour the pleasant surroundings at Smith Point County Park, take a peaceful walk through The Sunken Forest, and admire the majestic nature at Robert Moses State Park.

For traveler tips, reviews, maps, and more tourist information, refer to the Fire Island travel itinerary creator.

Traveling by car from Montauk to Fire Island takes 2.5 hours. In August in Fire Island, expect temperatures between 82°F during the day and 65°F at night. You'll set off for Old Bethpage on the 20th (Sun).

Things to do in Fire Island

Parks Nature Wildlife
Highlights from your plan
Fire Island Lighthouse ©
Fire Island Lighthouse
Robert Moses State Park ©
Robert Moses State Park
Sailors Haven Visitor Center ©
Sailors Haven Visitor Center

12
nights
Old Bethpage

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. Get some historical perspective at Old Bethpage Village Restoration and Oheka Castle. Get a sense of the local culture at Sands Point Preserve and Vanderbilt Museum. Change things up with these side-trips from Old Bethpage: Bayard Cutting Arboretum (in Great River), Lido Beach (in Long Beach) and Stony Brook (Long Island Museum of American Art, History and Carriages & Avalon Park & Preserve). There's much more to do: admire the majestic nature at Jones Beach State Park, take in nature's colorful creations at Planting Fields Arboretum State Historic Park, head outdoors with The Adventure Park at Long Island, and kick back and relax at Tobay Beach.

For photos, reviews, ratings, and other tourist information, read our Old Bethpage itinerary builder.

Traveling by car from Fire Island to Old Bethpage takes 1.5 hours. Expect a daytime high around 82°F in August, and nighttime lows around 67°F. Wrap up your sightseeing on the 1st (Fri) early enough to travel back home.

Things to do in Old Bethpage

Parks Outdoors Beaches

Side Trips

Garden City, Oyster Bay, Huntington, Farmingdale, Stony Brook
Highlights from your plan
Sagamore Hill National Historic Site ©
Cradle of Aviation Museum ©
Cradle of Aviation Museum
Jones Beach State Park ©
Jones Beach State Park

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