56 days in Long Island Itinerary

56 days in Long Island Itinerary

Created using Inspirock Long Island tour itinerary builder

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Plan created by another user. Make it yours
1
Montauk
— 12 nights
2
Mattituck
— 16 nights
3
Fire Island
— 14 nights
4
Wantagh
— 13 nights

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12
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. Explore the numerous day-trip ideas around Montauk: Shelter Island (Shelter Island Historical Society, Shelter Island Craft Brewery, &more), East Hampton (Home Sweet Home Museum, Guild Hall, &more) and Sag Harbor (Sag Harbor Whaling and Historical Museum, Custom House Museum, &more). There's still lots to do: make a trip to Montauk Point Lighthouse, admire the majestic nature at Hither Hills State Park, take an in-depth tour of Second House Museum, and wander the wide-open spaces of Deep Hollow Ranch.

To find more things to do, maps, reviews, and more tourist information, read our Montauk road trip planner.

Montreal, Canada to Montauk is an approximately 7.5-hour combination of flight and car. You can also drive. Plan for somewhat warmer temperatures traveling from Montreal in March, with highs in Montauk at 7°C and lows at 0°C. Finish up your sightseeing early on the 18th (Wed) so you can go by car to Mattituck.

Things to do in Montauk

Parks · Museums · Outdoors · Beaches

Side Trips

Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse
St. Therese of Lisieux Catholic Church ©
St. Therese of Lisieux Catholic Church
Montauk Point State Park ©
Montauk Point State Park

16
nights
Mattituck

Mattituck ©
Mattituck is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States. New Vine Wine Tours has been added to your itinerary. Venture out of the city with trips to Manorville (Long Island Game Farm Wildlife Park & Children's Zoo & Shrine of Our Lady of the Island), Bridgehampton (Fairview Farm & Channing Daughters Winery) and Peconic River Herb Farm (in Calverton). There's much more to do: get up close and personal with brilliant marine life at Long Island Aquarium, indulge your thirst for a good beer at Jamesport Farm Brewery, learn about winemaking at Raphael Winery, and take in the exciting artwork at Alex Ferrone Gallery.

To see reviews, traveler tips, other places to visit, and tourist information, use the Mattituck day trip tool.

You can drive from Montauk to Mattituck in 1.5 hours. Traveling from Montauk in March, Mattituck is little chillier at night with lows of -3°C. Cap off your sightseeing on the 3rd (Fri) early enough to go by car to Fire Island.

Things to do in Mattituck

Wineries · Parks · Breweries & Distilleries · Shopping

Side Trips

Highlights from your plan
Sannino Bella Vita Vineyard ©
Sannino Bella Vita Vineyard
Long Island Aquarium ©
Long Island Aquarium
Shinn Estate Vineyards ©
Shinn Estate Vineyards

14
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. You'll find plenty of places to visit near Fire Island: Huntington (Oheka Castle, Caumsett State Park, &more), Old Bethpage (Old Bethpage Village Restoration & Museum of American Armor) and The Whaling Museum & Education Center (in Cold Spring Harbor). There's still lots to do: visit a coastal fixture at Fire Island Lighthouse, contemplate the long history of Sagamore Hill National Historic Site, examine the collection at Vanderbilt Museum and Planetarium, and take in the waterfront activity at Sailors Haven Visitor Center.

For more things to do, ratings, where to stay, and other tourist information, read Fire Island trip planner.

You can drive from Mattituck to Fire Island in 2 hours. In April, daytime highs in Fire Island are 17°C, while nighttime lows are 5°C. Finish your sightseeing early on the 17th (Fri) so you can drive to Wantagh.

Things to do in Fire Island

Parks · Museums · Nature · Historic Sites

Side Trips

Highlights from your plan
Fire Island National Seashore ©
Fire Island National Seashore
Fire Island Lighthouse ©
Fire Island Lighthouse
Sailors Haven Visitor Center ©
Sailors Haven Visitor Center

13
nights
Wantagh

Wantagh ©
Wantagh is a hamlet and census-designated place (CDP) in the Town of Hempstead in Nassau County on Long Island, New York, United States. Get out of town with these interesting Wantagh side-trips: Port Washington (Sands Point Preserve & Sands-Willets House), Great Neck Steppingstone Park (in Great Neck) and Locust Valley (John P. Humes Japanese Stroll Garden & Bailey Arboretum). There's much more to do: enjoy the sand and surf at Jones Beach State Park, take in the architecture and atmosphere at Cathedral of the Incarnation, look for all kinds of wild species at Gardiner County Park, and examine the collection at Cradle of Aviation Museum.

To find ratings, photos, where to stay, and tourist information, you can read our Wantagh trip itinerary maker tool.

You can drive from Fire Island to Wantagh in 1.5 hours. In April, daily temperatures in Wantagh can reach 17°C, while at night they dip to 6°C. Finish your sightseeing early on the 30th (Thu) so you can travel back home.

Things to do in Wantagh

Parks · Museums · Nature · Wildlife

Side Trips

Highlights from your plan
Planting Fields Arboretum State Historic Park ©
Jones Beach State Park ©
Jones Beach State Park
Wantagh Park ©
Wantagh Park

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