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23 top things to do in long island, new york.

From Montauk to vineyards and Jazz Age Mansions, explore the area's one-of-a-kind destinations.

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23 Top Things to Do in Long Island, NY

Top things to do in Long Island

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Beaches, museums, vineyards and even an enormous roadside duck should all be on your Long Island itinerary.

The wealthiest families of yore didn't summer in Ibiza or Lake Como – they vacationed in Long Island. Not so long ago, Long Island was the refuge of the Bouviers, Jacqueline Kennedy's family, at the famous Grey Gardens estate on Lily Pond Lane. Afterward, that same street became the picturesque home base of Martha Stewart. Also part of the island in southeastern New York State, The Hamptons remains a playground of the upper echelon. It is just one of the many places on the island to gawk at the upper crust. Long Island is more inviting today: Jazz Age mansions still sit scattered across the area, but most are now open to the public as museums.

If weekend getaways and summer retreats were an Olympic event, Long Island would surely medal. Even today, historic hotels on Shelter Island and boutique properties on Fire Island or Montauk can be fully booked weeks to months in advance. Summer is definitely the best time to visit Long Island and take part in all there is to do, from art museums and aquariums to wine and oysters. Looking to occupy a day, a weekend, or more in Long Island, New York? Read on to discover the 23 top things to do in Long Island, New York – golf enthusiasts and excitable toddlers included.

Sagamore Hill National Historic Site

Top things to do in Long Island, New York

Courtesy of Discover Long Island

Today, it's not unusual for the rich and famous to maintain summer homes on Long Island; seasonal residents have included Beyonce and Jay Z. But the original Long Island summer escape was owned by President Teddy Roosevelt from 1885 until he died in 1919. He referred to Sagamore Hill as his "Summer White House" during his time in office. Set on 83 acres in Oyster Bay, Sagamore Hill was beloved by the Roosevelts for its stunning natural setting, which includes woodlands and fields alongside beaches and salt marshes. Visitors today can take a ranger-lead tour of the estate for $10 per adult (just $1 for children 16 and younger); access to the grounds is free. Another residence, dubbed Old Orchard, is also located on the grounds and was the home of President Roosevelt's son, Theodore Roosevelt Jr., and his wife (also Eleanor) from 1938 until their respective deaths in 1944 and 1960.

Address:   20 Sagamore Hill Road, Oyster Bay, NY 11771

Vanderbilt Museum, Mansion and Planetarium

Top things to do in Long Island, New York

Courtesy of Suffolk County Vanderbilt Museum

The Vanderbilts are known as one of the wealthiest and most powerful families to ever live in the United States, as demonstrated by their beyond lavish and world-famous summer homes such as The Breakers in Newport, Rhode Island or Biltmore House in Asheville, North Carolina . Long Island is no exception to architectural displays of Vanderbilt wealth, which the public can now enjoy at the Eagle's Nest mansion and museum in Suffolk County. Built by William K. Vanderbilt II – a descendent of Cornelius Vanderbilt – in 1910, it was used as a summer residence until 1936. Not typical of these Jazz Age mansions is the on-site Reichert Planetarium, which began welcoming the public in 1971. The building also still houses thousands of artifacts from his many overseas expeditions. Tour admission is $10 for adults, with reduced rates for seniors, children and military personnel. The public can access shows at the planetarium year-round and the rooftop observatory on Friday nights.

Address: 180 Little Neck Road, Centerport, NY 11721

Nassau County Museum of Art

Nassau County Museum of Art (NSMA) sits inside a mansion built by Henry Clay Frick, an American industrialist. The museum brings the many movements and mediums of the art world to Nassau County, Long Island. In addition to the permanent galleries at the NCMA, rotating exhibits invite museum-goers to explore impressionism pieces or canvases inspired by the supernatural. Also on the grounds are a sculpture garden, with over 40 pieces from 30 artists across 145 acres; the formal gardens of the William Cullen Bryant Preserve; and an arboretum, which offers walking trails on what was once Manhasset Indian territory. An outdoor adventure map and guide for children is available from the museum to engage kids in the sculptures. General admission tickets to the exhibits inside the mansion start at $15 per adult. Access to the grounds, including the gardens, is free. Art classes and workshops are offered on-site (and virtually), as are family events. Pricing varies for classes and workshops.

Address: One Museum Drive, Roslyn Harbor, NY 11576

Long Island Children's Museum

Bring the kids to Garden City to jump inside a giant bubble, meet a member of the Mesozoic Era or stop in at the Animal Diner. These are just some of the many interactive exhibits available at the Long Island Children's Museum. Visitors to the museum note that it's easy to pass three to four hours here, especially on a rainy day. Fans of the museum say there is plenty to do for children ages 1 to 10. Though the museum's dedicated area for toddlers does get crowded, so it's best to reserve a spot in the toddler area as soon as you arrive to maximize playtime. General admission to the museum is $15 for adults and children, though those under 1 year old are free. The Long Island Children's Museum is open to the public Tuesday through Sunday, 11 a.m. to 3 p.m. on weekdays and 11 a.m. to 5 p.m. on weekends.

Address: 11 Davis Ave., Garden City, NY 11530

Long Island Aquarium

Top things to do in Long Island, New York

Courtesy of Long Island Aquarium

The Lost City of Atlantis is actually in Riverhead, New York – at least it's the name of the shark exhibit at the Long Island Aquarium. Porcupines, owls and coati are just a few of the unexpected inhabitants of this multifaceted aquarium along the Peconic River. In addition to the water-dwelling creatures like jellyfish, crabs and otters, the Long Island Aquarium is also home to one of the largest living insect exhibitions in North America; if your kid likes creepy-crawlies, this is your spot. Children ages 3 to 12 pay $29.99 for aquarium access, while those 13 to 61 pay $42.99, and anyone over 62 pays $31.99. A very cool perk is that if you're visiting Long Island around your birthday, the aquarium offers one free admission during your birthday week. The Long Island Aquarium is open 10 a.m. to 4 p.m. on weekdays and until 5 p.m. on weekends, holidays and school breaks.

Address: 431 East Main St., Riverhead, NY 11901

Fire Island

Top things to do in Long Island

Off Bay Shore, Long Island, across the Great South Bay, Fire Island is a not-so-great distance of about 10 miles, which takes 30 minutes by ferry. This car-free island, popular with Manhattanites, has the unique dichotomy of a reputation for partying alongside some incredible natural wonders. Fire Island's sunken forest is a rare ecological marvel of a maritime holly forest that's formed behind its massive sand dunes along the Atlantic coast. The Fire Island Lighthouse was built in 1826 and stands tall today, welcoming visitors. At 74 feet, the octagonal structure was sometimes the first sight of America for European immigrants.

Fire Island is also a well-known summer destination for LGBTQ travelers. On Independence Day in 1976, a man dressed in drag was turned away from a restaurant in Fire Island Pines, and upon hearing the news, his friends – also dressed in drag – came to the rescue by water taxi. The exuberant act of solidarity has spawned an annual tradition known as "Invasion of the Pines" that now welcomes hundreds of drag queens to the island each Fourth of July.

Jones Beach State Park

Top things to do in Long Island

Themed after an ocean liner, Jones Beach is a family beach haven located less than 20 miles from New York City in Wantagh, New York. Swimming and sunbathing are the main activities here, and 6.5 miles of white-sand shoreline accommodates them well. If you need a little exercise, cycling on the boardwalk is welcome year-round and stretches for miles. The bird-watching is excellent, and so is the people-watching, with plenty of concessions and events, such as fireworks and concerts. Apart from fun in the sun, the Jones Beach Energy and Nature Center is a free educational institution that offers conservation programming to the public.

Address: 150 Bay Parkway, Wantagh, NY 11793

Cradle of Aviation Museum

Top things to do in Long Island, New York

Courtesy of Cradle of Aviation Museum

Geographically, Long Island is a perfect airfield, and it proved to be an ideal testing ground for early flight during the late 19th and early 20th centuries, including the departure point for Charles Lindbergh's flight to Paris in 1927. More than a century of aerospace history awaits at Long Island's Cradle of Aviation Museum in Garden City. The Hubble Space Telescope exhibit is just one of many, including numerous hands-on activities across 150,000 square feet of exhibit space. You can climb into the cockpit of a half-dozen air and spacecraft from the museum's collection of more than 70, which includes a hot air balloon and a lunar space module. The Cradle of Aviation Museum is open Tuesday through Sunday from 10 a.m. to 5 p.m., starting at $16 per person; combo tickets that also offer access to its planetarium are available for $5 more.

Address: Charles Lindbergh Blvd., Garden City, NY 11530             

Drive to the island's end in Montauk

Top things to do in Long Island

An old fishing village at the very end of Long Island, Montauk is the easternmost point in New York. The city attracts loyal summer crowds for its stunning beaches and family-friendly downtown. Immortalized in song by The Rolling Stones in the '70s, Memory Motel still stands and welcomes revelers along the Montauk Highway. Tourism in the Hamptons hasn't slowed since, but much of Montauk remains the same. The Montauk Point Light is also a must, though it gets crowded during the middle of the day. It's not the only place for views, though – far from it. We recommend a drive down Montauk Highway or a hike at Camp Hero State Park, where the vista along its cliffs feels a bit like a baby Big Sur . Hikers will eventually come across the abandoned Cold War-era radar tower that was once part of Camp Hero, a spooky destination that evokes conspiracy theories. For something a bit less eerie, head to Deep Hollow Ranch, where beginners and experienced riders can enjoy the horses at the self-proclaimed oldest working ranch in the United States.

Have a rose day at Wolffer Estate Vineyard

Top things to do in Long Island, New York

Courtesy of Wolffer Estate Vineyard

If you're shopping at any market or grocery store in the Hamptons, you'll be sure to come across the pretty pink bottles of Wolffer Estate rose. The popular varietal is produced at the label's vineyard in Sagaponack, New York. What better way to spend an afternoon than a tour and tasting at this bucolic wine estate? Access to the Wolffer Estate Tasting Room is by reservation only, and groups can be two to eight people. A cellar tour and tasting provides a 45-minute guided tour of the tasting room and cellar by an expert sommelier for $60 per person (for up to six people). Friday nights, in season, the winery hosts live music and wine by candlelight. Visitors note that flights here can be pricy, but it's worth a splurge for the quality and ambiance. Wolffer also produces spirits in the form of gin or brandy, as well as nonalcoholic options.

Address: 139 Sagg Road, Sagaponack, NY 11962

Go shopping in Sag Harbor

Top things to do in Long Island, New York

The cute-as-a-designer-button village of Sag Harbor has all the quintessential Hamptons boutiques and clothiers. Home decor, clothing and interior design shops with names like Bloom and AYR are sprinkled throughout town among the vibrant hydrangeas. Perhaps the most famous resident boutique is Gwyneth Paltrow's lifestyle brand goop, found on Bay Street and open Thursday through Sunday. Sylvester & Co. Modern General has everything from lanterns and linens to watches and spices in a well-curated storefront. Once you've broken your budget, consider checking out a bit about Sag Harbor's history as a whaling town at The Sag Harbor Whaling & Historical Museum, housed in an old Masonic lodge. Refuel at Grindstone Coffee and Donuts on Main Street.

Taste the ultimate chocolate-chip cookie in Southampton

Top things to do in Long Island, New York

Courtesy of Tate's Bake Shop

If you've tasted a Tate's Bake Shop cookie, then you know. The buttery, crunchy baked goods are sold at grocery stores nationwide, but it started in 1980 in Southampton with a 21-year-old Kathleen King and her original recipes. The flagship, pastel-green Tate's Bake Shop is open to the public, and this adorable space sells pies, cakes, and other pastries in addition to its phenomenal cookies. Of course, the original chocolate chip is a classic, but you'll find oatmeal raisin, lemon, coconut and more varieties, as well as gluten-free and vegan options. Visitors can also snag branded mugs, cookie jars and even a candle that smells like cookies – more of a tease than a souvenir.

Address: 43 North Sea Road, Southampton, NY 11968

Shelter Island

Top things to do in Long Island

Shelter Island is a short ferry ride from Sag Harbor and a secluded summer refuge. The admirers of Shelter Island prefer its more low-key vibe to the posh Hamptons, though there are still plenty of yachts. Shelter Island is all about getting outside, whether it's biking around town (cars require a permit to park); hiking Mashomack Preserve, which covers one-third of the island; golfing at the Shelter Island Country Club; or simply sunning at one of its many beaches, such as Wades, Crescent or Sunset. No trip to Shelter Island is complete without an alfresco meal. There are chockablock charming bistros, but the real dining scene is at the island's hotels. Try The Pridwin Hotel; their restaurant looks out over a grand lawn. Sunset Beach hotel is another fantastic Shore Road hotspot, with "froze" (frozen rose) on tap. A local favorite is the Shipwreck Bar at the SALT Waterfront Bar & Grill. Just keep in mind that many hotels and restaurants on Shelter Island only welcome visitors seasonally.

Make it an interesting evening with a Long Island iced tea

Top things to do in Long Island, New York

Courtesy of Mercato Kitchen & Cocktails

It seems as if the origin of the Long Island iced tea would be obvious, but it's up for debate. Tennessee, of all places, claims the drink was invented in Kingsport on its own Long Island during the Prohibition-era 1920s. The director of communications for Discover Long Island has been quoted otherwise, saying Robert "Rosebud" Butt invented the drink as part of a contest at the Oak Beach Inn on Long Island in the 1970s. Unfortunately, Oak Beach Inn no longer welcomes guests. Still, Rosebud's legacy lives on with a punchy combination of equal parts gin, rum, vodka, tequila and triple sec, plus cola and sweetener mixed with lemon or lime juice. The Long Island iced tea is widely available beyond Long Island, but why not try one (and probably only one) in its birthplace? Locals recommend Mercato Kitchen & Cocktails in Merrick as the place to sip the strong drink.

Try Long Island's oysters – and snails

Top things to do in Long Island, New York

Courtesy of Salt & Barrel Oyster & Craft Cocktail Bar

The Great South Bay provided Long Islanders with various shellfish and assortments of oysters for decades. Most famously, the area is ideal for the coveted Blue Point oysters – yes, the band Blue Oyster Cult was founded in Long Island in the '60s. But storms and pollution tamped the popularity of oysters in the early 20th century until a resurgence in the 1990s. A parasitic infection caused even more problems, which took until 2006 to resolve. Luckily, today's residents and visitors have access to numerous oyster farms, some with stands open to the public. Of course, you can also order them off almost any menu in the area; Long Islanders agree Salt & Barrel in Bay Shore slings some of the best oysters around. If you're looking for something different, Peconic Escargot is one of the only snail outfits in North America, offering fresh snails from their farm in Cutchogue in North Fork, calling their variety "the bay scallops of the snail world."

Tour the Jazz Age mansions that inspired "The Great Gatsby"

There are so many Jazz Age estates on Long Island that you can tour them along what is dubbed the Gold Coast of Long Island. Start with Old Westbury Gardens of the Phipps fortune. Henry Phipps was Carnegie's business partner, and the trust he created for his family has made them modern-day billionaires. The estate is now a museum with stellar landscaping. Don't miss the Sands Point Preserve, which features the famed Hempstead House. Robber baron Jay Gould built both mansions for his wife, who was later accused of having an affair with Buffalo Bill (yes, that Buffalo Bill). After the divorce, it was sold to a gentleman named Daniel Guggenheim (yes, that Guggenheim). Finally, OHEKA Castle, resembling a French chateau, is to this day the second-largest private residence built in the United States. Today, the property is part of the Historic Hotels of America. Visitors might recognize the OHEKA Castle from "Citizen Kane," "Succession," or the "Blank Space" Taylor Swift music video. The property is also likely an inspiration for the Gatsby mansion from F. Scott Fitzgerald's "The Great Gatsby."

Visit the Big Duck of Flanders

Top things to do in Long Island, New York

Is any family vacation complete without an oddball roadside attraction? The Big Duck of Flanders, New York, certainly fits the bill. Built in 1931 by farmer Martin Maurer as a gamey advertisement for the poultry shop indoors, the duck housed real ducks and eggs for sale, and it was a success. The duck was moved several times throughout its life, but today visitors can find the Big Duck in a park on Flanders Road in Flanders, near the Great Peconic Bay. If you look closely, you'll see that its eyes are the headlights of a Ford Model T.

Address: Flanders Road, Flanders, NY 11901

Inhale the smell of spring at Lavender by the Bay

Top things to do in Long Island, New York

Courtesy of Lavender by the Bay

The start of summer in late June is a prime time to be in East Marion, right as the lavender is blooming. This 17-acre lavender farm is a Long Island taste of France's Provence region, with 80,000 lavender plants. Lavender by the Bay farm opens for weekends beginning in April. The English lavender blooms first, followed by French lavender in July. If you don't make it out during the busy summer months, a second small bloom of English lavender can be expected in late summer or early fall. Starting in June, Lavender by the Bay farm is open seven days a week from 9 a.m. to 5 p.m. Timed tickets are required to walk through the field and give visitors 90 minutes to roam. The farm shop lets you bring the stress-melting scent back home with oils, dried bundles, sachets, soaps, eye masks and more.

Address: 7540 Main Road, East Marion, NY 11939

Planting Fields Arboretum State Historic Park

Top things to do in Long Island, New York

Planting Fields are the grounds at Coe Hall, yet another moneyed Long Island estate and now a 409-acre park. When the co-architect behind the Planting Fields landscape design passed in 1918, the Coe family hired the Olmsted Brothers to complete the project, and they shaped the property over the next decade. Planting Fields are open to the public from 9 a.m. to 5 p.m. daily; an $8 parking fee is collected from May through Labor Day and on weekends and holidays in April. Coe Hall is open for tours Wednesdays through Sundays for a $10 admission (discounted rates for children and seniors). But the real focus is outside, where something is blooming year-round, and an entire greenhouse is dedicated to the delicate camellia flower.

Address: 1395 Planting Fields Road, Oyster Bay, NY 11771

Belmont Park Racetrack

Top things to do in Long Island, New York

Belmont Park Racetrack is home to the Belmont Stakes, the final horse race in the prestigious American Triple Crown. The Belmont Park spring/summer meet typically lasts from late April until June, when the Belmont Stakes occur, with additional races through July. During that time, Belmont Park Racetrack holds nearly 60 races, and general admission tickets are available to the public for just $5. Box seats come with a better view as well as a higher price tag and a more refined dress code. Belmont Park is easily accessible for visitors taking the Long Island Railroad (LIRR) by boarding an eastbound train to Jamaica Station and transferring to a train bound for Belmont Park Station. Belmont Park is located in Elmont, New York.

Address: 2150 Hempstead Turnpike, Elmont, NY 11003

Walt Whitman Birthplace State Historic Site

Top things to do in Long Island, New York

Courtesy of Walt Whitman Birthplace Association

In the wise words of Walt Whitman, "Keep your face always toward the sunshine, and shadows will fall behind you." In 1819, the accomplished American poet was born one of nine children on Long Island in Huntingdon Station, New York. Whitman's birthplace remains today, 200 years later, as a New York State Historic Site. The home, which has original flooring on the second floor and more than 350 artifacts intact, is open for tours. The site is open year-round, but hours vary depending on the season. Tickets are $8 per adult, with discounts for seniors, kids and the military. Guests of the museum say that it's small and a tad hard to find, but that the tours are informative and a voice recording of Whitman reading his poetry, made with the assistance of Thomas Edison, is magical. The gift shop is a must for any fan of poetry looking to browse or buy a fresh copy of "Leaves of Grass."

Address: 246 Old Walt Whitman Road, Huntington Station, NY 11746

Carriage Museum at Long Island Museum

Grace Darling greets guests at an entrance to the Long Island Museum. No, she's not the curator; Grace is the name of a large, highly decorated omnibus. Welcome to the Carriage Museum, an exhibit of eight galleries that charts transportation prior to the automobile. The museum features an authentic 19th-century carriage shop, reassembled from its original home in Massachusetts, as well as some of the finest carriages that traversed the magnificent estates of Long Island's Gold Coast mansions. The carriage collection began in 1952, but the dedicated building where it is now was built in 1987 on the former site of the Stony Brook Hotel. The Long Island Museum is located in Stony Brook, New York, and is open from noon to 5 p.m. Thursday through Sunday. The $10 admission gains you access to all of the Long Island Museum's exhibits, including the Carriage Museum.

Address: 1200 NY-25A, Stony Brook, NY 11790

Tee Off at Bethpage Black

Long Island has a number of golf courses open to the public, but the Bethpage Black course at Bethpage State Park – known as "the Black" – is a prime pick. The longest public golf course on the island, the Black is located in Farmingdale, New York, and is frequently praised by golf publications. Host to the U.S. Open, the Ryder Cup and other PGA events, Bethpage Black is a difficult course only recommended for skilled golfers. But if you are a golf enthusiast, this is the place to be.

Address: 99 Quaker Meeting House Road, Farmingdale, NY 11735

You might also be interested in:

  • The Top Things to Do in Brooklyn
  • The Top Observation Decks in New York City
  • The Top Romantic Getaways in New York
  • The Top Weekend Getaways From New York City
  • The Best Places to Visit in New York State

Tags: Travel , New York Vacations , US Vacations

World's Best Places To Visit

  • # 1 South Island, New Zealand
  • # 4 Bora Bora

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PlanetWare.com

17 Top-Rated Attractions & Things to Do on Long Island, NY

Written by Meagan Drillinger and Lavanya Sunkara Updated Dec 23, 2023

Any New Yorker has a strong love for Long Island. This 118-mile-long, 23-mile-wide island is just off the coast of Manhattan and is even home to the New York City boroughs of Queens and Brooklyn .

Long Beach boardwalk

Long Island is where New Yorkers go for the best beaches near NYC , as well as beautiful historic mansions, parks, and gardens. The communities along Long Island are known for their love of the water, whether it's a beautiful boardwalk, a surf school, or a great seafood restaurant.

Flanked by the Atlantic Ocean on the south and the Long Island Sound on the north, Long Island is home to the world-famous Hamptons communities known for their legendary summer seasons. The 10th largest island in the country, Long Island is peppered with lighthouses, veined with bike trails, and dotted with various other islands that locals love to frequent.

It's also a spot to find a large number of ethnic communities, which helps to add to the overall richness and diversity of Long Island. Long Island is the birthplace of some of the world's greatest figures, from Walt Whitman and Jerry Seinfeld to LL Cool J, Mariah Carey, and Billy Joel.

Families can spend their days exploring the beaches or visiting the Long Island Aquarium. Summer is the most popular time to hit Jones Beach, which often has outdoor concerts, air shows, and fun weekend festivals.

And because Long Island is so close to New York City , you can get there very easily with the Long Island Railroad, which leaves from Penn Station and Grand Central in Manhattan, Atlantic Terminal in Brooklyn, or Jamaica Station in Queens.

Plan your next vacation with our list of the top attractions and things to do on Long Island.

Montauk Point Lighthouse

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Montauk Lighthouse

At the farthest point east on Long Island stands the historic Montauk Point Lighthouse in the hamlet of Montauk. Commissioned by George Washington and completed in 1797, the oldest lighthouse in New York State became a beacon of hope and the first sight millions of immigrants saw on their way to the free world. It later became a strategic fire control station by the armed forces during WWII.

Today, the lighthouse attracts scores of tourists wanting to take in the expansive views of the Atlantic Ocean and catch glimpses of the seals that gather on the shores.

On these dog-friendly grounds, there are walking trails that take you around the buildings and onto a rocky beach. You can climb up to the top of the lighthouse for panoramic views or visit the museum, located in the 1860 Keepers' house.

Address: 2000 Montauk Hwy, Montauk, New York

Old Westbury Gardens

Step right into the pages of The Great Gatsby when you enter the grounds of this Old Westbury opulent estate, former property of John S. and Margarita Grace Phipps. This Gold Coast estate, listed on the National Register of Historic Places , consists of 160 acres.

Old Westbury Gardens features the main attraction of the palatial Westbury House surrounded by sweeping lawns, rose gardens, water fountains, serene ponds, and lakes. Begin with a tour of the mansion, followed by a stroll through its gorgeous gardens.

During the warmer months, Old Westbury Gardens has concerts and special events on the main lawn. Their most popular event, Dog Days , happening in the spring and fall, attracts dog owners and lovers to the gardens for a fun-filled outing with hikes, themed-entertainment, and vendors.

Address: 71 Old Westbury Road, Old Westbury, New York

Cross Sound Ferry

Long Island's North Shore is framed by the beautiful Long Island Sound, which separates the island from the southern shore of Connecticut. One of the most beautiful ways to see the sights is to get out on the water with the Cross Sound Ferry.

The ferry offers passenger and vehicle transport year-round between Orient Point, Long Island and New London, Connecticut. The ferry itself is clean and comfortable with an open-air roof deck, perfect for taking in the views.

For something extra scenic and educational, you can even book a lighthouse cruise from Orient Point to check out some of the historic lighthouses along the Long Island Sound.

Read More: Touring New York by Water Using the NYC Ferry System

Yellowtail snapper at the Long Island Aquarium

The Atlantis-themed Long Island Aquarium boasts one of the largest living coral displays in the Western Hemisphere. In addition to the 20,000-gallon display tank, this Riverhead aquarium has a massive shark tank and a number of indoor and outdoor exhibits of marine and island wildlife.

Kids can have up-close encounters thanks to touch tanks and other interactive features like meet-and-greet with penguins, selfies with sea lions, and meal prep for seals. The aquarium is now offering remote learning opportunities for students in Pre-K to 12th grade.

In the summer, a 90-minute Atlantis Explorer Boat educational tour takes visitors down the Peconic River. If you are feeling a bit adventurous, you can do a shark dive in a cage in their Lost City of Atlantis Shark exhibit. The aquarium also hosts sleepovers, so you can spend the night next to the tanks. But you can always opt for the nearby waterfront Hyatt Place Long Island/East End .

Sagamore Hill

If you have dogs and love history, be sure to explore the "Summer White House" on the North Shore. The former estate of the country's 26th President, Theodore Roosevelt , is open for visitors year-round between sunrise and sunset.

Take a guided tour of the 23-room Victorian mansion (filled with game trophies from his exploring days), check out the Audubon Center , and walk the trail to the Cold Spring Harbor beach on the Long Island Sound that the president enjoyed with his furry friends. Armchair explorers and educators can now take virtual tours of the house.

Sagamore Hill is part of the U.S. National Parks Service and is listed on the National Historic Places registry. Every year, it hosts educational programs and annual events, including a free Independence Day celebration that features a visit from an actor resembling the late president.

Address: 20 Sagamore Hill Road, Oyster Bay, New York

Hamptons beach house

From world-class beaches to lovely hamlets and towns boasting mansions with manicured lawns, the Hamptons, in the easternmost part of the South Fork of Long Island, embody the quintessential summer getaway.

You can fill your days with outdoor parties, gallery openings and museum outings, alfresco dining, and of course celebrity watching. The area encompasses Southampton and East Hampton , with hamlets such as Sag Harbor, Bridgehampton, Water Mill, and Amagansett among others.

This seaside resort destination has miles of sunny beaches, including the world-famous Main Beach and Cooper's Beach . Getting to the Hamptons may take a while, whether you are taking the Hampton Jitney or the Long Island Rail Road (LIRR) or driving, but the trip is well worth the time.

Jones Beach

As one of the most beautiful beaches on Long Island, the 6.5-mile-long Jones Beach , with sugary sand and refreshing waves, is a popular place to visit in the summer. Walk or bike the boardwalk, play basketball or miniature golf, or simply hang out on your beach blanket after a swim.

Get delicious tacos, burgers, and rice bowls at the newly revamped Boardwalk Cafe adjacent to the Central Mall Concession. Be sure to arrive early in the day to beat the crowds, or come after sunset to enjoy cool ocean breezes and a nearly empty beach.

Don't miss the biggest show the state park puts on, the Memorial Day Bethpage Air Show , where the U.S. Navy Blue Angels put on a breathtaking show over the water. Music lovers can catch concerts for free at the bandshell or get tickets to big-name musical acts at the Northwell Health outdoor arena.

The Nature Center, located on a barrier island within the state park, has a lot of fun things to do for kids, including a Discovery Bone Cove where they can dig up whale bones, see a butterfly garden, or view a shipwreck.

The state park charges a vehicle entrance fee until 4pm on weekdays and 6pm on weekends and holidays during beach season, from Memorial Day Weekend to Labor Day weekend; it charges a reduced fee until 3pm/4pm on weekends in the months of April and September through November.

Address: 1 Ocean Pkwy, Wantagh, New York

Long Island Boardwalk

For a fun outing with surf and fine white sand, there's no better place to visit than Long Beach, located a 50-minute train ride from New York City. Stroll or bike the 2.2-mile boardwalk, rebuilt after Superstorm Sandy. Grab a bite to eat at Five Ocean Bar and Grill , and cool off with frozen yogurt at Tutti Frutti on W Park Ave nearby.

Visitors can take advantage of the free concert series in the summer. If you want to learn how to surf or paddleboard, Skudin Surf Long Beach is located right on the beach. Surf2Live runs weekly summer surf camps and private lessons for children and adults.

Apollo 11 space suit at the  Cradle of Aviation Museum

The world-class Cradle of Aviation Museum houses Donald Everett Axinn Air & Space Museum Hall , which has permanent and changing collections chronicling the history of aviation, specifically that of Long Island. It has air and spacecraft displays (from biplanes to a lunar landing module), hands-on exhibits, and cockpits to climb into.

The museum has an IMAX Dome surround-screen theater, showcasing immersive virtual reality experiences and films that transport viewers to far-flung places. The museum celebrated Apollo at 50 with an exhibit titled, Space: A Journey to Our Future .

Next door on Museum Row, the historic Nunley's Carousel , created in 1912, has been restored to its former glory and is available for rides.

Address: Charles Lindbergh Blvd, Garden City, New York

The Planting Fields

Coe Hall, the former estate of Standard Oil heiress Mai Rogers Coe and her husband insurance magnate William Robertson Coe, is the main attraction of this popular North Shore property in Oyster Bay. This Tudor Revival mansion still maintains its 20s elegance, and a tour inside reveals priceless antiques, handcrafted details, and original furnishings and artwork.

The 409-acre grounds surrounding the estate are known as Planting Fields , and are included in the National Register of Historic Places . It is a feast for the eyes, with blooming flowers, lush rolling lawns, greenhouses, and formal gardens.

In April, the Planting Fields Foundation celebrates Arbor Day with its annual festival full of fun activities, including tree climbing with a harness, planting ceremonies with Smokey Bear, and live music with Peat Moss & the Fertilizers and Johnny Herbert. Kids can also enjoy scavenger hunts, arts and crafts, and book readings.

On summer Friday evenings, the Planting Fields puts on "Music in the Garden" outdoor concerts featuring blues, jazz, and swing music.

Address: 1395 Planting Fields Road, Oyster Bay, New York

Fire Island Lighthouse

Miles of enchanting beaches and tiny villages flanked by sand dunes, white-tailed deer, and pristine wilderness make Fire Island seem like a world away from the concrete jungle of New York City. This narrow barrier island parallels Long Island on the South Shore, with the westernmost tip beginning at the popular Robert Moses State Park and separated by the Great South Bay .

From the Robert Moses Beach, you can take a nature trail to the Fire Island Lighthouse and Smith Point Visitor Center. The best way to explore Fire Island is on an overnight stay, either at a campground at Watch Hill or by renting a beach house, but be sure to book early in the year to reserve a spot. Take time to explore the Sunken Forest on a relaxing walk on the elevated boardwalk under the canopy of a maritime holly forest.

On this car-free island, the Robert Moses Causeway takes you to the state park, while the William Floyd Parkway takes you to the eastern end to the William Floyd estate. The Fire Island National Seashore , which covers 26 miles of the island, can be accessed by boat or ferry from Patchogue, Sayville, and Bay Shore.

Oheka Castle aerial

Travel to the time of Long Island's Gilded Age with a visit to Oheka Castle , sitting on the highest point of Long Island in the town of Huntington. With expansive manicured lawns and gardens designed by Frederick Law Olmsted, responsible for the layout of Central Park , this French chateau-inspired building has been the setting for many weddings.

This former estate of financier and philanthropist Otto Herman Kahn was built in 1919 and had its share of extravagant soirees in the roaring 20s. The name of the castle comes from the first letters of its former owner. Available on the grounds are tennis courts, an 18-hole golf course, a large greenhouse complex, and a French Formal Garden in the front of the house.

After Kahn's death, the property had multiple owners, and the latest owner, Gary Melius, did a complete renovation and turned this second-largest private residence in America into a luxury hotel. This Historic Hotels of America member boasts 32 guest rooms and suites on the upper floors of the estate. The property also has an events space, and conference center, and hosts mansion tours.

Address: 135 W. Gate Drive, Huntington, New York

Hempstead House at the Sands Point Preserve

Overlooking the Long Island Sound, Sands Point Preserve is a magnificent 216-acre park featuring three castle-like mansions on the original Guggenheim Estate and several dog-friendly, wooded hiking trails. The preserve has the stately Hempstead House , Castle Gould, and Falaise.

Falaise, built by Harry S. Guggenheim, boasts paintings from the Renaissance and antiques that date back to the 16th century. Hempstead House, an opulent Tudor-style mansion, boasts 40 rooms, a rose garden, and a terrace with sweeping views of the Long Island Sound. It's often used as a venue for weddings and special events.

Sands Point Preserve hosts a number of events for visitors, including mansion tours, yoga classes, and a Halloween Ball. Dogs can have fun splashing around in the cool waters of the Long Island Sound, and the grounds are ideal for picnics.

Address: 127 Middle Neck Road, Sands Point, New York

Aerial of the Vanderbilt Museum and Planetarium

Located on the North Shore, the 43-acre former estate of William K. Vanderbilt includes the Spanish Revival-style mansion of Eagle's Nest , turned museum and Planetarium. The museum houses thousands of wildlife specimens that Vanderbilt collected during his overseas expeditions. Additional structures on the property include a boathouse, a seaplane hangar, and a curator's cottage surrounded by beautiful gardens.

Vanderbilt's Charles and Helen Reichert Planetarium has full-dome films, laser shows, live star talks, and concerts. The rooftop observatory is open to the public Friday nights (depending on weather) where visitors can see the night sky through a 16-inch Meade reflecting telescope with the guidance of an astronomy educator.

The venue is a perfect place for weddings and special events. Tours of the planetarium and other exhibits are available daily except holidays.

Address: 180 Little Neck Road, Centerport, New York

Nassau County Museum of Art

On the grounds of the former estate of Henry Clay Frick, the Georgian mansion-turned-museum hosts permanent and rotating exhibitions by famous artists like Pierre Bonnard, Auguste Rodin, Roy Lichtenstein, Moses Soyer, Edouard Vuillard, and others.

The Nassau County Museum of Art also features an outdoor sculpture garden with works by Botero, Calder, and more. Walking trails through 145 verdant acres offer opportunities to go for a leisurely stroll to reflect after a visit to the gallery. The museum also offers fun activities for kids, art classes, and workshops like flower felting and scarf painting.

Address: One, Museum Drive, Roslyn, New York

Caumsett State Historic Park Preserve

Perched on a beautiful peninsula that juts into Long Island Sound, Caumsett State Historic Park Preserve is a picturesque outdoor escape on Long Island's North Shore. The park features miles of walking and running paths, as well as opportunities for hiking, horseback riding, and, come winter, cross-country skiing.

The 1,520-acre park was acquired by the state of New York in the 1960s and ever since has been providing residents of Long Island, as well as visitors, a diverse landscape of marshland and woods to explore. Prior to becoming a state park, it was the Marshall Field III estate that was built in the 1920s. Field purchased more than 1,700 acres of land to create his large estate, which was a combination of a hunting preserve, country club, and home. It was a self-sustainable endeavor, as well, and had its own water and electrical supply.

Today visitors will find many historic buildings from the estate in the park that are still used today, such as the polo barns and the Lloyd Harbor Historical Society. Now a state historic park, the grounds are beloved for their variety of plants and animals, as well as the relaxing meadows and forests. The park also limits the use of cars, so guests find it particularly easy to unplug and enjoy the views.

Address: 25 Lloyd Harbor Road, Lloyd Harbor, New York

Aerial view of Freeport

So much of Long Island's history and culture is tied to the sea. One of the best places to soak it all in is in the town of Freeport, along what is called the Nautical Mile.

The town of Freeport was settled in the mid-17th century as a fishing village. Today it is a charming suburb and a bedroom community for those who work in New York City. But you can still get in touch with its seafaring routes along the Nautical Mile.

This waterfront Main Street runs along the Woodcleft Canal and gives both residents and tourists a lovely look into the community and culture of Freeport. In the warmer months, check out the boats that line the canal and set sail in the evening for sunset views of the South Shore. Local cruise companies host a variety of experiences, from inner cruises to sunset sails.

The Mile also has many attractions, from the Crow's Nest Mini Golf course to the Sea Breeze waterfront park and marina. Dining abounds along the Nautical Mile, as well, especially when it comes to seafood restaurants.

Hotels run the gamut, from luxurious hotels in the Hamptons and North Shore to more affordable chain hotels spread out throughout the counties.

Luxury Hotels:

  • In the East Hampton, the Mill House Inn is a charming bed-and-breakfast with 10 uniquely themed rooms ideal for a romantic getaway. Guest rooms come with private decks, soaking tubs, flat-screen HDTVs, and fireplaces. And the indulgent breakfast here is known for being one of the best on the island.
  • Undoubtedly, OHEKA CASTLE Hotel & Estate , listed on the National Register of Historic Places, has some of the most elegant rooms on the North Shore. Sleep like royalty in the 32 individually decorated rooms, located on the upper floors of the castle.
  • The East Hampton Art House Bed and Breakfast is located within walking distance to Clearwater Beach Preserve and Marina, and has lovely rooms, a 66-foot pool, a hot tub with a waterfall, a wading pool, and an indoor Endless Pool.

Mid-Range Hotels:

  • The Ocean Resort Inn in Montauk is located within steps from the beach and provides a peaceful retreat with views of the Atlantic. Complimentary bikes, chairs, umbrellas, and towels are provided, so you can make the most of your Montauk getaway.
  • The waterfront Hilton Garden Inn Roslyn has an on-site restaurant, fitness center, and indoor pool; it's near many country clubs and golf courses and downtown Roslyn.
  • As the name suggests, the centrally located Hilton Garden Inn Islip/MacArthur Airport is less than a five-minute drive from the Long Island airport.

Budget Hotels:

  • The newly renovated Red Roof PLUS+ Long Island - Garden City boasts a new lobby, and flat-screen TVs, new furniture, and hardwood flooring in all guest rooms.
  • The property is pet-friendly and has free parking. Comfort Inn Syosset by Choice Hotels has new rooms and offers complimentary hot breakfast and parking.

More Related Articles on PlanetWare.com

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Long Island Beaches: Boasting some of the best beaches in the world, Long Island has many options to have some fun in the sand. For more details, read our article on the Top-Rated Beaches on Long Island .

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New York City: If you are using New York City as your base, check out our guide to the Top-Rated Tourist Attractions in New York City , with all the details on what to see and how to make the most of your time. Our guide to Central Park can help you navigate this huge green space, and if you want to focus on museums, be sure to see our guide New York's best museums . See more of the boroughs with our list of things to do in the Bronx and on Staten Island .

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Day Trips: If you are looking to venture away from the city, read our articles on the best day trips from New York City and the best weekend getaways to find things to do in the nearby areas.

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Long Island Historical Sites

At these historic sites in Long Island you will find fascinating cultural and national history. Buildings integral to Long Island history built in an architechtural style of a time gone by can be found here. This is a great list of Long Island historical sites.

visit historic long island

  • 830 Springs-Fireplace Road, East Hampton, NY, 11937
  • 631-324-4929
  • http://sb.cc.stonybrook.edu/pkhouse

Pollock-Krasner House

This small Long Island house once belonged to famous artist and leader of the abstract expressionist movement Jackson Pollock and his wife, artist Lee Krasner. This house and barn was used by both artists as a living space and studio, remnants of their work are still evident on walls and floor of the nearby barn. Now a National Historic Landmark, this is one of the most artistically significant historical sites in Long Island.

Now a museum memorializing the artists and their work, the house's rooms are furnished with items that belonged to Pollock and Krasner including their personal library and Pollock's Jazz record collection. Visitors to the museum can see the barn studio in which Pollock painted many of his most famous paintings and where drips of paint still remain on the floor and ceiling from his work. The house and museum are open for general admission June through August on Thursdays Fridays and Saturdays, and in September, October and May by appointment.

visit historic long island

  • 20 West Main Street, Oyster Bay, NY, 11771
  • 516-922-6808
  • http://www.raynhamhallmuseum.org/

Raynham Hall Museum

If you are searching for some of the most interesting historical sites Long Island has to offer, then be sure to visit Raynham Hall. Home to merchant Samuel Townsend and his family in the late 1700s and early 1800s, this house was directly involved in events during the Revolutionary War. During 1778 and 1779 Raynham Hall was used as headquarters for British general John Simcoe; Townsend secretly formed a spy ring and reported news of the enemy movements to American patriots.

Now a museum, this old house is decorated and furnished with over 5000 authentic artifacts - clothing, art, decorations, games, cookware and more - from the late 17 to early 1800s. Visitors can learn about life during the times of Samuel Townsend and the Revolutionary War, see how his home would have been decorated and learn about the type of clothes the Townsend family would have worn. Other short-term exhibitions change regularly and highlight specific aspects of colonial life or individuals. The museum is open Tuesday through Sunday from 1 to 5pm. Admission is $5 per adult.

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14 Most Beautiful Towns You Should Visit On Long Island

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Discover four more pretty towns to visit on Long Island

  • Long Island offers beautiful state parks, museums, and charming towns, making it a captivating destination for outdoor enthusiasts and adventure-seekers.
  • Greenport, Sag Harbor, Port Jefferson, and Northport are some of the lesser-known gems on Long Island that offer a range of attractions, from historic seaports to vibrant arts scenes and waterfront views.
  • Whether you're exploring historic villages, enjoying fresh seafood, or attending cultural events, there are plenty of activities to discover in these towns, making them must-visit destinations for travelers seeking a mix of natural attractions and cultural experiences.

Nestled along the Atlantic Ocean in the southeastern region of New York State, Long Island offers many beautiful places to visit ; it's a captivating destination known for its stunning state parks and fascinating museums that house rich history.

Apart from the popular cities of Long Beach and Glen Cove, the area is also home to quaint little towns that travelers should explore. These less popular gems are stocked with plenty of natural attractions, eclectic restaurants, and amusement parks, ensuring outdoor fanatics get their fill. While there are lots of fun things to do and see on Long Island , visiting these beautiful spots should be on the bucket list of every adventure-seeker.

UPDATE: 2023/11/28 14:06 EST BY LUANA FERREIRA

Long Island is an essential destination when traveling within New York State. Therefore, this list has been updated to include four more scenic towns to visit in Long Island, each of which is perfect for travelers seeking a charming and beautiful spot for a trip. Plus, each town has new information on what to see and do there.

RELATED: 10 Of The Most Beautiful Hiking Trails On Long Island As Of 2023

14 Greenport

A charming coastal village with historic docks and fresh seafood restaurants.

Greenport, nestled on Long Island's North Fork, is the perfect destination for those seeking a stunning coastal escape. The village of Greenport is the ideal place to spend the day while enjoying its maritime charm.

Visitors can explore the historic seaport, where vintage ships line the docks, or wander through art galleries showcasing local talent. Greenport has a vibrant culinary scene, so it's easy to find excellent restaurants serving fresh seafood and farm-to-table delights.

In Greenport, one shouldn't miss the renowned carousel, a whimsical attraction for all ages. Surrounded by vineyards and boasting stunning water views, this village has become a destination that pleases different types of travelers.

  • Attractions: Antique Carousel , Greenport Harbor Brewing Company , East End Seaport Museum and Marine Foundation
  • Best time to visit: Summer through early autumn

13 Sag Harbor

A historic maritime village with cobblestone streets, old-world homes, and a great arts scene.

Sag Harbor is one of the most beautiful towns to visit on Long Island for those seeking historic charm blended with coastal scenery. It's a pretty village in Southampton and East Hampton on eastern Long Island/

Steeped in maritime history, this town features cobblestone streets, historic homes, and a vibrant arts scene. It's the perfect combination of coastal lifestyle and culture.

Travelers and locals can spend their time exploring boutique shops, dining in excellent restaurants, and attending cultural events in this Hamptons gem. The iconic Sag Harbor Cinema and the Custom House Maritime Museum are must-visit attractions, offering insight into the town's past.

  • Attractions: Havens Beach , Bay Street Theater & Sag Harbor Center for the Arts , Old Whalers Church of Sag
  • Best time to visit: Year-round

12 Port Jefferson

A waterfront harbor town full of shops, restaurants, and scenic views.

Port Jefferson is famous for being a charming waterfront escape with diverse attractions. The most popular spot in this village is the bustling harbor, where shops and restaurants also offer beautiful views.

Tourists can also explore the Maritime Explorium for family-friendly science exhibits or take a ferry to Connecticut for a scenic excursion. The historic village has a character featuring a blend of colonial architecture and modern amenities.

Port Jefferson also offers several cultural events at Theatre Three or savor fresh seafood at local restaurants.

  • Attractions: Port Jeff Brewing Company , The Mather House Museum , Drowned Meadow Cottage Museum
  • Best time to visit: From mid-June to late September

11 Northport

Home to victorian architecture, a vibrant arts and theater scene, and a historic harbor.

Nestled on Long Island's North Shore, Northport features tree-lined streets adorned with Victorian architecture, where travelers blend with tourists to explore boutique shops and enjoy waterfront walks. Indeed, it's a delightful destination within Long Island.

The historic Northport Harbor showcases classic sailboats, and the town's dockside offers a relaxing ambiance. The place is also known for its vibrant arts scene, as it's home to the Engeman Theater , offering Broadway-caliber performances. Attend one of the town's annual festivals to taste local culture.

  • Attractions: Sand City Brewing Co , Cow Harbor Park, Sunken Meadow State Park
  • Best time to visit: Between March and May

10 Smithtown

A cute long island town with state parks, nature preserves, and outdoor scenery.

Those who wish to spend their Long Island vacation exploring the great outdoors should visit the beautiful town of Smithtown. The town is home to pristine parks such as Caleb Smith State Park and Hoyt Farm Nature Preserve, where outdoorsy people can have an unforgettable outdoor adventure.

Honeymooners can stop by Napper Tandy's Irish Pub for a romantic dining experience. The pub also boasts a great selection of booze and beers. Tourists can enjoy live music performances at Smithtown Center-Performing.

  • Attractions: Sweetbriar Park , Blydenburgh-Weld House , Blydenburgh Park Historic District, Caleb Smith State Park , Hoyt Farm Nature Preserve
  • Best time to visit: April

9 Southampton

Home to many of long island's best beaches, excellent restaurants, and high-end boutiques.

Tucked away in the southeastern region of Suffolk County, Southampton is a tranquil town that is home to some of the best beaches on Long Island that sun-seekers need to see.

Its streets are sprinkled with high-end shops where shoppers can do their thing, as well as top-notch restaurants where tourists can tickle their taste glands with some local delicacies. Celebrities and fashionistas come to shop at high-end boutiques and designer stores in this lovely town. The town comes with lavish accommodations which make travelers feel like they are staying forever.

  • Attractions: Southampton Arts Center , Shinnecock East County Park , Southampton History Museum
  • Best time to visit: May, June, September and October

8 East Hampton

White-sand beaches and historic sites await in this oceanside resort town.

Found in the easternmost area in the state of New York, East Hampton is a fabulous destination on Long Island that’s popular with sun-seekers as well as beach aficionados. This attractive oceanside resort boasts miles of white sand where tourists come to spend their vacation.

History buffs can visit East Hampton Historical Society: Thomas & Mary Nimmo Moran Studio , one of the most beautiful parts of Long Island where they can learn unexpected history. While in town, visitors can enjoy fine dining at The Clubhouse.

  • Attractions: Most Holy Trinity Parish , Guild Hall , East Hampton Main Beach
  • Best time to visit: June through September

RELATED: Long Island's Most Beautiful Places Also Offer Some Unexpected History

7 North Hempstead

Scenic parks and botanical gardens draw nature lovers to this beautiful long island town.

Blessed with a vast array of attractions and a laid-back scenic atmosphere, North Hampstead is one of the many beautiful Long Island towns to visit. From the colorful Clark Botanic Gardens to the pristine Steppingstone Park, there are plenty of amazing spots in town where nature lovers can have a wonderful time.

Those traveling with their families can have a fun outdoor adventure at places such as Michael J. Tully Park, Great Neck Park District, or Christopher Morley Park.

  • Attractions: Clark Botanic Gardens , Nassau County Museum of Art , Saddle Rock Grist Mill

6 Patchogue

This adorable village boasts some of the most beautiful beaches in long island.

For those planning a trip solely for the purpose of exploring the many beautiful Long Island beaches, the adorable village of Patchogue should be on top of their lists of places to visit. It could potentially be considered among the few places in New York that feel like the Caribbean ; the village comes with stunning beaches, such as Corey Beach where tourists can go to mingle with the locals and relax on the sand.

Those who would like to try out their angling skills can pack their fishing gear and head to Blue Point Beach or Blue Point Dock. Those with pets can take them for a walk at Mud Creek Dog Park.

  • Attractions: Patchogue Theatre for the Performing Arts , 89 North Music Venue , Patchogue-Medford Library
  • Best time to visit: June through October

Epic wineries and vineyards and (believed) to be where English settlers first arrived on Long Island

Found in Suffolk County, Southold is a Long Island hidden gem and one of the most beautiful places in New York to visit at least once in a lifetime. Dating back to the 1600s, the town boasts a rich history as many history buffs believe it to be the first place where English colonialists first settled on arrival at Long Island.

Wine lovers will be delighted to know that the town is home to some of the best wineries in the US, including Sparkling Pointe Vineyards & Winery and One Woman Wines & Vineyards.

  • Attractions: Southold Bay Oysters , Croteaux Vineyards , Corey Creek Tap Room
  • Best time to visit: May through October

RELATED: 14 Small Beach Towns On Long Island That Will Make You Forget About The Hamptons

4 Huntington

This nature-rich town is the birthplace of walt whitman and the home of oheka castle.

The town of Huntington should be on the bucket list of beautiful places to visit in New York’s Long Island. The town prides itself on being the birthplace of the well-known American poet, Walt Whitman. It’s an enchanting town full of nature’s gifts, as evidenced by the presence of attractions such as Heckscher Park and Cold Spring Harbor State Park.

Cold Spring Harbor State Park is a great spot for outdoor enthusiasts to indulge in activities such as hiking, jogging, biking, and cross-country skiing. Visitors should also be sure to check out the iconic Oheka Castle in Huntington, which is one of the most prestigious wedding venues in the world and has been featured in many movies and TV shows.

  • Attractions: The Paramount , Heckscher Park , The Heckscher Museum of Art , Oheka Castle
  • Best time to visit: June through August

Enjoy pretty parks and magical sunsets at Islip Beach

The town of Islip is another one of the best Long Island towns to visit in terms of beauty and scenery since it's home to lovely parks and beaches.

There are plenty of pretty places where visitors can take their loved ones for a fun day out, such as Brookwood Hall Park and Heckscher State Park. Also, lovebirds can feast their eyes on magical sunsets while enjoying a romantic stroll at Islip Beach.

  • Attractions: Islip Beach, Long Island Photo Gallery , Beaver Dam Park

2 Riverhead

Countryside vibes, vineyards, breweries, and gorgeous beaches.

Riverhead is an adopted town situated in Long Island’s Suffolk County. For those who feel tired of the fast-paced city life and need to experience a serene countryside vibe, the town has some wonderful spots where they can hang out. In particular, Reeves Beach is a lovely seaside spot to take the family for a day out on the sand and by the water.

Visitors can also pass the time by sipping locally-made wine at places like Roanoke Vineyards, Palmer Vineyards, or Paumanok Vineyards. Beer lovers are not left behind, as they can drink to their fill at Twin Stills Moonshine or at Jamesport Farm Brewery. Visitors can also enjoy bowling at The All-Star.

  • Attractions: The Suffolk , Roanoke Vineyards , Reeves Beach
  • Best time to visit: between December and February

RELATED: How Long Island's Fort Corchaug Archaeological Site Reveals The Native American Heritage Of The Island

1 Oyster Bay Town

This pretty town offers historic sites, water activities, and the former home of a us president.

In New York’s Nassau County, there are three beautiful Long Island towns, and the one sitting on the easternmost part is the town of Oyster Bay. Those looking to dive deep into the town’s priceless history can visit the Sagamore Hill National Historic Site or the Raynham Hall Museum. In fact, the former, Sagamore Hill, was once the home of Theodore Roosevelt, the 26th President of the United States, from 1885 until he died in 1919.

Water activities enthusiasts can have the time of their lives at Oyster Bay Water Sports or The WaterFront Center. Kids can participate in exciting hands-on activities at The Madd Porter. After a long, action-packed adventure, tourists can go for a relaxing massage at the Blue Water Spa.

  • Attractions: Oyster Bay Railroad Museum Display Yard & Turntable , Theodore Roosevelt Memorial Park Beach , Cooper Bluff - Waterfront Bar , Sagamore Hill National Historic Site
  • Best time to visit: From April through July and September through November
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Five Historical Sites to See on Long Island This Summer

Arts & Culture , Travel & Local Attractions

By Lon Cohen Published: July 01 2021

visit historic long island

We have some very interesting history right here.

visit historic long island

Photo: Shutterstock.

Long Island is chock full of historical places to visit. Grab the family and make a day out of visiting each of these historical sites to see with the family.

Jones Beach Water Tower

visit historic long island

Anthony Quintano [CC BY 2.0 (https://creativecommons.org/licenses/by/2.0)]

Location: Intersection of Ocean Parkway and Wantagh Parkway.

This iconic structure has been mesmerizing beachgoers for almost 90 years. You might simply know it as “the pencil” or you might know the architectural inspiration for its design (spoiler alert: the bell tower of St Mark's Basilica) but this tower is more than a monument, it’s a fully functioning water tower supplying the park with all its fresh water.

It was first built in 1930. The roof (the point) is made of copper and is 32 feet high. The tower measures 188 feet tall (or 231 feet tall depending on where you look up the info) and extends more than 1,000 feet underground.

Read more facts about the Jones Beach Water Tower here .

Nikola Tesla’s Wardenclyffe Tower

visit historic long island

Left photo: Unknown author / Public domain. Right photo: Tower standing: Unknown author(Life time: Unattributed) / Public domain.

Location: 5 Randall Road, Shoreham.

Nikola Tesla chose a site in Shoreham for his visionary experiment to distribute electricity and information wirelessly in the early 20th century.

Around the turn of the century, potato farmers on the east end of Long Island along the North Shore could be seen driving their products past the looming tower of scientific achievement that was Nikola Tesla’s Wardenclyffe Tower. Possibly confused or ignorant of the basic principles of the science - as was Tesla’s dramatic nature to wax wistfully of the philosophical implications of his project without much hard evidence to back it up - the farmers probably shook their heads in disbelief at what was happening in their backyards.

What Tesla hoped to achieve was very clear: wireless communication and distribution of electricity by using the earth’s surface as a conducting and transferring method. (Sounds slightly familiar.) How he hoped to accomplish this, or if it was feasible, will never be known as the project was doomed to fail, embattled by his increasing competition with fellow inventor Guglielmo Marconi and ultimately, financial strain.

It became his scientific and fiscal downfall.

Get more facts about the Tesla’s Wardenclyffe Tower in Shoreham here .

George Washington Spy Trail

visit historic long island

Setauket Presbyterian Church Cemetery. Photo: Traitor [CC BY-SA 3.0 (https://creativecommons.org/licenses/by-sa/3.0)]

Location: Mostly along the North Shore of Long Island

The Spy Ring is credited by General George Washington as being a leading factor in turning the tide of the American Revolution. Historic sites on Long Island take you back to the days of 1778 when Long Island was a hotbed of intrigue under British military occupation. A group of local patriots, determined to assist George Washington win the American Revolution, formed the Culper Spy Ring. Take the 4 day trip to uncover the sites of the Washington Spy Trail.

You can check out Discover Long Island's Washington Spy Trail itinerary here .The tour is fun for the whole family. 

You can also try the Tri-Spy Tour in Setauket to travel this leg of the spy trail on foot, by bike or kayak. Local historian Margo Arceri guides cyclists, walkers and kayakers through the actual trails where the British and Patriots once roamed during the Revolutionary War on Long Island. Those participating will follow in the actual footsteps of the Culper Spy Ring, and along the way historical places of interest will be pointed out and discussed.

Want to read some crazy facts about George Washington’s spies? Click here .

Fire Island Lighthouse

visit historic long island

Photo: Fire Island Light House. From Fire Island Light House Preservation Society Facebook page.

Location: Field 5, Robert Moses State Park.

Long Island has more than 20 lighthouses. No wonder since we are an island - no matter what the politicians say about it really being a peninsula ( click for story ) - and our waterways are very well travelled by both commercial and recreational boaters.

While the Fire Island Lighthouse isn’t the oldest on Long Island - that designation goes to Montauk’s famous tower - the lighthouse has a unique and storied history of its own. It's also a movie star!

Check out this article where we list some crazy and interesting facts (and legends) about the Fire Island lighthouse. You might also want to read this popular article about Fire Island itself.

The Big Duck

visit historic long island

Photograph by Mike Peel (www.mikepeel.net). [CC BY-SA 4.0 (https://creativecommons.org/licenses/by-sa/4.0)]

Location: 1012 Route 24, Flanders.

The Big Duck is more than just a quaint roadside attraction. It has influenced architecture and is on the National Register of Historic Places. You probably visited it once or twice as a kid and wondered at its gigantic size. It’s definitely a part of Long Island history. Here we present some interesting and crazy facts about The Big Duck. For more information about The Big Duck go to the Friends of The Big Duck website .

For crazy facts about the Big Duck click here .

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COMMENTS

  1. Historic houses and cultural sites

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