Your Long Island Itinerary at a Glance
Scout the magnificent contributions that Long Island has, from Sandpoint to the edge of Montauk to the vineyards all over the island.
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Enjoy These Great Long Island Attractions and More:
- Cradle of Aviation Museum
- Montauk Lighthouse
- Stroll the villages and main streets of Hampton
- Grab a drink in Long Island’s very own wine country
- Camellia Greenhouse
- Hall of Fishes/ the Marine Museum
Day-to-Day Long Island, New York Itinerary
Day 1 of Nature Exploration in Long Island
The first stop on this three-day exploration is Sands Point Preserve Conservancy. The preserve has some stunning historical sites including Castle Gould. This was initially built to be used as the main house until the homeowners replaced it with what is now known as the Hampstead House. You can also walk any of the trails and relax in the area’s natural beauty.
Continuing our journey through Long Island, stop at the Planting Fields Arboretum State Historic Park. The park has more than 400 acres of gardens, woodlands, greenery and nature walks. The Camellia Greenhouse is home to the most extensive collection of camellias in the Northeast, and the main greenhouse is filled with extravagant seasonal flowers. The two gardens barely scratch the surface; the park has 18 more gardens and an extraordinary Gold Coast estate that has been around since the 1920s.
After exploring the beauty cultivated for decades, head down to the Cradle of Aviation Museum and traverse a different kind of beauty. The museum contains more than 100 years of aerospace history. Take a peek into the future an exhibit containing drones and mind-bending tech. On the other hand, explore any of the countless exhibits that detail planes from the past, like the Boeing 314 that showcases the infamous flying boats. The fun doesn’t stop there; attend the Superhuman body exhibit, the Mars exhibit, the ocean exhibit, or even the stars exhibit.
Continuing the theme of out-of-this-world exhibits, travel to the Vanderbilt Museum and Planetarium. This museum is home to the Konica Minolta Infinium, a star projector with full-dome video, a laser show system and surround sound. The Hall of Fishes/ the Marine Museum is home to thousands of exotic fish and sea life worldwide. The elegant Vanderbilt Mansion hosts many artifacts from Gold Coast life during the Jazz Age to the Great Depression. The mansion also contains some infamous racing memorabilia and is right around the corner from the Marine Museum and the Planetarium.
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Day 2 of Enjoying Some History of the Island
Stop at the Long Island Aquarium which features 42 exhibits. True adventurers can sign up for a tank dive and get up close and personal with some of the most dangerous predators in the ocean. Don’t feel like getting in a cage? That’s okay; just pet some sting rays at the Ray Bay, see the Sea Lion Show, or check out the family fun center. The aquarium even has some festive activities during the holidays. If you go around Halloween, you can check out the Haunted Tree House, or if you feel like paddling out on the water, take the kayak tour.
The Island also has its own museum, the Long Island Museum. The museum was initially known as the Suffolk Museum and has been around since 1939. It is recognized for its art, history and carriage artifacts. With more than 50,000 artifacts, the museum contains a deep history of the Island. The museum’s art collection has 450 paintings, 2,000 works on paper, and 40 sculptural works that are constantly growing. Another historical part of this trip will be your stop at the Montauk Point Lighthouse. This historic lighthouse has a complete 360-degree view of the Block Island Sound, the Atlantic Ocean and Montauk. It’s the fourth-oldest working lighthouse in the nation, was commissioned by President George Washington in 1792, and is one of the only 12 lighthouses to be honored.
After traveling as much as you have been, head to the north side of the island to relax and have a glass of wine. With more than 3,000 acres of planted vineyards, Long Island is full of diverse and remarkable wineries that have some of the highest quality wine New York has to offer.
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Day 3 of Exploring the Hamptons
For your final day, start off by exploring the Hamptons. The Hamptons comprises 24 hamlets and villages and is a seaside resort. The villages are full of beaches, entertainment and food that will entice any visitor. While you’re walking around the towns, you may notice a specific look to some of the houses. That’s because many of the original settlers tried to make it resemble New England.
What better way to end your trip than seeing the blissful Old Westbury Gardens. The house that the gardens surround is 118 years old and is furnished with English antiques that have remained for over 50 years. You may recognize the estate, as television shows like Gossip Girl, Royal Pains and many more have filmed in the gardens and in the house itself. After you’re done exploring the house, walk through the gardens and take in the wonderful smelling flowers. During holidays the team at the Westbury Gardens decorate the gardens with all sorts of seasonal festivities.
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