F. Scott Fitzgerald’s The Great Gatsby turns 100 this year, making it the perfect time to step into the Roaring ’20s and explore the real-life inspirations behind East Egg and West Egg. Long Island’s Gold Coast, with its sprawling mansions and timeless charm, still captures the essence of Gatsby’s world. Whether you’re a literary fan, a film buff, or simply love the glitz and glamour of the era, here are some must-visit locations to bring the novel to life.
Sands Point Preserve – The Real East Egg
Located on the Sands Point Peninsula, this historic site is believed to have inspired East Egg in The Great Gatsby. The preserve is home to several grand mansions and offers visitors a glimpse into the opulence of the Jazz Age.
Highlights:
- Home to stunning mansions, including Hempstead House
- Featured in TV shows like Dickinson and Boardwalk Empire
- Coastal views that echo the grandeur of Fitzgerald’s setting
Getting There: Easily accessible from New York City via the Long Island Railroad or by car.
Oheka Castle – A Mansion Fit for Gatsby
Once the second-largest private home in the U.S., Oheka Castle is said to have influenced Fitzgerald’s vision of Gatsby’s lavish estate. This French-style chateau has been a backdrop for Hollywood films, music videos, and even a Jonas Brothers wedding.
Notable Mentions:
- Filming location for Citizen Kane and Taylor Swift’s Blank Space music video
- Now operates as a luxury hotel with fine dining
- Hosts exclusive events and galas reminiscent of Gatsby’s legendary parties
Tip: If you’re looking for a luxurious experience, consider booking a stay or dining at the castle’s restaurant.
Old Westbury Gardens – A Buchanan-Worthy Estate
This 173-acre estate is believed to have been the inspiration for the Buchanan’s home in Baz Luhrmann’s The Great Gatsby (2013). With its perfectly manicured gardens and classic elegance, it transports visitors straight into the novel’s setting.
What to See:
- Beautiful gardens and historic mansion tours
- A popular filming location for Gossip Girl, North by Northwest, and Cruel Intentions
- Hosts seasonal events, including holiday light displays
Best Time to Visit: Mid-May through September for the best weather, or during the holidays to see the estate decked out in festive décor.
Experience The Great Gatsby by Boat
To fully immerse yourself in Gatsby’s world, consider taking the Great Gatsby Boat Tour, which sails past the locations that inspired East Egg and West Egg. This two-hour cruise from Port Washington is available from May to September and provides a unique perspective of the settings that shaped Fitzgerald’s masterpiece.
Where to Dine Like Gatsby
For a culinary experience worthy of the Roaring ’20s, check out these Long Island spots:
Wild Honey in Oyster Bay – A historic spot offering refined American cuisine, including shellfish dishes reminiscent of Gatsby’s dinner parties.
Cooper Hill in Williston Park – Known for craft cocktails and farm-to-table dining, this restaurant captures the elegance of Gatsby’s era.
The Farm Italy in Huntington – A must-visit for fresh, seasonal Italian cuisine in a stylish setting.
Planning Your Gatsby Getaway
Getting There: The Long Island Railroad offers convenient access from NYC, but renting a car is recommended for exploring multiple locations.
Recommended Itinerary:
- Day 1: Start at Sands Point Preserve, then visit Oheka Castle for a tour or overnight stay.
- Day 2: Enjoy Old Westbury Gardens, followed by a Great Gatsby Boat Tour.
- Bonus: Wrap up your trip with a meal at one of Long Island’s top restaurants.
Long Island’s Gold Coast is rich with history, luxury, and a touch of literary magic. Whether you’re celebrating The Great Gatsby’s centennial or simply looking for a unique getaway, these destinations offer a chance to relive the opulence of the Roaring ’20s. So grab your flapper dress (or three-piece suit) and set out on your own Gatsby-inspired adventure.
