The Luxurious and Historical Gold Coast

3 Days

Step inside Long Island’s Gold Coast along the North Shore for a look into the elegant and opulent lifestyles of the elite. Owned by past presidents, artists and aristocracy, many of these homes once hosted royalty, heads of state and stars such as Charlie Chaplin. Often the backdrop for Hollywood productions, the Gold Coast mansions also served as inspiration for The Great Gatsby. Open for tours and events, travel back to an era bygone when visiting these estates.

Day 1

  • 127 Middle Neck Road
  • (516) 571-7900

Sand's Point Preserve is home to three spectacular mansions: Falaise; Hempstead House; and CastleGould. Falaise is a Normandy style home filled with antiques and open to the public for tours. It's here that Charles Lindbergh wrote his famous book "WE," while staying with the Guggenheim family at…

Visit Planting Fields Arboretum/Coe Hall, a Tudor Revival mansion where you can view the family’s original furnishings, including the completely restored Louis XVI reception room and the spectacular grounds and gardens (created by the Olmstead Brothers).

Insider Tip

Explore more Gold Coast Mansions

Day 2

  • 71 Old Westbury Road
  • (516) 333-0048

This elegant estate, which features a 23-room English manor house and traditional, formal gardens sprawling over 200 acres, was the home of John S. Phipps and his wife, Margarita Grace Phipps, in 1906. The spectacular estate has been featured in over 25 movies including North by Northwest and Love…

Insider Tip

Old Westbury Gardens hosts festivals and seasonal events in the garden throughout the year They also occasionally have garden yoga classes. Check their website for more information.

  • 135 West Gate Drive
  • (631) 659-1400

A breathtakingly beautiful historic mansion located on the famed Gold Coast of Long Island between New York City and The Hamptons. At OHEKA CASTLE guests will discover a World of charming luxury and European ambiance. OHEKA is listed on the National Register of Historic Places and a member of…

Dining Tip

The OHK Bar & Restaurant offers patrons a unique culinary experience paired with a European ambiance and al fresco dining.

Day 3

Resting majestically on the highest point of Long Island, emanates the elegant refinement of a chateau in France and a rich history that is distinctly American. Financier and philanthropist, Otto Hermann Kahn built OHEKA CASTLE close to a century ago on the highest point on Long Island in Cold…

William K. Vanderbilt II was heir to one of America’s greatest fortunes and traveled the world collecting marine and cultural artifacts for the museum and mansion he built on Long Island in 1910. Eagle’s Nest boasts 43-acres of waterfront estate in Centerport, Long Island with a 24-room…

  • 117 North New York Avenue
  • (631) 385-1515

Dedicated to the expression of modern American cuisine, Prime is more than just a culinary adventure, it is a true experience. Guests can choose from an array of raw bar favorites, like blue point oysters, little neck clams, and lobster cocktail, along with Mizu Sushi, and steaks and chops like…

Insider Tip

Enjoy unique shops, dining, and nightlife in trendy downtown Huntington Village

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