New York City to Eastern Long Island:
From Colonial Origins to Gilded Age Grandeur

Presented in Partnership with Preservation Long Island, The Richard Hampton Jenrette Foundation invites you to explore Long Island, September 28 to October 2, 2026.

WHAT YOU’LL SEE AND DO

HIGHLIGHT: NYC

Start with visits to private clubs, townhouses, and the history of Gramercy Park.

  • Stay at the Hotel Henri (link)

  • Breakfast at the Century Association

  • Tour a historic New York club

  • Loeb House tour

  • Merchant’s House tour (link)

  • Gramercy Park walking tour and AJ Davis house tour (link)

  • Dinner at National Arts Club (link)

HIGHLIGHT: LONG ISLAND’S GOLD COAST

From colonial farms to Gilded Age Mansions

  • Stay at the Mansion at Glen Cove (link)

  • Old Westbury Gardens tour (link)

  • Preservation Long Island and Furniture Expo (link)

  • Box Hill Tour (link)

  • Planting Fields tour (link)

  • Sagamore Hill tour (link)

  • Caumsett State Park tour (link)

HIGHLIGHT: OUT EAST

From whaling town riches to seaside getaways: Sag Harbor, The Hamptons, and Shelter Island

  • Stay at Southhampton Inn (link)

  • Sherwood Jayne House tour (link)

  • Sag Harbor Custom House (link)

  • Whaling Museum tour (link)

  • AJ Davis Whalers Church tour (link)

  • East Hamptons home tour

  • Shelter Island Visit (link)

  • Sylvester Manor tour and lunch (link)

Starting with a day in NYC, see some of the exclusive social clubs and homes where Gilded Age New Yorkers wined, dined, and socialized.

Then head to Long Island’s Gold Coast, to Cold Spring Harbor, which was transformed from a modest fishing town to Gatsby era grandeur, with mansions designed by many of New York’s leading architects, like Stanford White for Railroad barons and US Presidents.

We will then continue farther east, seeing Long Island’s colonial faming origins and whaling towns such as Sag Harbor, where architects like AJ Davis and Minard Lafever designed homes and gathering places on whale oil fortunes. Finally, experience a bit of the glitz and glamour of the Hamptons, before ending on secluded Shelter Island, the seat of one of the region’s founding families.

Guests can find all payment links here.

This itinerary includes access to private clubs and homes in addition to well-known museums and estates. Breakfast and dinner are included for all days. The schedule includes time for lunch, shopping, and exploring on your own.

Our expert tour guides and partnership with Preservation Long Island ensure that this will be a first-class experience.

The cost for this excursion is:

Couples: $8,500
Singles: $6,500

A deposit of $3,000 secures your spot on this limited-capacity tour.

The fine print…

Guests will need to secure their own transportation to the Hotel Henri in Manhattan. The tour will begin from the Hotel Henri on the morning of September 28. Ground transportation during the tour is included in the package. Guests will return to Manhattan on the afternoon of October 2.

We request payment in full by June 15.

Deposits are refundable in full if canceled by July 15. Cancellations before August 15 will be refundable at 50%. We cannot guarantee refunds after September 1.