Sag Harbor from Whaling Streets to Long Wharf

4:00 PM

Stay at Barons Cove.

Harbor-facing Sag Harbor hotel with a pool, restaurant, and walkable access to Long Wharf and Main Street; compare room location, parking, and included amenities.

6:30 PM

Start with Lulu Kitchen & Bar.

Wood-fired cooking in a polished Main Street dining room for the principal reservation night after shops or Long Wharf.

8:30 AM

Start with Page at 63 Main.

Central Main Street restaurant serving brunch and dinner near shops and Sag Harbor Cinema.

10:00 AM

Walk the historic village down to Long Wharf.

Begin around Main and Garden streets with the Whaling Museum, John Jermain Memorial Library, and nearby whaling-era houses. Continue down Main Street and finish at Long Wharf.

4:30 PM

Use the afternoon for Havens Beach or Main Street.

Havens Beach is the close bay-beach option; Main Street, Sag Harbor Cinema, and The Church cover shopping, film, and art when the weather turns.

7:00 PM

Reserve dinner at The American Hotel.

Historic Sag Harbor dining room known for classic service and a deep wine-cellar reputation; suited to a formal or celebratory dinner.

9:00 AM

Start Sunday with Page at 63 Main.

Use Sunday morning for coffee and one short choice: Havens Beach, another harbor circuit, or the drive to North Haven for the ferry.

11:00 AM

Make one final Sag Harbor stop before the road west.

Choose Havens Beach, Sag Harbor Cinema, or a brief Main Street browse. Save Shelter Island for a half-day only when ferry lines and the drive home allow it.