23 HOWARD STREET, SAG HARBOR
AVAILABLE FROM JULY 1ST TO LABOR DAY 2026
The Neighborhood
Beaches
Beyond the village, the beaches of the East End offer endless stretches of sand and surf that, while similar in their natural beauty, each have a distinct atmosphere. Parking generally requires a permit, which can be purchased at Long Beach in nearby North Haven. For a younger, livelier crowd, Flying Point Beach in Water Mill is a popular destination, while Gibson Beach in Sagaponack draws a chic and stylish set. Families will appreciate Sagg Main Beach in Southampton, where lifeguards, restrooms, food stands, and beach passes make for a relaxed and well-equipped seaside experience.
Village
Once a bustling whaling port, Sag Harbor today stands as one of the most beautifully preserved historic villages on Long Island. Its streets are lined with a remarkable array of 18th- and 19th-century architecture, lovingly maintained and rich with character. Along the picturesque Main Street, visitors enjoy an inviting mix of boutique shops, art galleries, and acclaimed restaurants. The village is also home to cultural and historic landmarks such as the Bay Street Theater, the iconic American Hotel, the Sag Harbor Whaling Museum, the beautifully restored Sag Harbor Cinema, and the nation’s first U.S. Customs House. Overlooking the waterfront, the harbor is alive with yachts and sailboats moored at the Sag Harbor and Breakwater Yacht Clubs, where weekly races enliven the bay throughout the summer season.
Recreation
Movies-Sag Harbor Cinema
Yoga-Sag Harbor Yoga
Sailing-Breakwater Sailing
Golf-Sag Harbor Golf
Tennis-Sag Harbor Tennis
Cycling-Sag Harbor Cycling
Kayaking-Main Beach
Fishing-Montauk Charters
Hiking-Southampton Trails
Boat tour-American Beauty
Theater-Bay Street Theater
Walking-Historic Tour