Greenport, New York

The East End Seaport Maritime Museum is located along the historic waterfront of the Greenport Village and explores the East End of Long Island’s rich maritime heritage. The museum is home to a unique gift shop, Captain Bob's Quarterdeck, a number of dynamic exhibits, two Fresnel lenses, and a saltwater aquarium measuring 750 gallons in size. Several of the museum’s permanent exhibits show the tools used in the maritime trade, the unfolding history of Long Island’s East End, and the life of workers in the seaport. The Fresnel lenses exhibit is one of the most popular at the Seaport Maritime Museum.

103 3rd St, Greenport, NY 11944, Phone: 631-477-2100

Established in 1990, the Railroad Museum of Long Island is committed to restoring, preserving, and interpreting the artifacts and history associated with the railroads that assisted with the growth of New York’s Long Island. The all-volunteer Railroad Museum provides an opportunity for visitors to “experience Long Island railroading” on Saturdays and Sunday between Memorial Day weekend and Columbus Day weekend. “The Yard,” which includes the Railroad Museum of Long Island, the turntable, the railroad dock, and the passenger station, is listed on both the New York Register of Historic Places and the National Register of Historic Places.

440 4th St, Greenport, NY 11944, Phone: 631-477-0439

The Congregation Tifereth Israel Synagogue in the charming village of Greenport, New York is a historic synagogue on Long Island. This irregular shaped structure consists of both the original part of the building when it was first built back in the year 1903, as well as a large building addition from 1920, and another one in 2000. In 2006, the Congregation Tifereth Israel Synagogue was added to the United States Register of Historic Places and visitors can call the number for the synagogue to schedule a time with the Rabbi to take a tour of the historic building.

519 4th St, Greenport, NY 11944, Phone: 631-477-0232

Activities and Attractions for Couples:

Aldo's Coffee Company in Greenport Village has been baking scones and biscotti, in addition to roasting fresh coffee, since 1987. The European-style cafe today offers a friendly, quaint spot to grab a cup of coffee, do some work, or enjoy conversations with friends. Aldo’s coffees today are served in several shops and restaurants across the Hamptons and North Fork, as well as shipped to numerous loyal customers across the globe. The Aldo coffee shop features seating both indoors and outdoors, and is particularly popular during the summer season, when customers will wait in a long line for an energizing coffee drink.

103-105 Front Street, Greenport, NY 11944, Phone: 631-477-6300

Kontokosta Winery is situated on the bluffs of Greenport and overlooks the Long Island Sound, providing a great setting for visitors to try an array of handcrafted, award-winning wines. Owned and operated by the Kontokosta family, the over 60-acre waterfront farm is a wind-powered, sustainable operation that produces inviting, honest wines. While reservations are typically not required to visit Kontokosta Winery for wine tastings, they are encouraged, and the winery is generally open to the public seven days a week. Guests should note that outside food and pets are not permitted, as well as no vans, buses, or limos.

825 North Rd, Greenport, NY 11944, 631-477-6977

Where to Eat:

Crazy Beans Greenport is a 50’s-style diner and a popular eatery in the village of Greenport, New York, serving generous portions for breakfast and lunch, as well as espresso and cocktails. The first Crazy Beans location was opened in October of 2012 in Miller Place, New York by Callie Brennan. Having worked as a bartender and a waitress, she decided to combine everything she loved in one place, turning a dream of a coffee shop into reality. Brennan then went on to open a location in Stony Brook in 2014, followed by the Greenport location in 2016.

2 Front St, Greenport, NY 11944, Phone: 631-333-2436

Serving delicious American cuisine with a focus on fresh seafood, Claudio's Restaurant provides the quintessential New England coastal tradition, providing warm hospitality, local wines, generous portions, quality fresh ingredients. The restaurant first opened back in 1870 and is noted on the National Register of Historic Places. Guests will find a menu here featuring seasonal, locally sourced seafood, shellfish, and lobsters, as well as aged, simply prepared prime steaks that express North Fork’s true flavors. Claudio’s Restaurant also offers a fine wine list, a diverse selection of spirits, and a historic bar that makes for a perfect setting for a classic cocktail.

111 Main St, Greenport, NY 11944, Phone: 631-477-0627