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undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day with a visit to the Greenport Farmers' Market. Located on the village green, the market offers fresh produce, baked goods, and artisanal products. After the market, take a stroll through the historic downtown area and admire the 19th-century architecture.

Afternoon

Head to the East End Seaport Museum and Marine Foundation for a glimpse into the maritime history of the area. The museum has exhibits on whaling, the oyster industry, and the history of the lighthouse. Afterward, take a scenic ferry ride to Shelter Island and explore the island's beaches and nature preserves.

Evening

End your day with a seafood dinner at Claudio's Restaurant, a Greenport institution since 1870. Enjoy fresh oysters, clams, and lobster in a cozy, waterfront atmosphere.

Bedtime

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Morning

Start your day with a cup of coffee and a pastry from Aldo's Coffee Company. The coffee shop has been a local favorite since 1986. Afterward, head to the Greenport Carousel, a vintage carousel that dates back to 1920.

Afternoon

Visit the Railroad Museum of Long Island, which has exhibits on the history of trains and railroads on Long Island. Afterward, take a tour of the local vineyards and wineries, such as Bedell Cellars and Kontokosta Winery.

Evening

End your day with dinner at American Beech, a stylish restaurant that serves farm-to-table cuisine. The restaurant has an extensive wine list and a chic, modern atmosphere.

Bedtime

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Morning

Start your day with a hike through the Arshamomaque Preserve, a 400-acre nature preserve with trails and wildlife. Afterward, visit the Greenport Harbor Brewing Company for a tour and tasting of their craft beers.

Afternoon

Take a bike ride through the North Fork's farm country and visit local farm stands for fresh produce and homemade jams. Afterward, visit the Lavender by the Bay farm and wander through the fields of fragrant lavender.

Evening

End your day with dinner at Noah's, a farm-to-table restaurant that serves modern American cuisine. The restaurant has a cozy, rustic atmosphere and a menu that changes with the seasons.

Bedtime

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Morning

Start your day with a visit to the Horton Point Lighthouse, a historic lighthouse that dates back to 1857. Afterward, visit the nearby Cutchogue Village Green and take a stroll through the historic district.

Afternoon

Take a scenic drive to Orient Beach State Park and spend the afternoon swimming, sunbathing, and fishing. Afterward, visit the nearby Oysterponds Historical Society Museum for exhibits on the history of the area.

Evening

End your day with dinner at The Halyard, a waterfront restaurant that serves seafood and New American cuisine. The restaurant has panoramic views of the harbor and a menu that features local ingredients.

Bedtime

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Morning

Start your day with a visit to the Island's End Golf and Country Club for a round of golf on the scenic course. Afterward, visit the nearby Kontokosta Winery for a tasting of their award-winning wines.

Afternoon

Take a scenic drive to the nearby town of Mattituck and visit the Love Lane shopping district for unique shops and boutiques. Afterward, visit the nearby Harbes Family Farm for a fun day of apple picking and pumpkin carving.

Evening

End your day with dinner at Lucharitos, a lively Mexican restaurant that serves tacos, burritos, and margaritas. The restaurant has a colorful, festive atmosphere and live music on weekends.

Bedtime

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