
You can enjoy numerous fantastic small-town day trips from the Big Apple, but Greenport’s unique allure is hard to beat. From its breathtaking harbor, rich maritime history, delicious food, and a vibrant wine scene, the village has something for everyone. Enjoying a scenic location on Long Island’s North Fork, Greenport’s incredible offerings, combined with its laid-back, cozy, and quiet vibe, make it the perfect alternative to the crowded Hamptons. Discover some of the best things you can do in this charming seaside village outside NYC.
Visit the Fireboat Firefighter Museum

Fireboat Firefighter was built in New York City and served for over 7 decades. Established during World War II, it was America’s only fireboat to have received the Gallant Ship Award for firefighting and saving 31 men during the 1973 Witch/Esso Fire. It’s now a floating museum in Greenport, shedding light on the decommissioned fireboat’s history and its crucial role in firefighting.
Explore East End Seaport Maritime Museum

Housed in the 1894 LIRR Greenport Station, the East End Seaport Museum is a must-visit if you want to learn about the rich maritime history of Long Island’s East End. The museum preserves and offers an insight into the area’s rich maritime history through various exhibits and programs. You’ll also learn Greenport’s role as a major whaling and shipbuilding port.
Explore the Railroad Museum of Long Island

The Railroad Museum of Long Island offers a unique glimpse into America’s railroad history through its impressive collection of artifacts, including rare, vintage railroad cars. It’s a three-site museum and takes you through various fun outdoor and indoor exhibits. Riding the classic New York World’s Fair miniature train is an unforgettable experience.
Visit the Village Grocer and Liquor Store

Located in the heart of the village, Village Grocer and Liquor Store can be an excellent addition to your Greenport bucket list. You can stop there for essentials like gas or groceries if you plan to prepare your meals on the trip. It’s also a great way to taste local food products, including seafood, baked goods, and wines. Including the Village Grocer and Liquor Store in your bucket list lets you soak in Greenport’s charm.
Visit Mitchell Park

Visiting Mitchell Park is one of Greenport’s best things, thanks to its diverse attractions and activities. Among the things it’s best known for is the Greenport Marina, which has impressive waterfront views. You may even have a chance to explore the Fireboat Firefighter Museum if it’s docked. The park also hosts an antique carousel, a beach, an ice-skating rink, and a camera obscura.
Have a Beer at Greenport Harbor Brewing Co.

Greenport Harbor Brewing is worth visiting for its incredible craft beer selection. You will enjoy quality drinks in various styles and flavors. One of the stand-out qualities of this company is its incorporation of local artwork on the beer bottle labels. You can explore the Greenport location or the larger location in Peconic, which features a Tasting Room and Restaurant. Both branches are pet-friendly so you can bring your furry friend for this worthwhile experience.
Explore the Village’s Vibrant Wine Culture

One of the things Greenport is best known for is its vibrant wine culture. The village and the surrounding North Fork area are a destination for wine enthusiasts, with diverse wineries and experiences. You can book top-rated tours that tailor packages and take you through some of the region’s best vineyards and wineries. Kantokosta Winery, Macari Vineyards, and Sparkling Pointe Vineyards & Winery are some of the top wineries to check off your bucket list.
Discover Greenport’s Food Scene

Besides a thriving wine culture and a rich maritime history, you’ll enjoy experiencing Greenport’s vibrant food scene. The village has incredibly diverse and delicious culinary offerings, from American cuisine to international dishes. Numerous waterfront restaurants offer a mix of tasty food and picturesque scenery. One of the must-tries is PORT Waterfront Bar and Grill.
Visit the North Forks Arts Center

Originally the Greenport Theater, North Forks Arts Center is a great place to soak in Greenport’s unique historical and cultural charm. The building is historic, with many original theater features still intact. You enjoy various theater experiences, including live performances, movie screenings, and immersive art exhibitions.
Visit Greenport’s Art Galleries

Greenport’s arts and cultural scene is just as diverse as its history. Beyond the museums and the North Forks Arts Center, the village’s artistic charm comes to life through the local art galleries. These places allow you to explore the diverse group of talented artists, showcasing the rich artistic traditions of the village and the larger Long Island region.
Explore Greenport’s Beach Scene

One of the reasons to enjoy a day trip or a weekend getaway from the Big Apple to Greenport is to enjoy a more relaxing beach scene. Unlike the Hamptons, the village’s beaches are less crowded, making them perfect for unwinding. Greenport boasts a breathtaking sandy stretch with beautiful views and clear water on Fifth Avenue. The park also boasts incredible amenities, like a basketball court, a playground, and a fishing pier. You’ll also have a great time in Inlet Pond County Park and the nearby Orient State Beach Park.
Have a Beautiful Stay at the Menhaden Greenport

The Menhaden is an elegant hotel known for its perfect blend of luxury, comfort, and relaxation. With its top-notch amenities, lavish rooms, and simplicity at its best, it’s easy to see why it’s a Michelin Key-designated hotel. Its convenient location allows access to Greenport’s attractions, including shopping spots and wineries.
Stay in a Cottage

A luxury hotel is superb, but if you want a mix of Greenport’s village charm, tranquility, and seclusion, stay in a cottage. The village has an incredible selection of cottage rentals, guaranteeing an intimate vacation experience in a relaxed atmosphere – something you won’t find in a lavish hotel.
Go Camping at McCann Campground

For a more immersive experience of Greenport’s natural beauty, don’t miss camping at McCann Campground. The campground offers incredible amenities that will appeal to many adventure seekers, with RV and tent camping options. Its convenient location allows campers access to the village’s attractions. The campground’s combination of safety, beautiful surroundings, and peaceful vibe creates a relaxing atmosphere.
Don’t miss the Lavender Farm

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Whether you are visiting Greenport for a weekend getaway or a day trip, visiting Lavender by the Bay is a must! It’s located in East Marion, just east of the village, and offers a very simple, yet fulfilling adventure. The lavender farm is one of the largest in the country. After wandering the farm, you can peruse the shop, which sells everything lavender, including plants and cut bunches.