Greenport, New York is a small village at the eastern end of the North Fork of Long Island. The town is full of the charm that reminds you of fishing villages from a bygone era and is full of fun things to do in Greenport, NY in the summer.
Any visitor will delight in the pure beauty of this small fishing village. You can decide to spend a long weekend or stay for the week in a Greenport vacation rental. We put together a list of our favorite must-see things to do in Greenport while vacationing in Greenport.
Where is Greenport, New York?
Greenport Village, NY was settled in the 1600s by colonists from New Haven, Connecticut. The village is bordered by Long Island’s Route 25 to the North, and the Peconic Bay to the south.
One of the easiest ways to get to Greenport is by sea. The Cross Sound Ferry operates from New London, CT to Orient Point, NY several times a day, with convenient scheduling! The trip only takes 80 minutes, and you can bring your car on board so you can explore all that Long Island’s North Fork has to offer!
Insider Tip: to make the most of your trip, take an early ferry ride. There’s nothing like watching the sunrise from the outer dock of one of Cross Sound Ferry’s large ships. The ship offers breakfast items, like coffee, breakfast pastries, and egg sandwiches to make sure you’re fueled and ready for your day in Greenport!
If you’re traveling from Upstate New York or New York City, simply take the Long Island Expressway to Route 25, and head east. That’s it! Route 25 will take you right down to Greenport’s Main Street.
Things to do in Greenport, NY
Because of its old beginnings, the town of Greenport still has its colonial charm. That makes it the perfect summer destination for people who want to escape the city and be transported back in time. A walk down the main street features homes from the 1800s, including shops and museums that have been the historic lifeblood of this fishing village.
1. Explore the history of Greenport
Greenport’s culture has historically thrived around the waterfront, where you can find shopping, restaurants, and endless entertainment. In the 1700s, the deep water harbor made Greenport a major whaling port. You can explore the history of whaling, and how it helped Long Island’s economy explode in the Greenport Whaling Museum.
2. Enjoy ice cream and the Carousel at Mitchell Park
Greenport’s sprawling Mitchell Park is only steps from the historic waterfront. Mitchell Park features a sprawling lawn, right on the water. There are plenty of places to sit, and shaded places to get out of the sun. On a hot day, there’s no better way to cool off than grabbing an Italian ice and watching boats pass by through Greenport Harbor. Ralph’s Italian Ice is only steps away, on Front Street, and is a Long Island staple during the hot, summer months.
Children and parents alike won’t be able to resist taking a ride on the antique carousel that dominates the park. The carousel is over 100 years old and still operates daily during the summer. Be sure to grab a brass ring!
3. Enjoy Mitchell Park Marina
Between drinks and dinner, a weekend away on Long Island can rack up a high tab. For a low-cost alternative on Long Island in the summer, stroll the docks at Mitchell Park Marina. The Marina is a favorite among those who choose to take a watery route to this North Fork hot spot, from small runabout boats coming from Riverhead to multimillion-dollar yachts from the Hamptons. It’s not unusual to see a mansion floating on the outermost dock, and is worth the short walk to see who is calling Greenport home for the weekend!
4. Window shop up and down Main Street
Sightseeing is a great way to save your money for one of the real treasures Greenport has to offer – shopping! While walking down Greenport’s Main Street, you will discover wonderful little shops, including Preston’s, which has been a Greeport Landmark since the mid-1800s! Prestons feature small fishing shops, where you can buy anything from tackle and reels to high-end Sperry shoes that will have you looking like you’re walking the deck of a Chris Craft runabout in no time!
5. Hop aboard a fishing charter
Enjoy Greenport just as the original settlers intended, by hopping aboard a fishing charter and going for the big one. Peconic Star Fleet is located right in the heart of Greenport, and provides daily tours for deep-sea fishing! An added perk is all bait and reels are included, so simply walk on, and walk off with an ocean-fresh dinner.
Places to Eat In Greenport
After whaling became outlawed, the major product of the village produced oysters and other shellfish. As a result, you can get some of the best seafood in Long Island, right here. Little Creek Oyster Farm and Market is the perfect place to taste the sea with someone special. The oysters are harvested fresh, and if you’re truly adventurous, you can even shuck them yourself, right at the table!
If you prefer to have lunch while looking at luxury and daring speed boats, then you don’t want to miss Greenport’s twin oceanfront bars. Claudios and Crabby Jerry’s are located on two docks right in the center of town, where people in million-dollar speed boats and luxury runabout boats tie up to grab a drink.
Claudio’s has been a Greenport hot spot since the 1840s! We recommend a front-row seat near the dock so you don’t miss some of the best boat-watching on the east end of Long Island. Although some of the boats can be very loud, so you probably won’t miss them.
Greenport is located in the heart of Long Island’s famous North Fork wine country. Kontoska Winery is one winery not to be missed, not only known for great wine but for the breathtaking views of the Long Island Sound. In addition, their cabernet sauvignon is a 2014 double-gold award-winning wine that is a must-try!
For beer drinkers, there is Greenport Harbor Brewing Company. The Harbor Ale is one of the best beers you’ll find in Long Island, be sure to try one of their seasonal specialties as well. Their warm-weather summer ale is refreshing on a hot summer’s day!
For those who want to taste the finer fare, Noah’s on Front Street is one of the best restaurants on the North Fork, celebrating the local and seasonal ingredients of this special part of New York. They are known for using the freshest, local ingredients. Guaranteeing a one-of-a-kind meal at this fine dining restaurant in Greenport.
These are just some of the highlights of the food and drink offered on Long Island’s north fork. For more dining options, from exclusive 5-star restaurants, to wonderful, local delis, check out the Greenport Chamber of Commerce.
Greenport has something for everyone to admire, and it is the kind of getaway you won’t forget. You will be amazed by the rich history of whaling and fishing. Spend long summer nights on the waterfront and have fun with your family or friends. There are many things to do in Greenport and guarantee something for everyone!
Explore the Wineries of Long Island’s North Fork
Located on the North Fork of Long Island, Greenport offers visitors the opportunity to experience the best of Long Island wineries. Kontokosta Winery, perched atop the sweeping bluffs, offers stunning views of the Sound View Greenport, making it an ideal destination for wine lovers. This family-owned vineyard provides a serene escape, where guests can enjoy a tasting room experience and wine on a summer afternoon, and perhaps even leave with a bottle of their favorite vintage.
One of the most popular stops in the area guide for wine enthusiasts is Macari Vineyards. Situated in nearby East Marion, this vineyard is renowned for its sustainable farming practices and world-class wines. The vineyard’s sprawling acres and modern tasting room are perfect for visitors to unwind and indulge in Long Island’s signature wines. For those exploring Greenport and the North Fork, visiting these wineries is a must-do activity.
Lavender by the Bay
While exploring Macari Vineyards, make sure to visit Lavender by the Bay, a nearby lavender farm in East Marion that offers breathtaking views and fragrant fields of lavender.
Stay in Greenport: A Guide to the Best Waterfront Rentals
When planning a weekend getaway to Greenport, finding the perfect place to stay is essential. Harborfront Inn at Greenport offers luxurious accommodations right in the heart of historic Greenport. The hotel is located near the village’s vibrant waterfront, providing easy access to local attractions like the Greenport Carousel, pizza bar, and Frisky Oyster restaurant. It’s the perfect base for exploring everything the village on the North Fork has to offer.
For those looking for a unique stay, Stirling House is a charming bed and breakfast that offers an intimate experience with cozy rooms, delicious breakfasts, and views of the marina. This historic inn is just steps from downtown Greenport, where you’ll find shopping, dining, and plenty of activities to enjoy.
Discover the Historical Treasures of the East End Seaport Museum
The East End Seaport Museum and Marine Foundation is a gateway to the rich maritime heritage of the East End. Located in downtown Greenport, this museum tells the story of Greenport’s past as a major seaport. The museum’s exhibits include artifacts from the whaling ship in the late 1800s and a detailed account of the Greenport fire that reshaped the village.
A visit to the museum also includes exploring the nearby Shelter Island, where easterly sailing offers charters for those who want to explore the Peconic Bay by boat. This maritime experience is perfect for history buffs and those seeking a deeper connection to Greenport’s roots.
Sound View and Beach Adventures Around Greenport
For beachgoers, Sound View Greenport is the ideal location to relax and enjoy the sandy shores of Long Island. With its panoramic views of the Peconic Bay, this beach offers a peaceful escape from the hustle and bustle of the village. Whether you’re interested in lounging on the beach, taking a dip in the water, or simply enjoying the sound view, it’s a perfect way to unwind.
For those who enjoy being active, One Love Beach provides a menu of water sports activities, including water sports charter options that allow visitors to explore the waters of Peconic Bay. From kayaking and paddleboarding to more adventurous activities, the waterfront has something for everyone.
Inlet Pond County Park
Not far from Sound View, Inlet Pond County Park offers a peaceful setting where visitors can take in the natural beauty of the area, enjoy a picnic, and spot local wildlife. It’s a great place for families looking to reconnect with nature during their stay.
Experience Local Distilleries: Matchbook Distilling and More
For those who appreciate craft spirits, Matchbook Distilling is a local gem in Greenport. Known for its commitment to sustainability and craftsmanship, this distillery offers guests the chance to learn about the science of distilling and even properly nose and taste spirits. The tasting experience at Matchbook Distilling is unlike any other, as visitors can sample small-batch spirits that reflect the artistry of the distilling process.
For those seeking a variety of beverages, Greenport Harbor Brewing is also nearby, where visitors can enjoy locally brewed beers in a relaxed setting. Live music performances and seasonal events make it a great place to spend an evening in Greenport.
Seasonal Events and Activities Calendar for Greenport Visitors
Greenport offers an exciting activities calendar year-round, with something to suit every visitor’s interest. Whether you’re here for the summer or a weekend getaway, you’ll find plenty of events to keep you entertained.
Greenport Carousel and Family Fun
The Greenport Carousel is a beloved attraction for families, offering a nostalgic ride that kids and adults alike will enjoy. Located in Mitchell Park, it’s the perfect activity to add to your calendar while visiting Greenport.Upcoming Events at the East End Seaport Museum
The East End Seaport Museum hosts several events throughout the year, including the annual Maritime Heritage Festival, which celebrates Greenport’s rich history and connection to the sea. Be sure to check their schedule for upcoming events during your visit.
Sailing and Water Sports Adventures
For those looking for adventure, Greenport offers a variety of world-class water sports activities, including sailing, fishing charters, and more. From leisurely boat tours to adrenaline-pumping water sports, there’s no shortage of options for those looking to explore the water.
Discover the Charm of the Village of Greenport: A Family-Owned Legacy
If you’re looking for a quintessential small-town experience on Eastern Long Island, the Village of Greenport offers just that. Known for its rich maritime history and vibrant community, this village boasts several family-owned businesses that have passed down through generations. From the local oyster shop in the heart of the village to cozy inns and cafes, each spot reflects the warm, welcoming spirit of this historic area.
As you stroll through Greenport, stop by Times Vintage, a beloved family-owned shop featuring unique antique treasures and retro finds. Whether you’re searching for a classic piece of furniture, eclectic clothing, or one-of-a-kind home décor, this gift shop has something for everyone. The owners’ dedication to preserving history while offering modern-day charm is truly a reflection of Greenport’s timeless appeal.
Explore Water Adventures on Eastern Long Island: From Water Sports to Charter Boats
Greenport sits right on the edge of Peconic Bay, offering a world-class menu of water sports that make it a top destination for adventure seekers. Whether you’re into kayaking, paddleboarding, or exploring the bay by boat, Greenport has a wide range of water sports activities, including water sports charter boats that will take you on thrilling excursions.
A great way to get a true taste of the area’s natural beauty is by taking part in diving adventures and exploring the underwater world that surrounds the North Fork. You can also hop aboard one of the many charter boats and enjoy a day of deep-sea fishing or sailing around the picturesque bay. For those who prefer a more relaxing water experience, Greenport offers sunset cruises where you can sit back and enjoy the stunning views of the bay, a perfect complement to your Eastern Long Island getaway.
Uncover Maritime History: From a Whaling Ship’s Wheelhouse to the Heart of Greenport’s Oyster Shop
Greenport’s maritime history is an essential part of its identity, and nowhere is this more evident than in the wheelhouse of a whaling ship, which began as a focal point of the village’s economy. The village played a pivotal role during the whaling era, with ships docking here to supply, repair, and refuel before long voyages. Walking through Greenport, you can almost imagine the bustling activity that once filled the wheelhouse of a whaling ship in the 1800s.
Today, Greenport pays homage to its maritime roots with various museums and historical sites, but the legacy also lives on through its local businesses. The oyster shop in the heart of the village continues the area’s tradition of thriving off the sea. Here, you can sample fresh, locally harvested oysters that reflect generations of expertise. The shop’s dedication to sustainable seafood practices ensures that visitors can enjoy this delicacy while supporting a family-owned business rooted in Greenport’s past.
With plenty of things to do on Long Island in the summer, Greenport is a perfect local getaway. It’s an unforgettable vacation destination that will have you coming back, again and again!
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