Greenport is a charming village located on Long Island’s North Fork. It’s a great place to visit with family and friends, offering a variety of fun activities and beautiful sights. From stunning waterfront views to unique shops, there is something for everyone. Whether you enjoy nature, history, or just want to relax, Greenport has plenty to offer.
Today, we’ll look at some exciting things you can do in this lovely town. You can grab a bite at a local restaurant, stroll through the shops, or take a scenic walk by the water. Get ready to make some wonderful memories in Greenport!
Things To Do In Greenport
1. Stroll Along Greenport’s Historic Waterfront
Taking a stroll along Greenport’s historic waterfront is a delightful experience. The waterfront is lined with charming shops, cafes, and stunning views of the harbor. You can relax and watch the boats glide by while enjoying the sea breeze.
As you walk, take in the vibrant colors of the fishing boats and yachts in the marina. The area is rich in maritime history, so you may spot historic buildings that tell the tale of Greenport’s past. The waterfront offers many spots to sit and soak in the sights.
Kids love watching the seagulls swoop down to the water. You can also find benches along the walkway to sit and enjoy the view. This leisurely stroll is a perfect way to spend an afternoon with family and friends.
The best time to visit is during sunset when the sky transforms into a canvas of colors. Bring your camera for some beautiful photos. Whether you are a visitor or a local, the waterfront is a place that beckons everyone to come and relax.
Make sure to stop by and enjoy the peaceful ambiance of the waterfront. It’s a true gem in Greenport.
Address: Greenport, NY 11944
2. Visit the Greenport Carousel
The Greenport Carousel is a must-see attraction for families visiting the area. This charming, hand-carved wooden carousel features beautifully painted horses and other whimsical creatures. It provides hours of fun for children and adults alike.
The carousel is not just for riding; it’s a piece of art. Each horse is unique, showcasing the craftsmanship of local artisans. As you ride, you can enjoy cheerful music that adds to the magical experience.
Located near the waterfront, it’s easily accessible after a stroll. Kids love to pick their favorite horse and enjoy the gentle up and down motion as the carousel spins. It’s a perfect way to create lasting memories.
The carousel also hosts special events throughout the year. These events often include themed rides and face painting, making it a vibrant hub of activity. Admission is affordable, making it a great option for families.
Don’t forget to capture the moment! Riding the carousel is an experience that blends nostalgia with joy.
Address: 299 Bay Ave, Greenport, NY 11944
3. Explore the East End Seaport Museum
The East End Seaport Museum is a treasure trove of maritime history. Located in Greenport, it highlights the region’s rich seafaring past. Here, you can learn about the local fishing industry and shipbuilding history.
Inside, you’ll find interesting exhibits filled with photographs, artifacts, and information about Greenport’s nautical heritage. You’ll also discover how the town developed around its waterfront. The museum offers a fascinating look at how the sea shaped the community.
Guided tours are available, providing deeper insights into the exhibits. The knowledgeable staff can answer questions and share stories that bring the history to life. This is a perfect outing for history buffs or families.
Check their schedule for local events and workshops. Many times, they host educational programs for children, making learning fun and engaging. It’s an excellent way to spend a rainy afternoon.
A visit to the museum not only enriches your understanding of Greenport but also connects you to its vibrant heritage.
Address: 3rd St & Clark Ave, Greenport, NY 11944
4. Take a Wine Tasting Tour at Kontokosta Winery
Experience the flavors of Long Island’s wine country at Kontokosta Winery. Nestled on a beautiful hillside, the winery offers picturesque views of the vineyards and Peconic Bay. It’s the perfect spot for a relaxing day out.
During your visit, you can sample a variety of wines. From robust reds to crisp whites, there’s something for everyone. The knowledgeable staff will guide you through the tasting process, sharing the unique qualities of each wine.
Enjoy the ambiance while seated in the tasting room or outdoors on the terrace. The stunning view makes for a memorable backdrop. Bring a picnic to enjoy, or pair your wines with artisanal cheese.
The winery hosts special events throughout the year, including live music and food pairings. It’s a great way to experience the local culture. Make sure to check the calendar so you don’t miss a fun event.
Wine tasting at Kontokosta is more than just a drink; it’s a full sensory experience to savor.
Address: 825 Shore Rd, Greenport, NY 11944
5. Enjoy Fresh Seafood at Frisky Oyster
Dining at Frisky Oyster is a treat for seafood lovers. This popular restaurant is located right in the heart of Greenport. It offers a menu filled with fresh, locally sourced seafood that is simply delicious.
From their famous oysters to mouth-watering fish dishes, every bite is just right. The chefs prepare meals with a creative twist, ensuring a unique dining experience. Don’t forget to try the seafood chowder; it’s a local favorite!
The warm and inviting atmosphere adds to the experience. Whether you sit indoors or outdoors, you can enjoy your meal with stunning views of the surrounding area. It’s a perfect spot for a romantic dinner or a family gathering.
Pair your meal with a selection from their curated wine list. The staff is friendly and happy to recommend the perfect wine for your dish.
Overall, Frisky Oyster captures the essence of coastal dining in Greenport. It’s a must-visit when you’re in town.
Address: 27 Front St, Greenport, NY 11944
6. Browse the Shops and Boutiques on Main Street
Exploring Main Street in Greenport is a delightful experience. The street is lined with charming shops and boutiques, offering unique gifts and local crafts. From clothing to home decor, there’s something for everyone.
You can find one-of-a-kind items that can’t be found anywhere else, making it a treasure hunt for shoppers. Many shops feature products made by local artisans, showcasing the creativity of the community.
As you wander, take time to enjoy the many window displays that reflect the town’s artistic spirit. It’s a great way to find souvenirs to remember your trip.
Stop by a local cafe to recharge with fresh coffee or a sweet treat. The friendly atmosphere of the shops and cafes adds to the overall charm of your visit.
Don’t rush; take your time to explore every corner of Main Street. You may just stumble upon a hidden gem.
Address: Main St, Greenport, NY 11944
7. Attend a Performance at the Greenport Theater
For a dose of local culture, attend a performance at the Greenport Theater. This intimate venue showcases local talent through plays, films, and live music events. It offers a fantastic opportunity to experience the arts in a friendly setting.
The theater is equipped with modern sound and lighting, ensuring that every event is lively and entertaining. Local artists often perform here, giving you a taste of Greenport’s vibrant creative community.
Check the schedule for upcoming shows. There are often family-friendly performances, making it a great outing for everyone. Popcorn and snacks are available for sale, so grab a treat during the show!
For a unique evening, consider attending a themed movie night. These events often feature classic films paired with interactive experiences, providing a fun twist for moviegoers.
Attending a performance at the Greenport Theater is a wonderful way to engage with the community and enrich your visit.
Address: 211 4th St, Greenport, NY 11944
8. Visit the Greenport Farmers’ Market
The Greenport Farmers’ Market is a vibrant spot for fresh, local produce. Open during the warmer months, the market showcases a variety of goods from local farmers and artisans. It’s a perfect place to experience the community’s farming heritage.
You can find everything from fresh fruits and vegetables to homemade jams and baked goods. Chatting with the vendors adds a personal touch to your shopping experience. They are always happy to share their stories and tips for using their products.
The lively atmosphere is enhanced by live music performances and cooking demonstrations. These events make shopping fun and educational for everyone, especially families.
Don’t forget to sample some fresh snacks or baked goodies while you shop. It’s a delightful way to taste the local flavors. Bring a reusable bag to load up on your market finds!
Visiting the farmers’ market is a great way to support local agriculture and enjoy the bounty of the North Fork.
Address: 1675-1695 3rd St, Greenport, NY 11944
9. Rent a Kayak or Paddleboard
Get up close and personal with the beautiful waters of Peconic Bay by renting a kayak or paddleboard. Several local rental shops offer gear for all skill levels. Whether you’re a beginner or an expert, there’s something for everyone.
Paddling on the calm waters is a peaceful way to explore the coastline. You may encounter local wildlife, such as birds and fish, adding to the experience. It’s a fantastic way to connect with nature and enjoy the stunning scenery.
Consider taking a guided tour if you’re unfamiliar with the area. Knowledgeable guides often share interesting facts about the local ecosystem and history. It’s a lovely way to learn while having fun.
Don’t forget to pack sunscreen and water for your adventure. Take your time; there’s no rush out on the water. Kayaking or paddleboarding provides a refreshing exercise in an extraordinary setting.
Enjoy the beauty around you while making lasting memories on the water!
Address: Greenport, NY 11944
10. Take a Ferry Ride to Shelter Island
A ferry ride to Shelter Island is an exciting day trip from Greenport. The ferry offers stunning views of the water and surrounding landscapes. It’s a perfect way to relax and enjoy the beauty of Long Island.
Upon arrival, you can explore the various attractions Shelter Island has to offer. From beautiful parks to quaint shops, there is much to see. Hike or bike through scenic trails that wind through lush greenery.
Don’t miss the opportunity to visit local beaches. They are perfect for sunbathing or having a picnic by the water. Enjoy the slower pace of life on the island, making it a great break from the busyness of daily activities.
Be sure to check the ferry schedule ahead of time. The ferry ride adds an adventure aspect to your day and enhances your visit. It’s an efficient and enjoyable way to see another beautiful part of Long Island.
Shelter Island awaits with its charm and tranquility, making the ferry ride worthwhile!
Address: 54 3rd St, Greenport, NY 11944
11. Tour the Historic Greenport Lighthouse
Visiting the historic Greenport Lighthouse is a wonderful way to learn about the area’s maritime heritage. Built in the 19th century, the lighthouse stands tall, guiding boats safely into the harbor. Tours are often available, offering insights into its history and operation.
Climbing the lighthouse allows you to enjoy breathtaking views of the bay and surrounding beaches. It’s a fantastic opportunity for some memorable photos. As you ascend, you’ll learn about the lighthouse keepers who tended to the light over the years.
The surrounding area is perfect for a scenic walk. Stroll along the shoreline while soaking up the stunning views of the water and nearby islands. You may spot local wildlife, including colorful birds and playful seals.
Be sure to bring your camera; the views from the top of the lighthouse are simply stunning! This historical experience connecting you to the past is both educational and fun.
A visit to the Greenport Lighthouse is a perfect family outing or a unique date idea.
Address: 2410 Haywater Ave, Greenport, NY 11944
12. Visit the Railroad Museum of Long Island
The Railroad Museum of Long Island is a delightful stop for history lovers and train enthusiasts alike. The museum showcases the rich history of railroads in the region. You can explore various exhibits that bring the past to life.
Step aboard historic train cars and learn about their operational history. The displays include photographs, artifacts, and memorabilia connecting you to the sights and sounds of rail travel from years ago. Guided tours often share fascinating stories to enhance your visit.
The museum also features family-friendly events that engage visitors of all ages. Kids especially enjoy participating in special activities like hands-on exhibits and train rides. It’s a fun way to make history come alive!
Check the museum’s calendar for seasonal special events, such as themed days and family festivals. These events often include food vendors and activities for everyone to enjoy.
Visiting the Railroad Museum is not just informative; it’s also a chance to create lasting memories with loved ones.
Address: 440 4th St, Greenport, NY 11944
13. Spend a Day at Sandy Cove Beaches
Spending a day at Sandy Cove Beach is one of the best ways to enjoy the sun and surf. This beautiful beach offers soft sand, gentle waves, and picturesque views of the ocean. It’s a perfect spot for relaxation and fun.
You can lie on the beach, build sandcastles, or take a refreshing swim in the water. Families will enjoy the calm, shallow areas ideal for young children. Bring a beach umbrella and pack a picnic to enjoy while soaking up the sun.
Don’t forget to explore the beachside trails; they are great for a nature walk. Collect seashells along the shore or watch for shorebirds looking for food. The natural beauty of the beach creates a serene atmosphere.
Throughout the summer, Sandy Cove often hosts community events, including beach cleanups and family fun days. It’s a great way to meet locals and join in on the fun!
Whether you want to relax or partake in activities, Sandy Cove Beach provides the perfect getaway.
Address: Sandy Cove Beach, Greenport, NY 11944
14. Enjoy the Local Art Scene at Nova Constellatio Gallery
A visit to the Nova Constellatio Gallery is a must for art enthusiasts. This contemporary gallery features local and regional artists showcasing their talent. You’ll find a diverse collection of paintings, sculptures, and mixed media works to admire.
The gallery often hosts exhibitions and events, giving you a chance to meet the artists and learn about their work. Many times, you can witness live art demonstrations or workshops, providing hands-on experiences.
The cozy setting encourages you to take your time and soak in the creativity. It’s the perfect place to find unique art pieces to bring home as a souvenir. The staff is friendly and knowledgeable, always ready to share details about the art.
Check the gallery’s schedule for special events and openings. These gatherings create a vibrant atmosphere where you can mingle with fellow art lovers and support local talent.
Exploring the Nova Constellatio Gallery is a delightful way to engage with the local community and celebrate creativity.
Address: 82 Front St, Greenport, NY 11944
15. Participate in a Fishing Charter
Joining a fishing charter in Greenport is an exciting adventure! Local captains know the best spots to catch fish in the surrounding waters. Whether you’re a novice angler or an experienced fisherman, there’s fun to be had.
Charters usually provide all necessary equipment, including rods, reels, and bait. You’ll receive guidance on casting techniques and fishing strategies to increase your catch. It’s a fantastic way to learn and enjoy the thrill of fishing.
During the outing, enjoy the beautiful scenery of Peconic Bay and the surrounding islands. Spotting marine life and enjoying the fresh air makes for a perfect day on the water. Many charters also offer cleaning and filleting services for your catch!
Don’t forget to pack snacks and drinks. A fun day fishing with friends or family provides unforgettable memories to cherish. The thrill of reeling in a big one is something everyone should experience!
A fishing charter in Greenport offers more than just fishing; it’s a unique way to immerse yourself in the area’s stunning natural beauty.
Address: 202 3rd St, Greenport, NY 11944
16. Experience the Annual Greenport Maritime Festival
The Greenport Maritime Festival is a lively annual celebration of the town’s nautical heritage. This exciting festival usually takes place in September. It features a range of activities, from boat rides to live music and local food vendors.
Visitors of all ages can participate in various family-friendly events. There are arts and crafts booths, showcasing the talents of local artisans. You can also find educational exhibits that highlight the importance of maritime traditions.
The festival includes contests, such as boat races and children’s games, which draw excitement and competition. Enjoy delicious seafood and other local specialties while wandering the festival grounds.
Don’t miss the chance to interact with local fishermen and learn about their crafts. They often bring in their boats, offering a glimpse into daily life on the water. The lively atmosphere makes it a fun outing for everyone.
Experience the rich culture and community spirit at the Greenport Maritime Festival. It’s a celebration that allows you to dive into the local maritime life.
Address: Greenport, NY 11944
17. Take a Scenic Bike Ride
Taking a scenic bike ride along the North Fork is a wonderful way to explore the beauty of Long Island. With its picturesque vineyards and lush greenery, this area offers great cycling routes for all skill levels. You can start your journey right in Greenport and head out towards the scenic countryside.
The coastal views along the way are breathtaking. Stop at local vineyards for a wine tasting or a picnic overlooking the vines. Many routes are relatively flat, making it accessible for families and casual cyclists.
Biking also allows you to enjoy the fresh air and nearby beaches. Feel free to take breaks and experience the charming towns and villages you’ll pass along the way. You may discover quaint shops and eateries worth visiting.
Pack a camera for stunning landscape shots and photos of your fun journey. Remember to wear a helmet and stay hydrated while cycling!
A bike ride through this beautiful region is an adventure filled with enjoyment and discovery.
Address: Greenport, NY 11944
18. Attend a Workshop at Greenport Art and Design District
Engaging in a workshop at the Greenport Art and Design District is an enriching experience for anyone interested in art. This creative hub offers various classes, from painting to pottery and other crafts. Perfect for both beginners and experienced artists, workshops are conducted by skilled instructors.
Each session is designed to promote creativity and enhance your skills. All materials are usually provided, so you don’t need to worry about bringing your own supplies. It’s a fantastic way to express yourself and learn new techniques.
Workshops often foster a friendly environment, allowing you to connect with fellow art enthusiasts. It’s a great opportunity to make new friends while engaging in something you love.
Take a look at their schedule for upcoming classes and events. The art and design district often hosts art exhibitions showcasing the work of local artists, too!
Participating in a workshop is not just about creating art; it’s about experiencing community and creativity in a vibrant setting.
Address: 101 4th St, Greenport, NY 11944
19. Dine at the Black Duck Inn
Dining at the Black Duck Inn is a delightful experience for food lovers. This charming restaurant offers a cozy atmosphere with a wonderful menu featuring local dishes. Enjoy succulent seafood and farm-fresh options made from locally sourced ingredients.
As you dine, watch the boats come in and out of the harbor. It’s the perfect spot to unwind after a day of exploring Greenport. The friendly staff provides excellent service and can help you choose the right dish to fit your taste.
Try their signature cocktails or select a local wine from the extensive list. It pairs perfectly with your meal and enhances your dining experience. Desserts here are also worth saving room for, offering sweet treats to satisfy your cravings.
The warmth and charm of the Black Duck Inn make it feel like a home away from home. Make it a stop on your visit for a memorable dining experience!
Every visit promises fresh flavors and a relaxing ambiance to enjoy with loved ones.
Address: 5 3rd St, Greenport, NY 11944
20. Visit the Southold Historical Society
The Southold Historical Society is a gem for those looking to delve into local heritage. Located near Greenport, it showcases the history and culture of the Southold area. The society maintains several historic buildings and exhibits that fulfill this mission.
Your visit might include tours of historic homes, such as the Horton Point Lighthouse and the Southold Town Hall. Explore the stories and artifacts that represent the town’s past, from its Native American roots to its colonial history.
Engaging exhibits and friendly docents bring the history to life, making it informative for visitors of all ages. Many local events and programs are also held throughout the year, offering community enrichment.
The society’s archives are a valuable resource for anyone interested in genealogy or local history, providing a glimpse into the lives of the people who shaped this area.
A visit to the Southold Historical Society is not just a day of learning; it is an opportunity to connect with the community and understand the strong sense of place that defines Greenport.
Address: 54325 Main Rd, Southold, NY 11971
Final Thoughts
Greenport, New York, offers something special for everyone, from history lovers to food enthusiasts. Exploring its waterfront, visiting galleries, and tasting local wines is a memorable experience. The town’s charm and vibrant community create an inviting atmosphere for visitors of all ages.
As you wander through local shops, dine at delightful eateries, or engage in joyful activities, you’ll find the essence of this unique coastal town. Each experience leaves you with lasting memories, urging you to return and discover more. Additionally, if you’re interested in exploring more destinations, check out these exciting things to do in Sandwich, IL or consider a visit to Lewes, DE for more adventure!