Sag Harbor is a charming village located on Long Island’s East End. It’s a spot filled with history, beautiful views, and plenty of activities for everyone. Whether you enjoy relaxing by the water, visiting art galleries, or trying out delicious food, Sag Harbor has something special for you. This picturesque town is known for its vibrant community and scenic beaches, making it a perfect getaway for families and friends alike.
In this guide, we will be sharing some fun and exciting activities to do in Sag Harbor. From sailing on the bay to exploring the local shops and restaurants, there’s no shortage of things to see and do. Grab your sunscreen and get ready for an adventure in this beautiful coastal town!
Things to Do In Sag Harbor
1. Explore the historic Sag Harbor Whaling and Historical Museum
The Sag Harbor Whaling and Historical Museum is a treasure of maritime history. This museum showcases artifacts from Sag Harbor’s whaling industry, which thrived in the 19th century. Visitors can explore exhibits featuring whaling tools, photographs, and maritime memorabilia that tell the story of this vibrant community.
Notably, the museum is housed in a charming 1845 building, contributing to the historical atmosphere. You can take a guided tour or explore at your leisure. Informative plaques provide insights into Sag Harbor’s role in whaling and its impact on local culture.
In addition to whaling exhibits, the museum hosts local art shows and community events. These happenings bring together residents and visitors alike, showcasing the area’s vibrant artistic spirit. It’s a perfect spot to connect with the local community.
Don’t forget to visit the museum’s gift shop! Here, you can find unique gifts and educational materials related to maritime history. A visit to the Sag Harbor Whaling Museum is a fantastic way to deepen your understanding of the region’s rich past.
Overall, this museum offers a fun and educational experience for all ages. It’s a great way to spend a few hours while learning about an important part of Sag Harbor’s history.
Address: 200 Main St, Sag Harbor, NY 11963.
2. Stroll through the picturesque streets of Sag Harbor Village
Strolling through the streets of Sag Harbor Village is a delightful experience. The village boasts charming historic buildings and tree-lined streets, creating a picturesque environment. You will find lovely shops, art galleries, and cafes inviting you to explore.
Take your time to admire the architecture. Many buildings date back to the 19th century, reflecting Sag Harbor’s rich history. The roads are easy to navigate and provide a perfect backdrop for a leisurely walk. Grab a coffee from a local café and enjoy it while soaking in the atmosphere.
As you wander, stop by the quaint boutiques to discover unique local crafts and artwork. You might even find the perfect souvenir to take home. The friendly shopkeepers are eager to share the stories behind their goods, adding a personal touch to your shopping experience.
Don’t forget to look for the stunning waterfront views along your stroll. The harbor offers a serene backdrop that enhances the charm of the village. Snap some pictures to capture the scenic beauty of Sag Harbor.
Overall, this stroll is an opportunity to relax and enjoy the local culture. It’s an essential part of any visit to Sag Harbor.
Address: Main St, Sag Harbor, NY 11963.
3. Visit the beautifully preserved Sag Harbor Lighthouse
The Sag Harbor Lighthouse is a lovely landmark worth visiting. Built in 1856, this lighthouse stands proudly at the entrance of Sag Harbor Bay. It has served as a beacon for mariners for over a century, guiding ships safely into the harbor.
Visitors can enjoy stunning views of the bay and surrounding area from the lighthouse grounds. The site is perfect for photography enthusiasts looking to capture the beauty of the coastline. The surrounding park offers a peaceful setting for relaxation and contemplation.
The lighthouse itself is not always open for climbing, but you can still appreciate its historical significance from the outside. Informative plaques provide insights about its history and function. Be sure to check for any guided tours that might be available during your visit.
This area is also great for enjoying a picnic. Several benches nearby allow for a moment of rest while you take in the fresh ocean breeze and scenic views. The lighthouse and its surroundings create a picturesque spot to unwind.
Visiting the Sag Harbor Lighthouse is a charming way to connect with the maritime history of the area. It’s a must-see for anyone visiting Sag Harbor.
Address: 31 Lighthouse Rd, Sag Harbor, NY 11963.
4. Enjoy a sunset at Havens Beach
Havens Beach is a beautiful spot for watching the sunset while visiting Sag Harbor. This sandy beach offers a tranquil setting surrounded by stunning natural beauty. The soft waves and warm sands create a perfect atmosphere to unwind and relax.
Arrive early to secure a good spot on the shore. The views of the sun setting over the water are breathtaking. Bring a blanket and sit back while the colors of the sky change from blue to shades of pink and orange. It’s a magical experience that everyone should enjoy.
The beach is also great for families. Children can play in the sand or splash in the gentle surf. There are picnic tables nearby, making it easy to enjoy a meal as you watch the sunset. Snack on your favorite treats as the day winds down.
After sunset, consider taking a stroll along the shoreline. The beach is picturesque, especially as the moon begins to rise. The serene environment invites reflection and peaceful thoughts.
Overall, spending an evening at Havens Beach is a wonderful way to end your day in Sag Harbor. The scenic beauty and calming atmosphere make for unforgettable memories.
Address: Havens Beach Rd, Sag Harbor, NY 11963.
5. Discover local art at the Grenning Gallery
The Grenning Gallery is a hidden gem for art lovers visiting Sag Harbor. This gallery features a diverse collection of contemporary and traditional artwork. The showcased pieces include paintings, sculptures, and photographs from both local and national artists.
As you enter the gallery, you’re greeted by vibrant colors and striking visuals. The atmosphere is inviting, encouraging you to take your time and appreciate each piece. The knowledgeable staff can offer insights and answer any questions you may have about the artists.
The gallery frequently hosts exhibitions showcasing new works, providing fresh experiences with each visit. You might even catch an opening reception where you can meet the artists and learn about their creative processes.
Not only is the gallery a place for viewing art, but it’s also an excellent spot to purchase unique pieces. Whether you’re looking for a special gift or a statement piece for your home, you’ll find something truly special.
A visit to the Grenning Gallery is more than just an art display; it’s an enriching experience. Take some time to immerse yourself in the local art scene while in Sag Harbor.
Address: 17 Washington St, Sag Harbor, NY 11963.
6. Dine at the iconic Dockside Bar & Grill
The Dockside Bar & Grill is a must-visit dining spot in Sag Harbor. Located by the waterfront, this restaurant offers delightful views alongside a varied menu. You can enjoy fresh seafood, burgers, and comforting favorites while taking in the beautiful surroundings.
The relaxed atmosphere makes Dockside perfect for any occasion. Whether you’re grabbing a quick lunch or enjoying a leisurely dinner, you’ll feel right at home. The staff prides themselves on friendly service, welcoming you as if you were family.
Don’t miss their daily specials. Fresh catches from local fishermen are often featured, providing a taste of Sag Harbor’s maritime culture. Pair your meal with one of their craft cocktails for a refreshing treat.
Enjoy dining outdoors on the patio when the weather is nice. The view of the harbor adds to the experience, making it the perfect backdrop for a memorable meal. Bring friends and family and create unforgettable dining moments together.
Overall, a meal at Dockside Bar & Grill is sure to satisfy your appetite and provide a fun atmosphere. It’s a culinary highlight of your time in Sag Harbor.
Address: 14 Long Wharf, Sag Harbor, NY 11963.
7. Take a sailing lesson with Sag Harbor Sailing
Taking a sailing lesson with Sag Harbor Sailing is an exciting adventure. Whether you’re a beginner or have some experience, the instructors provide valuable guidance. Learning to sail on the beautiful waters of Sag Harbor is a great way to connect with the maritime culture.
The lessons cater to all skill levels. You will gain knowledge about sailing techniques, boat handling, and safety procedures. The instructors are friendly and professional, ensuring a comfortable learning environment.
During your lesson, you might even spot local wildlife, such as dolphins or seals. The experience is not just about learning; it’s also about enjoying the stunning scenery. Sailing allows you to appreciate the beauty of Sag Harbor from a unique vantage point.
After your lesson, consider renting a sailboat for a longer experience. This way, you can explore the waters on your own and put your new skills to the test. Enjoy the wind in your hair and the sun on your face as you navigate the bay.
Sailing with Sag Harbor Sailing is more than just a lesson; it’s an unforgettable experience that connects you with nature and the sea. Embrace the adventure during your visit to Sag Harbor!
Address: 39 Bay St, Sag Harbor, NY 11963.
8. Browse the shelves of the iconic Sag Harbor Bookstore
The Sag Harbor Bookstore is a charming destination for book lovers. Nestled in the heart of the village, it offers a wide selection of books across various genres. From bestsellers to local authors, you’ll find something that piques your interest.
As you step inside, the cozy atmosphere invites you to explore. The friendly staff is always available to provide recommendations. Don’t hesitate to ask for their favorite reads; their passion for literature shines through.
In addition to books, the store often hosts events. Author signings, readings, and book clubs create a sense of community among locals and visitors. It’s a perfect place to meet fellow book enthusiasts and engage in lively discussions.
Consider relaxing in their reading nook for a while. The comfortable chairs provide a perfect spot to delve into your new book. You can sip a cup of coffee from the nearby café while you read.
A visit to the Sag Harbor Bookstore is a delightful experience. It’s more than just a shopping trip; it’s an opportunity to immerse yourself in the world of literature and connect with the local community.
Address: 7 Main St, Sag Harbor, NY 11963.
9. Enjoy a wine tasting at the Wolffer Estate Vineyard
Wolffer Estate Vineyard is a fantastic destination for wine enthusiasts. Located just a short drive from Sag Harbor, this vineyard offers stunning views and exquisite wines. The picturesque setting includes rolling hills, vineyards, and beautifully landscaped gardens.
Visitors can enjoy guided wine tastings led by knowledgeable staff. You’ll learn about the winemaking process and the unique characteristics of each wine. Sample a variety of red and white wines, savoring the flavors that reflect the local terroir.
Don’t forget to enjoy a glass of wine on the terrace. The breathtaking views make it the perfect backdrop for relaxation. Bring friends or family and share delicious wine while making memories together.
The vineyard also hosts special events throughout the year. From outdoor concerts to food pairings, there’s always something happening at Wolffer Estate. Check their schedule to see what exciting events may coincide with your visit.
Overall, a visit to Wolffer Estate Vineyard is a delightful experience. It’s an opportunity to taste exceptional wines in a beautiful setting, making it a highlight of your time in Sag Harbor.
Address: 139 Sagg Road, Sagaponack, NY 11962.
10. Relax at Long Beach on Shelter Island, a short ferry ride away
Long Beach on Shelter Island is a hidden gem just a short ferry ride from Sag Harbor. This beach offers serene surroundings and beautiful scenery, making it an ideal spot for relaxation. The well-maintained sands provide ample space to spread your towel and soak up the sun.
Families will appreciate the calm waters, which are perfect for swimming, wading, or splashing around. Bring a picnic to enjoy under the shade of a tree or at one of the picnic tables. It’s a great way to spend quality time with loved ones.
For those looking for activities, the beach offers options for kayaking and paddleboarding. Rent equipment nearby and explore the shoreline while enjoying the picturesque views. Nature enthusiasts will love spotting local birds and marine life during their adventure.
As the day winds down, stay to watch the sunset. The colors reflecting off the water create a breathtaking scene. This tranquil environment serves as the perfect end to an enjoyable beach day.
Whether you’re looking for peace, activity, or a splash of fun, Long Beach is a must-visit during your time in Sag Harbor. It’s a beautiful escape just a short ride away.
Address: Long Beach, Shelter Island, NY 11964.
11. Attend a performance at the Bay Street Theater
Bay Street Theater is a vibrant cultural hub in Sag Harbor. This intimate theater hosts a variety of performances, including plays, comedy shows, and musical concerts. It’s known for featuring both local talent and renowned artists, providing a rich arts experience.
Upon entering, you’ll be greeted by a warm and inviting atmosphere. The seating is comfortable, and every seat offers great views of the stage. This closeness enhances the experience, making you feel connected to the performers.
Check the schedule in advance to catch a performance that interests you. The shows often reflect diverse themes and genres, ensuring there’s something for everyone. The theater also supports local playwrights, showcasing exciting new works.
Before or after the show, consider visiting their café. Enjoy a drink or a light snack while discussing the performance with friends. The social aspect adds to the overall experience of attending an event.
Attending a performance at Bay Street Theater is more than just watching a show. It’s enjoying the local arts community and supporting creativity while in Sag Harbor.
Address: 1 Bay St, Sag Harbor, NY 11963.
12. Explore the picturesque Sag Harbor Marina
Exploring Sag Harbor Marina is an enjoyable way to connect with the waterfront vibe of the area. This bustling marina is home to a variety of boats, from classic yachts to small fishing vessels. The views of the harbor are breathtaking, making it a perfect spot for photography.
Take a leisurely stroll along the docks and admire the boats. You might spot some local fishermen preparing for a day on the water, providing a glimpse into the maritime lifestyle of the community. The sights and sounds of the marina create a vibrant atmosphere.
There are often opportunities for people-watching. Travelers and locals share the space, creating an inviting community feel. Stop by one of the nearby restaurants for a meal with a waterfront view after your exploration.
If you’re interested in water activities, check for boat rentals or charters available at the marina. Enjoy a day on the water, exploring Sag Harbor Bay at your own pace.
Overall, visiting Sag Harbor Marina allows you to appreciate the beauty of the water and the local maritime culture. It’s an essential stop in your Sag Harbor itinerary.
Address: 200 Bay Street, Sag Harbor, NY 11963.
13. Visit the John Jermain Memorial Library for local events
The John Jermain Memorial Library is a cultural gem located in Sag Harbor. This historic library provides not only books and resources but also hosts a variety of community events. The cozy atmosphere makes it a great place to relax and read or participate in engaging programs.
Visitors can find a wide selection of books, including local history and literature. The helpful staff is ready to assist you in finding what you need, whether it’s a new novel or information about the area.
The library regularly invites local authors and speakers for readings and workshops. These events foster community engagement and promote a love for literature. Check their calendar for upcoming events during your visit.
In addition to programs, the library has beautiful spaces for quiet reading or studying. Cozy nooks and comfortable seating invite you to linger and enjoy the environment.
Overall, visiting the John Jermain Memorial Library is a delightful way to connect with the local community. It enriches your Sag Harbor experience through education and arts.
Address: 201 Main St, Sag Harbor, NY 11963.
14. Go fishing or kayaking in the Sag Harbor Bay
Fishing or kayaking in Sag Harbor Bay offers a fantastic way to experience the local waterways. The bay is known for its calm waters and diverse marine life. It’s perfect for both experienced anglers and beginners looking to enjoy a day on the water.
Kayaking provides a unique perspective of the bay. Paddling among the boats and along the shoreline allows you to appreciate the natural beauty. Rental shops are available nearby to provide kayaks and any necessary gear.
If you’re into fishing, you’ll find a variety of fish species in the bay. Grab your fishing gear and head out to find the best spots for catching your dinner. Local fishing guides are also available to help you navigate the waters and find the best fishing locations.
Whether fishing or kayaking, you can take in the beautiful surroundings. The coastal scenery, combined with the peaceful atmosphere, creates a memorable experience in nature.
Overall, spending time fishing or kayaking in Sag Harbor Bay is a delightful way to embrace the area’s natural beauty and connect with the local environment.
Address: Sag Harbor Bay, NY 11963.
15. Enjoy a bike ride along the scenic Sag Harbor to East Hampton route
Biking from Sag Harbor to East Hampton is a wonderful way to explore the area. The scenic route offers stunning views of the landscape, charming homes, and picturesque gardens. It’s a relaxing ride that allows you to immerse yourself in the beauty of this lovely region.
The route is mostly flat, making it accessible for cyclists of all skill levels. Bring your own bike or rent one from a local shop. Along the way, take breaks to enjoy the scenery and snap some photos of the impressive surroundings.
As you approach East Hampton, don’t miss the opportunity to explore the local shops and cafés. You can reward yourself with a delicious treat after your ride. The downtown area is vibrant and filled with unique boutiques and art galleries.
Consider biking return while enjoying the different sights along the route. The ride can be as leisurely or as adventurous as you choose, depending on your pace.
Overall, biking from Sag Harbor to East Hampton is both fun and healthy. It’s a perfect way to discover the beauty of the Hamptons while enjoying the outdoors.
Address: Start at Sag Harbor Village and head towards East Hampton, NY.
16. Attend the annual Sag Harbor American Music Festival
The Sag Harbor American Music Festival is a lively event celebrating music and community. Held annually, this festival features a variety of performances across multiple genres. It draws residents and visitors alike to enjoy live music in a vibrant atmosphere.
During the festival, you can expect to see local musicians performing alongside national acts. The schedule typically includes concerts, workshops, and open mic sessions. There’s something for every music lover to appreciate.
In addition to the fantastic music, the festival fosters community spirit. Local shops and restaurants often join in with special promotions and activities. It’s a great opportunity to connect with local culture and celebrate the arts.
The atmosphere is one of joy and camaraderie, ensuring memorable experiences for attendees of all ages. It’s a time to dance, share stories, and enjoy the talents of fellow music enthusiasts.
Overall, attending the Sag Harbor American Music Festival is an unforgettable way to embrace the local arts scene. It’s a celebration of culture and creativity that shouldn’t be missed!
Address: Various venues in Sag Harbor, NY (dates vary each year).
17. Take a day trip to nearby Montauk Point State Park
Taking a day trip to Montauk Point State Park is a fantastic adventure from Sag Harbor. This scenic park offers breathtaking views of the Atlantic Ocean and stunning cliffs. It’s a great choice for nature lovers and outdoor enthusiasts.
Visitors can explore various hiking trails that wind through the park, showcasing unique coastal landscapes and wildlife. The fresh air and beautiful scenery create a perfect setting for a relaxing hike or a more challenging climb.
Don’t miss the iconic Montauk Point Lighthouse, a historical landmark dating back to 1796. You can climb to the top for panoramic views of the coast. The surrounding area is perfect for picnicking, making it a great way to spend the entire day.
For fishermen, the waters around Montauk Point are surrounded by rich fishing grounds. Consider bringing your fishing gear for a chance to catch local species.
Overall, a day trip to Montauk Point State Park provides a fun-filled outing. The natural beauty and historical significance make it an essential stop during your Sag Harbor getaway.
Address: 2000 Montauk Hwy, Montauk, NY 11954.
18. Explore the art installations at the Parrish Art Museum in nearby Water Mill
The Parrish Art Museum in Water Mill is a must-visit for art aficionados. This stunning museum showcases contemporary and classic works by American artists. The architecture of the building itself is a work of art, seamlessly blending with the natural surroundings.
The exhibitions are diverse, featuring everything from paintings to sculptures and installations. You’ll find works that reflect the culture and history of the East End of Long Island. Take your time to explore each gallery, absorbing the creativity on display.
Additionally, the museum hosts regular events, including lectures and workshops. These programs enhance the visitor experience and provide opportunities to engage with the artists and their work.
The outdoor grounds are also worth exploring. Beautifully landscaped gardens and walking trails invite visitors to relax and enjoy the scenery. It’s a calming environment to reflect on the art you’ve just seen.
A trip to the Parrish Art Museum enriches your understanding of modern art. It’s a fantastic way to immerse yourself in the local culture while in the Sag Harbor area.
Address: 279 Montauk Hwy, Water Mill, NY 11976.
19. Sample fresh seafood at the famous Baron’s Cove restaurant
Baron’s Cove is renowned for its fresh seafood and inviting atmosphere. This waterfront restaurant offers stunning views of the harbor, making dining here a special experience. The menu features a variety of seafood dishes, all prepared to highlight the freshness of the ingredients.
Start with one of their delicious appetizers, such as clam chowder or oysters on the half shell. The chefs take pride in sourcing local seafood, ensuring that each dish represents the flavors of the region.
The main course offers something for everyone, from grilled fish to lobster, all prepared with a creative twist. Pair your meal with a selection from their extensive wine list for a truly memorable dining experience.
Don’t forget to enjoy dessert! The sweets at Baron’s Cove are a perfect way to end your meal. Consider enjoying your coffee or dessert outside on the patio, soaking in the beautiful view as the sun sets over the water.
Overall, dining at Baron’s Cove is a highlight of any visit to Sag Harbor. The combination of fresh seafood, great service, and a lovely atmosphere makes it a memorable dining experience.
Address: 31 W Water St, Sag Harbor, NY 11963.
20. Check out the local farmers market for fresh produce and crafts
The local farmers market in Sag Harbor is a vibrant and exciting experience. Held weekly, it showcases fresh produce, artisanal products, and handmade crafts from local vendors. It’s a great way to support the community while enjoying the bounty of the land.
Strolling through the market, you’ll find colorful fruits and vegetables, fresh baked goods, and unique handcrafted items. Take your time to sample some treats and chat with the friendly vendors. They’re always happy to share details about their products.
The atmosphere is lively, often featuring live music or entertainment. It’s a perfect outing for families, friends, or couples. Enjoy a snack as you shop or pick up items for a delicious picnic later in the day.
The farmers market is also a hub for community interaction. Meet locals and learn more about the Sag Harbor area while discovering hidden gems among the stalls.
Overall, visiting the farmers market is a fun and engaging way to experience local culture. It’s a perfect stop during your Sag Harbor adventure.
Address: 1 Main St, Sag Harbor, NY 11963.
21. Visit the outdoor art installation at The Pollock-Krasner House in Springs
The Pollock-Krasner House in Springs is a fascinating destination for art enthusiasts. Formerly the home of famous artists Jackson Pollock and Lee Krasner, this historic site offers a unique glimpse into their lives and creative processes. The site includes outdoor art installations that reflect their work and artistic philosophies.
Visitors can explore the home and studio where Pollock created his iconic drip paintings. The surrounding gardens and outdoor installations complement the home and create a serene atmosphere, perfect for reflection and inspiration.
Guided tours are available, providing insights into both artists’ influences and their significance in the art world. Engage with knowledgeable guides who share intriguing stories about their lives and work.
The outdoor installations change seasonally, ensuring each visit offers something new and exciting. Take your time to wander and absorb the beauty of the space, surrounded by nature and creativity.
Overall, visiting the Pollock-Krasner House is a unique experience that beautifully merges art and nature. It’s a must-see for anyone interested in American art history.
Address: 830 Springs-Fireplace Rd, East Hampton, NY 11937.
22. Take a guided walking tour to learn about Sag Harbor’s whaling history
A guided walking tour of Sag Harbor is an excellent way to delve into the town’s rich whaling history. This tour takes you through the historic streets, sharing stories of the whaling industry that once thrived here. Knowledgeable guides will lead you to significant sites while providing compelling narratives.
As you walk, you’ll see historic buildings and landmarks that played a role in the town’s maritime past. Learn about the impact of whaling on Sag Harbor and its community as you explore with a group of fellow history enthusiasts.
The tour also highlights the architectural beauty of Sag Harbor. You’ll appreciate both the history and the artistry of the buildings. It’s an engaging way to experience the town and its cultural heritage.
Bring your curiosity and wear comfortable shoes, as the tour may involve walking a bit. The informative and engaging storytelling will keep you captivated throughout.
Overall, a guided walking tour is a fun and informative way to connect with Sag Harbor’s history. It’s an enriching experience that will deepen your appreciation for this charming coastal town.
Address: Tours typically start at 1 Bay St, Sag Harbor, NY 11963.
23. Enjoy the views from the Sunset Beach on nearby Shelter Island
Sunset Beach on Shelter Island is a perfect spot for breathtaking views. Just a short ferry ride from Sag Harbor, it offers a picturesque beach experience. The sandy shores and calm waters create an inviting atmosphere for relaxation and exploration.
Visitors can enjoy beach activities such as swimming, sunbathing, or simply taking in the beauty of the surroundings. As the name suggests, the sunsets here are stunning, making it an ideal spot for an evening visit. Bring a blanket and a picnic to enjoy as you watch the sky transform.
Nearby amenities include a bar and restaurant that serve delicious food and drinks. Treat yourself to fresh seafood while you soak up the scenery. The laid-back vibe of Sunset Beach makes it a charming escape from everyday life.
The beach is also excellent for nature lovers. Explore nearby trails that lead through scenic landscapes and native plants. Discover the unique ecosystem that adds to the beauty of Shelter Island.
Overall, Sunset Beach is a must-visit destination. Its stunning views and serene atmosphere make it a highlight of your Sag Harbor itinerary.
Address: 35 Shore Road, Shelter Island, NY 11964.
Final Thoughts
Sag Harbor is a charming destination that offers a wealth of activities and experiences. Whether you’re exploring its historic whaling past, enjoying delicious local cuisine, or simply soaking in the beautiful waterfront views, there’s something for everyone. The town combines culture, nature, and community into a delightful package.
As you leave, the memories of Sag Harbor’s picturesque streets, engaging activities, and friendly locals will remain with you. It’s a destination that invites you to return again and again in search of more adventures and relaxation. If you’re interested in learning more about local attractions and events, consider reading lesser-known attractions in Sag Harbor or dive deep into Sag Harbor’s rich history.