Top 10 Things to Do in Sag Harbor

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If you’re planning a trip to Sag Harbor, you’re in for a treat. This charming village nestled in the Hamptons offers a delightful blend of history, culture, and natural beauty. Whether you’re a history buff, a foodie, or just looking to relax by the water, there’s something for everyone here. In this post, we’re going to dive into the top 10 things to do in Sag Harbor, so you can make the most of your visit. Let’s get started!

1. Visit the Sag Harbor Whaling & Historical Museum

Sag Harbor Whaling & Historical Museum is a must-visit for anyone interested in the village’s rich maritime past. Housed in an elegant 19th-century Greek Revival mansion, this museum is dedicated to preserving the history of Sag Harbor’s whaling industry, which was once one of the most significant in the world.

Sag Harbor Whaling & Historical Museum

Activities to Enjoy:

  • Maritime Exhibits: Explore the fascinating exhibits that tell the story of the whaling era and its impact on Sag Harbor.
  • Architecture: Admire the stunning architecture of the mansion itself, which is a prime example of 19th-century design.
  • Art and Artifacts: Discover a collection of art and artifacts that provide insight into the lives of the people who lived and worked in Sag Harbor during its heyday.

Insider tip: Plan your visit on a weekday morning to avoid the crowds and enjoy a more intimate experience.

2. Explore the Long Wharf and Sag Harbor Marina

The Long Wharf and Sag Harbor Marina offer picturesque views of the harbor, making it an ideal spot for a leisurely stroll or a peaceful moment by the water. This iconic location is a hub of activity, especially during the summer months.

Long Wharf and Sag Harbor Marina

Activities to Enjoy:

  • Boat Watching: Watch the sailboats and yachts as they dock and depart from the marina.
  • Scenic Strolls: Take a leisurely walk along the wharf, enjoying the cool breeze and beautiful views.
  • Ice Cream Treat: Stop by a nearby shop for a refreshing ice cream cone to enjoy as you explore the area.

Insider tip: Visit during sunset for a spectacular view as the sun dips below the horizon, casting a golden glow over the harbor.

3. Check Out the Sag Harbor Cinema

The Sag Harbor Cinema is more than just a place to catch a movie; it’s a cultural landmark that has been recently restored to its former glory. Offering a unique mix of indie films, documentaries, and classics, this cinema is a gem for movie lovers.

Sag Harbor Cinema

Activities to Enjoy:

  • Movie Screenings: Choose from a variety of films, ranging from independent productions to beloved classics.
  • Cultural Events: Check the schedule for special events and screenings that often include Q&A sessions with filmmakers.
  • Historic Ambiance: Soak in the historic ambiance of the theater, which has been a staple of Sag Harbor for decades.

Insider tip: For a perfect date night, pair your movie with dinner at one of the nearby restaurants on Main Street.

4. Visit the Custom House Museum

The Custom House Museum provides a glimpse into Sag Harbor’s past as a thriving port town. This small but fascinating museum is housed in a historic building that once served as the residence of the local customs collector.

Custom House Museum

Activities to Enjoy:

  • Historic Exhibits: Learn about Sag Harbor’s role as an important maritime port through detailed exhibits.
  • Period Furnishings: Explore the rooms furnished with antiques that recreate the life of the customs collector in the 19th century.
  • Guided Tours: Join a guided tour to gain deeper insights into the history and significance of the Custom House.

Insider tip: Visit during one of the museum’s special events to enjoy living history demonstrations and other unique experiences.

5. Relax at Havens Beach

Havens Beach is Sag Harbor’s go-to spot for a relaxing day by the water. With its calm waters and peaceful atmosphere, it’s perfect for families and anyone looking to unwind.

Havens Beach

Activities to Enjoy:

  • Swimming: Enjoy a refreshing swim in the calm waters of the bay.
  • Picnicking: Bring along a picnic and relax in the shade of the trees, or spread out on the sand.
  • Beachcombing: Take a leisurely walk along the shoreline and see what treasures you can find.

Insider tip: Arrive early to secure a good spot on the beach, especially during the busy summer months.

6. Explore Mashashimuet Park

Mashashimuet Park is a local favorite for outdoor activities, offering a variety of amenities that cater to all ages. Whether you’re in the mood for a jog, a game of tennis, or a family picnic, this park has it all.

Mashashimuet Park

Activities to Enjoy:

  • Walking Trails: Take a peaceful walk or jog along the park’s scenic trails.
  • Tennis and Sports: Enjoy a game of tennis, or bring the kids to play on the sports fields.
  • Playground Fun: Let the kids run wild on the playground while you relax nearby.

Insider tip: Visit in the morning for a quiet and serene experience before the park fills up with families and sports enthusiasts.

7. Visit the Old Whalers’ Church

The Old Whalers’ Church is one of Sag Harbor’s most iconic landmarks, known for its unique architectural design and historical significance. This church, with its towering steeple, is a must-see for visitors interested in the village’s rich history.

Old Whalers' Church

Activities to Enjoy:

  • Architecture Appreciation: Marvel at the church’s distinctive Egyptian Revival style, a rarity in the United States.
  • Historic Tours: Participate in a guided tour to learn about the church’s history and its role in the community.
  • Photography: Capture stunning photos of the church, especially the towering steeple that dominates the skyline.

Insider tip: Check the schedule for any special events or services that might be taking place during your visit.

8. Shop and Dine on Main Street

Main Street in Sag Harbor is the perfect place to experience the village’s charm. With its array of boutiques, galleries, and restaurants, it’s a shopper’s paradise and a food lover’s delight.

Sag Harbor main street

Activities to Enjoy:

  • Boutique Shopping: Explore unique shops offering everything from fashion to home decor.
  • Art Galleries: Discover local art and maybe even find a piece to take home.
  • Dining: Savor delicious meals at a variety of restaurants, from casual cafes to upscale dining establishments.

Insider tip: Spend the afternoon shopping and then relax with a leisurely dinner at one of the outdoor patios along Main Street.

9. Take a Sailing or Fishing Charter

For those looking to experience Sag Harbor from the water, taking a sailing or fishing charter is one of the best things to do. Whether you’re interested in a peaceful sail or an exciting fishing trip, there are plenty of options available.

Sag Harbor Sailing

Activities to Enjoy:

  • Sailing Tours: Enjoy a scenic sail around the harbor, taking in views of the coastline and the open sea.
  • Fishing Adventures: Try your luck with a fishing charter, where you can catch local fish and enjoy the thrill of the sport.
  • Private Charters: Consider booking a private charter for a personalized experience, perfect for special occasions.

Insider tip: Book your charter in advance, especially during peak season, to ensure you get the date and time that works best for you.

10. Visit the Sag Harbor Farmers’ Market

The Sag Harbor Farmers’ Market is a delightful spot to explore on a Saturday morning. Here, you’ll find a variety of local produce, baked goods, and artisan products, all in a vibrant and community-focused setting.

Sag Harbor Farmers' Market

Activities to Enjoy:

  • Local Produce: Pick up fresh fruits and vegetables straight from local farms.
  • Artisan Goods: Browse handmade crafts, cheeses, and other specialty items.
  • Baked Treats: Indulge in freshly baked bread, pastries, and other sweet treats.

Insider tip: Arrive early to get the best selection of products before they sell out, and bring a reusable bag to carry your finds.

Conclusion

Sag Harbor is a destination brimming with activities that cater to every interest. From exploring its rich history to enjoying the natural beauty of the area, there’s no shortage of things to do in Sag Harbor. Whether you’re planning a weekend getaway or a day trip from New York City, be sure to check out these top attractions and experiences.

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