Cutchogue, NY · East Marion, NY · Southampton, NY

The East End Collection

Explore the East End: Your Coastal Retreat Awaits

Explore the diverse beauty of the East End, featuring properties that capture the essence of Long Island's North and South Forks. Whether you're drawn to the sandy beaches of Cutchogue or the quiet elegance of Southampton, each home provides a distinct atmosphere. With inviting living spaces and picturesque outdoor settings, this collection is tailored for travelers looking to immerse themselves in the coastal lifestyle while enjoying the comforts of home. Book directly on our website to save $$$

Day Trips Around The East End

Visit top rated local experiences

Discover a selection of exceptional day trips around the North and South forks. From scenic drives to charming nearby towns and outdoor adventures, these excursions offer the perfect way to enhance your stay in the East End.

Scenic Drive along Route 25

Enjoy a picturesque drive along Route 25, which runs through the North Fork of Long Island. This scenic route offers stunning views of vineyards, farms, and waterfront properties, making it ideal for a leisurely half- or full-day trip. Stop at charming towns like Mattituck and Cutchogue for local shops and fresh produce.

Explore the Vineyards of Cutchogue

Cutchogue, known as the oldest village in Southold Town, features some of the best wineries in New York. A visit to the local vineyards, such as Bedell Cellars or Raphael Winery, offers tastings and tours that provide a taste of the region's renowned wines. Guests can unwind on the scenic patios, enjoying the beautiful landscapes.

Visit Greenport Village

Greenport is a historic village rich in maritime history and vibrant with shops, galleries, and eateries. Spend a day strolling through its picturesque streets, savoring the local seafood, or visiting the East End Seaport Museum. The village also features access to the Long Island Rail Road and ferry services to Shelter Island, providing additional exploration opportunities.

Outdoor Adventure at Orient Beach State Park

Just a short drive from East Marion, Orient Beach State Park offers a wide range of outdoor activities. Guests can enjoy hiking, biking, or swimming at the beach, which boasts beautiful views of Long Island Sound. The park also features picnic areas and nature trails, perfect for a full-day family outing.

Historic Sites in Sag Harbor

Sag Harbor presents a blend of history and charm, with sites such as the Sag Harbor Whaling Museum and picturesque harbor views. This maritime village is perfect for a leisurely stroll, and its shops and cafés provide ample opportunities for dining and relaxation. Guests can also explore the nearby Elizabeth A. Morton National Wildlife Refuge for birdwatching and nature walks.

Day Trip to Greenport: Explore Downtown Waterfront

Discover Greenport

Greenport, a traditional maritime village located on the North Fork, invites visitors to explore its rich history and cultural charm. Popular activities include strolling along the scenic waterfront, which offers stunning views of the bay, and indulging in a variety of shopping experiences.

Dining Options

Greenport is well-known for its excellent dining options. The Frisky Oyster is a must-visit spot known for its fresh seafood and lively atmosphere. For a more casual meal, try a delectable slice at a local pizzeria or a sweet treat from one of the charming bakeries.

Local Attractions

In addition to shopping and dining, visit the Greenport carousel, a nostalgic ride that features hand-carved horses. You can also take a ferry to Shelter Island for further exploration, making it a perfect destination for both leisure and adventure.

Southampton Village: Beach and Culture

Exploring Southampton Village

Known for its rich history and cultural significance, Southampton Village offers visitors both beach relaxation and artistic experiences. Enjoy the beautiful sandy shores as well as the vibrant community that celebrates art and culture.

Southampton Beaches

Spend the afternoon at Coopers Beach, renowned for its beautiful sand and pristine water. Facilities include showers and lifeguards, making it family-friendly. Bring your beach chair and soak up the sun or take a refreshing dip in the ocean.

Art and Culture

After enjoying the beach, explore local galleries and shops that showcase artwork from Montauk to Southampton. The Parrish Art Museum offers a glimpse into both regional and contemporary art, and you may find unique pieces that reflect the beauty of the area.

Cutchogue Wineries: Taste Local Wines

Cutchogue Wine Tasting Experience

Cutchogue, located on Long Island’s North Fork, is known for its extensive vineyards and wineries. Guests can indulge in tastings of locally produced wines while enjoying the beautiful surroundings, making it a perfect day trip for wine lovers.

Notable Wineries

Bedell Cellars: Offers tastings in a scenic setting and is known for its exceptional Cabernet Franc and Merlot.
Pindar Vineyards: One of the largest vineyards in the region, known for its diverse range of wines, including popular dessert wines.

Visit multiple wineries to sample a variety of flavors and join guided tours to learn more about the wine-making process. Experience live music events hosted by various wineries throughout the summer, adding to the charm of your visit.

East Marion: Scenic Coastal Trails

Explore Coastal Trails in East Marion

East Marion is home to several coastal trails that provide serene walking and biking experiences amidst nature. These trails offer beautiful views of the bay and are suitable for all skill levels.

Notable Trails

Gardiners County Park: Features scenic pathways through lush greenery. Ideal for a leisurely walk while enjoying waterfront views.
Orient Beach State Park: A nearby spot that offers both walking trails and access to peaceful beaches. The park is a fantastic place for a family outing with picnic areas available.

Outdoor Activities

Bring your hiking shoes or bike to explore the surrounding nature trails. This immersive experience in the great outdoors provides plenty of opportunities for photography and wildlife observation, making it a refreshing escape.